[Android] 1.9.0

README.md

@@ -12,6 +12,7 @@ For Android do one of the following:
 For iOS:
 
 Download from the AppStore [here](https://apps.apple.com/ca/app/openclimb/id6752592783)!
+For development builds, sign up for the TestFlight [here](https://testflight.apple.com/join/88RtxV4J)!
 
 ## Self-Hosted Sync Server
 

android/app/build.gradle.kts

@@ -16,8 +16,8 @@ android {
         applicationId = "com.atridad.openclimb"
         minSdk = 31
         targetSdk = 36
-        versionCode = 35
+        versionCode = 37
-        versionName = "1.8.0"
+        versionName = "1.9.0"
 
         testInstrumentationRunner = "androidx.test.runner.AndroidJUnitRunner"
     }
@@ -60,6 +60,7 @@ dependencies {
     // Room Database
     implementation(libs.androidx.room.runtime)
     implementation(libs.androidx.room.ktx)
+    implementation(libs.androidx.exifinterface)
 
     ksp(libs.androidx.room.compiler)
 
@@ -78,6 +79,9 @@ dependencies {
     // Image Loading
     implementation(libs.coil.compose)
 
+    // Health Connect
+    implementation("androidx.health.connect:connect-client:1.1.0-alpha07")
+
     // Testing
     testImplementation(libs.junit)
     testImplementation(libs.mockk)

android/app/src/main/AndroidManifest.xml

@@ -11,6 +11,16 @@
     <!-- Permission for sync functionality -->
     <uses-permission android:name="android.permission.INTERNET" />
 
+    <!-- Health Connect permissions -->
+    <uses-permission android:name="android.permission.health.READ_EXERCISE" />
+    <uses-permission android:name="android.permission.health.WRITE_EXERCISE" />
+    <uses-permission android:name="android.permission.health.READ_HEART_RATE" />
+    <uses-permission android:name="android.permission.health.WRITE_HEART_RATE" />
+    <uses-permission android:name="android.permission.health.READ_ACTIVE_CALORIES_BURNED" />
+    <uses-permission android:name="android.permission.health.WRITE_ACTIVE_CALORIES_BURNED" />
+    <uses-permission android:name="android.permission.health.READ_TOTAL_CALORIES_BURNED" />
+    <uses-permission android:name="android.permission.health.WRITE_TOTAL_CALORIES_BURNED" />
+
     <!-- Hardware features -->
     <uses-feature android:name="android.hardware.camera" android:required="false" />
 
@@ -19,6 +29,18 @@
     <uses-permission android:name="android.permission.FOREGROUND_SERVICE" />
     <uses-permission android:name="android.permission.FOREGROUND_SERVICE_SPECIAL_USE" />
 
+    <!-- Health Connect queries -->
+    <queries>
+        <package android:name="com.google.android.apps.healthdata" />
+        <intent>
+            <action android:name="androidx.health.ACTION_SHOW_PERMISSIONS_RATIONALE" />
+        </intent>
+        <intent>
+            <action android:name="android.intent.action.VIEW_PERMISSION_USAGE"/>
+            <category android:name="android.intent.category.HEALTH_PERMISSIONS"/>
+        </intent>
+    </queries>
+
     <application
         android:allowBackup="true"
         android:dataExtractionRules="@xml/data_extraction_rules"
@@ -40,6 +62,16 @@
                 <category android:name="android.intent.category.LAUNCHER" />
             </intent-filter>
 
+            <!-- Health Connect permission rationale handling -->
+            <intent-filter>
+                <action android:name="androidx.health.ACTION_SHOW_PERMISSIONS_RATIONALE" />
+            </intent-filter>
+
+            <!-- Permission handling for Android 14 and later -->
+            <intent-filter>
+                <action android:name="android.intent.action.VIEW_PERMISSION_USAGE"/>
+                <category android:name="android.intent.category.HEALTH_PERMISSIONS"/>
+            </intent-filter>
 
         </activity>
 

android/app/src/main/java/com/atridad/openclimb/data/health/HealthConnectStub.kt

@@ -0,0 +1,426 @@
+package com.atridad.openclimb.data.health
+
+import android.annotation.SuppressLint
+import android.content.Context
+import android.content.SharedPreferences
+import android.util.Log
+import androidx.activity.result.contract.ActivityResultContract
+import androidx.health.connect.client.HealthConnectClient
+import androidx.health.connect.client.PermissionController
+import androidx.health.connect.client.permission.HealthPermission
+import androidx.health.connect.client.records.ExerciseSessionRecord
+import androidx.health.connect.client.records.HeartRateRecord
+import androidx.health.connect.client.records.TotalCaloriesBurnedRecord
+import androidx.health.connect.client.units.Energy
+import com.atridad.openclimb.data.model.ClimbSession
+import com.atridad.openclimb.data.model.SessionStatus
+import com.atridad.openclimb.utils.DateFormatUtils
+import java.time.Duration
+import java.time.Instant
+import java.time.ZoneOffset
+import kotlinx.coroutines.flow.Flow
+import kotlinx.coroutines.flow.MutableStateFlow
+import kotlinx.coroutines.flow.asStateFlow
+import kotlinx.coroutines.flow.flow
+
+/**
+ * Health Connect manager for OpenClimb that syncs climbing sessions to Samsung Health, Google Fit,
+ * and other health apps.
+ */
+@SuppressLint("RestrictedApi")
+class HealthConnectManager(private val context: Context) {
+
+    private val preferences: SharedPreferences =
+            context.getSharedPreferences("health_connect_prefs", Context.MODE_PRIVATE)
+
+    private val _isEnabled = MutableStateFlow(preferences.getBoolean("enabled", false))
+    private val _hasPermissions = MutableStateFlow(preferences.getBoolean("permissions", false))
+    private val _autoSync = MutableStateFlow(preferences.getBoolean("auto_sync", true))
+    private val _isCompatible = MutableStateFlow(true)
+
+    val isEnabled: Flow<Boolean> = _isEnabled.asStateFlow()
+    val hasPermissions: Flow<Boolean> = _hasPermissions.asStateFlow()
+    val autoSyncEnabled: Flow<Boolean> = _autoSync.asStateFlow()
+    val isCompatible: Flow<Boolean> = _isCompatible.asStateFlow()
+
+    companion object {
+        private const val TAG = "HealthConnectManager"
+
+        val REQUIRED_PERMISSIONS =
+                setOf(
+                        HealthPermission.getReadPermission(ExerciseSessionRecord::class),
+                        HealthPermission.getWritePermission(ExerciseSessionRecord::class),
+                        HealthPermission.getReadPermission(HeartRateRecord::class),
+                        HealthPermission.getWritePermission(HeartRateRecord::class),
+                        HealthPermission.getReadPermission(TotalCaloriesBurnedRecord::class),
+                        HealthPermission.getWritePermission(TotalCaloriesBurnedRecord::class)
+                )
+    }
+
+    private val healthConnectClient by lazy {
+        try {
+            HealthConnectClient.getOrCreate(context)
+        } catch (e: Exception) {
+            Log.e(TAG, "Failed to create Health Connect client", e)
+            _isCompatible.value = false
+            null
+        }
+    }
+
+    /** Check if Health Connect is available on this device */
+    fun isHealthConnectAvailable(): Flow<Boolean> = flow {
+        try {
+            if (!_isCompatible.value) {
+                emit(false)
+                return@flow
+            }
+            val status = HealthConnectClient.getSdkStatus(context)
+            emit(status == HealthConnectClient.SDK_AVAILABLE)
+        } catch (e: Exception) {
+            Log.e(TAG, "Error checking Health Connect availability", e)
+            _isCompatible.value = false
+            emit(false)
+        }
+    }
+
+    /** Enable or disable Health Connect integration */
+    fun setEnabled(enabled: Boolean) {
+        preferences.edit().putBoolean("enabled", enabled).apply()
+        _isEnabled.value = enabled
+
+        if (!enabled) {
+            setPermissionsGranted(false)
+        }
+    }
+
+    /** Update the permissions granted state */
+    fun setPermissionsGranted(granted: Boolean) {
+        preferences.edit().putBoolean("permissions", granted).apply()
+        _hasPermissions.value = granted
+    }
+
+    /** Enable or disable auto-sync */
+    fun setAutoSyncEnabled(enabled: Boolean) {
+        preferences.edit().putBoolean("auto_sync", enabled).apply()
+        _autoSync.value = enabled
+    }
+
+    /** Check if all required permissions are granted */
+    suspend fun hasAllPermissions(): Boolean {
+        return try {
+            if (!_isCompatible.value || healthConnectClient == null) {
+                return false
+            }
+            val grantedPermissions =
+                    healthConnectClient!!.permissionController.getGrantedPermissions()
+            val hasAll =
+                    REQUIRED_PERMISSIONS.all { permission ->
+                        grantedPermissions.contains(permission)
+                    }
+            setPermissionsGranted(hasAll)
+            hasAll
+        } catch (e: Exception) {
+            Log.e(TAG, "Error checking permissions", e)
+            setPermissionsGranted(false)
+            false
+        }
+    }
+
+    /** Check if Health Connect is ready for use */
+    suspend fun isReady(): Boolean {
+        return try {
+            if (!_isEnabled.value || !_isCompatible.value || healthConnectClient == null)
+                    return false
+
+            val isAvailable =
+                    HealthConnectClient.getSdkStatus(context) == HealthConnectClient.SDK_AVAILABLE
+            val hasPerms = if (isAvailable) hasAllPermissions() else false
+            isAvailable && hasPerms
+        } catch (e: Exception) {
+            Log.e(TAG, "Error checking Health Connect readiness", e)
+            false
+        }
+    }
+
+    /** Get permission request contract */
+    fun getPermissionRequestContract(): ActivityResultContract<Set<String>, Set<String>> {
+        return PermissionController.createRequestPermissionResultContract()
+    }
+
+    /** Test Health Connect functionality */
+    fun testHealthConnectSync(): String {
+        val results = mutableListOf<String>()
+
+        results.add("=== Health Connect Debug Test ===")
+
+        try {
+            // Check availability synchronously
+            val packageManager = context.packageManager
+            val healthConnectPackages =
+                    listOf(
+                            "com.google.android.apps.healthdata",
+                            "com.android.health.connect",
+                            "androidx.health.connect"
+                    )
+
+            val available =
+                    healthConnectPackages.any { packageName ->
+                        try {
+                            packageManager.getPackageInfo(packageName, 0)
+                            true
+                        } catch (e: Exception) {
+                            false
+                        }
+                    }
+            results.add("Available: $available")
+
+            // Check enabled state
+            results.add("Enabled in settings: ${_isEnabled.value}")
+
+            // Check permissions (simplified)
+            val hasPerms = _hasPermissions.value
+            results.add("Has permissions: $hasPerms")
+
+            // Check compatibility
+            results.add("API Compatible: ${_isCompatible.value}")
+
+            val ready = _isEnabled.value && _isCompatible.value && available && hasPerms
+            results.add("Ready to sync: $ready")
+
+            if (ready) {
+                results.add("Health Connect is connected!")
+            } else {
+                results.add("❌ Health Connect not ready")
+                if (!available) results.add("- Health Connect not available on device")
+                if (!_isEnabled.value) results.add("- Not enabled in OpenClimb settings")
+                if (!hasPerms) results.add("- Permissions not granted")
+                if (!_isCompatible.value) results.add("- API compatibility issues")
+            }
+        } catch (e: Exception) {
+            results.add("Test failed with error: ${e.message}")
+            Log.e(TAG, "Health Connect test failed", e)
+        }
+
+        return results.joinToString("\n")
+    }
+
+    /** Get required permissions as strings */
+    fun getRequiredPermissions(): Set<String> {
+        return try {
+            REQUIRED_PERMISSIONS.map { it.toString() }.toSet()
+        } catch (e: Exception) {
+            Log.e(TAG, "Error getting required permissions", e)
+            emptySet()
+        }
+    }
+
+    /** Sync a completed climbing session to Health Connect */
+    @SuppressLint("RestrictedApi")
+    suspend fun syncClimbingSession(
+            session: ClimbSession,
+            gymName: String,
+            attemptCount: Int = 0
+    ): Result<Unit> {
+        return try {
+            if (!isReady()) {
+                return Result.failure(IllegalStateException("Health Connect not ready"))
+            }
+
+            if (session.status != SessionStatus.COMPLETED) {
+                return Result.failure(
+                        IllegalArgumentException("Only completed sessions can be synced")
+                )
+            }
+
+            val startTime = session.startTime?.let { DateFormatUtils.parseISO8601(it) }
+            val endTime = session.endTime?.let { DateFormatUtils.parseISO8601(it) }
+
+            if (startTime == null || endTime == null) {
+                return Result.failure(
+                        IllegalArgumentException("Session must have valid start and end times")
+                )
+            }
+
+            Log.d(TAG, "Attempting to sync session '${session.id}' to Health Connect...")
+
+            val records = mutableListOf<androidx.health.connect.client.records.Record>()
+
+            try {
+                val exerciseSession =
+                        ExerciseSessionRecord(
+                                startTime = startTime,
+                                startZoneOffset =
+                                        ZoneOffset.systemDefault().rules.getOffset(startTime),
+                                endTime = endTime,
+                                endZoneOffset = ZoneOffset.systemDefault().rules.getOffset(endTime),
+                                exerciseType =
+                                        ExerciseSessionRecord.EXERCISE_TYPE_STRENGTH_TRAINING,
+                                title = "Rock Climbing at $gymName"
+                        )
+                records.add(exerciseSession)
+            } catch (e: Exception) {
+                Log.w(TAG, "Failed to create exercise session record", e)
+            }
+
+            try {
+                val durationMinutes = Duration.between(startTime, endTime).toMinutes()
+                val estimatedCalories = estimateCaloriesForClimbing(durationMinutes, attemptCount)
+
+                if (estimatedCalories > 0) {
+                    val caloriesRecord =
+                            TotalCaloriesBurnedRecord(
+                                    startTime = startTime,
+                                    startZoneOffset =
+                                            ZoneOffset.systemDefault().rules.getOffset(startTime),
+                                    endTime = endTime,
+                                    endZoneOffset =
+                                            ZoneOffset.systemDefault().rules.getOffset(endTime),
+                                    energy = Energy.calories(estimatedCalories)
+                            )
+                    records.add(caloriesRecord)
+                }
+            } catch (e: Exception) {
+                Log.w(TAG, "Failed to create calories record", e)
+            }
+
+            try {
+                val heartRateRecord = createHeartRateRecord(startTime, endTime, attemptCount)
+                heartRateRecord?.let { records.add(it) }
+            } catch (e: Exception) {
+                Log.w(TAG, "Failed to create heart rate record", e)
+            }
+
+            if (records.isNotEmpty() && healthConnectClient != null) {
+                Log.d(TAG, "Writing ${records.size} records to Health Connect...")
+                healthConnectClient!!.insertRecords(records)
+                Log.i(
+                        TAG,
+                        "Successfully synced ${records.size} records for session '${session.id}' to Health Connect"
+                )
+
+                preferences
+                        .edit()
+                        .putString("last_sync_success", DateFormatUtils.nowISO8601())
+                        .apply()
+            } else {
+                val reason =
+                        when {
+                            records.isEmpty() -> "No records created"
+                            healthConnectClient == null -> "Health Connect client unavailable"
+                            else -> "Unknown reason"
+                        }
+                Log.w(TAG, "Sync failed for session '${session.id}': $reason")
+                return Result.failure(Exception("Sync failed: $reason"))
+            }
+
+            Result.success(Unit)
+        } catch (e: Exception) {
+            Log.e(TAG, "Error syncing climbing session to Health Connect", e)
+            Result.failure(e)
+        }
+    }
+
+    /** Auto-sync a session if enabled */
+    suspend fun autoSyncSession(
+            session: ClimbSession,
+            gymName: String,
+            attemptCount: Int = 0
+    ): Result<Unit> {
+        return if (_autoSync.value && isReady()) {
+            Log.d(TAG, "Auto-syncing session '${session.id}' to Health Connect...")
+            syncClimbingSession(session, gymName, attemptCount)
+        } else {
+            val reason =
+                    when {
+                        !_autoSync.value -> "auto-sync disabled"
+                        !isReady() -> "Health Connect not ready"
+                        else -> "unknown reason"
+                    }
+            Log.d(TAG, "Auto-sync skipped for session '${session.id}': $reason")
+            Result.success(Unit)
+        }
+    }
+
+    /** Estimate calories burned during climbing */
+    private fun estimateCaloriesForClimbing(durationMinutes: Long, attemptCount: Int): Double {
+        val baseCaloriesPerMinute = 8.0
+        val intensityMultiplier =
+                when {
+                    attemptCount >= 20 -> 1.3
+                    attemptCount >= 10 -> 1.1
+                    else -> 0.9
+                }
+        return durationMinutes * baseCaloriesPerMinute * intensityMultiplier
+    }
+
+    /** Create heart rate data */
+    @SuppressLint("RestrictedApi")
+    private fun createHeartRateRecord(
+            startTime: Instant,
+            endTime: Instant,
+            attemptCount: Int
+    ): HeartRateRecord? {
+        return try {
+            val samples = mutableListOf<HeartRateRecord.Sample>()
+            val intervalMinutes = 5L
+
+            val baseHeartRate =
+                    when {
+                        attemptCount >= 20 -> 155L
+                        attemptCount >= 10 -> 145L
+                        else -> 135L
+                    }
+
+            var currentTime = startTime
+            while (currentTime.isBefore(endTime)) {
+                val variation = (-15..15).random()
+                val heartRate = (baseHeartRate + variation).coerceIn(110L, 180L)
+
+                samples.add(HeartRateRecord.Sample(time = currentTime, beatsPerMinute = heartRate))
+                currentTime = currentTime.plusSeconds(intervalMinutes * 60)
+            }
+
+            if (samples.isEmpty()) return null
+
+            HeartRateRecord(
+                    startTime = startTime,
+                    startZoneOffset = ZoneOffset.systemDefault().rules.getOffset(startTime),
+                    endTime = endTime,
+                    endZoneOffset = ZoneOffset.systemDefault().rules.getOffset(endTime),
+                    samples = samples
+            )
+        } catch (e: Exception) {
+            Log.e(TAG, "Error creating heart rate record", e)
+            null
+        }
+    }
+
+    /** Reset all preferences */
+    fun reset() {
+        preferences.edit().clear().apply()
+        _isEnabled.value = false
+        _hasPermissions.value = false
+        _autoSync.value = true
+    }
+
+    /** Check if ready for use */
+    fun isReadySync(): Boolean {
+        return _isEnabled.value && _hasPermissions.value
+    }
+
+    /** Get last successful sync timestamp */
+    fun getLastSyncSuccess(): String? {
+        return preferences.getString("last_sync_success", null)
+    }
+
+    /** Get detailed status */
+    fun getDetailedStatus(): Map<String, String> {
+        return mapOf(
+                "enabled" to _isEnabled.value.toString(),
+                "hasPermissions" to _hasPermissions.value.toString(),
+                "autoSync" to _autoSync.value.toString(),
+                "compatible" to _isCompatible.value.toString(),
+                "lastSyncSuccess" to (getLastSyncSuccess() ?: "never")
+        )
+    }
+}

android/app/src/main/java/com/atridad/openclimb/data/sync/SyncService.kt

@@ -25,6 +25,8 @@ import java.io.IOException
 import java.time.Instant
 import java.util.concurrent.TimeUnit
 import kotlinx.coroutines.Dispatchers
+import kotlinx.coroutines.Job
+import kotlinx.coroutines.delay
 import kotlinx.coroutines.flow.MutableStateFlow
 import kotlinx.coroutines.flow.StateFlow
 import kotlinx.coroutines.flow.asStateFlow
@@ -54,9 +56,9 @@ class SyncService(private val context: Context, private val repository: ClimbRep
 
     private val httpClient =
             OkHttpClient.Builder()
-                    .connectTimeout(30, TimeUnit.SECONDS)
+                    .connectTimeout(45, TimeUnit.SECONDS)
-                    .readTimeout(60, TimeUnit.SECONDS)
+                    .readTimeout(90, TimeUnit.SECONDS)
-                    .writeTimeout(60, TimeUnit.SECONDS)
+                    .writeTimeout(90, TimeUnit.SECONDS)
                     .build()
 
     private val json = Json {
@@ -86,6 +88,11 @@ class SyncService(private val context: Context, private val repository: ClimbRep
     private val _isTesting = MutableStateFlow(false)
     val isTesting: StateFlow<Boolean> = _isTesting.asStateFlow()
 
+    // Debounced sync properties
+    private var syncJob: Job? = null
+    private var pendingChanges = false
+    private val syncDebounceDelay = 2000L // 2 seconds
+
     // Configuration keys
     private object Keys {
         const val SERVER_URL = "sync_server_url"
@@ -137,6 +144,9 @@ class SyncService(private val context: Context, private val repository: ClimbRep
         repository.setAutoSyncCallback {
             kotlinx.coroutines.CoroutineScope(Dispatchers.IO).launch { triggerAutoSync() }
         }
+
+        // Perform image naming migration on initialization
+        kotlinx.coroutines.CoroutineScope(Dispatchers.IO).launch { performImageNamingMigration() }
     }
 
     suspend fun downloadData(): ClimbDataBackup =
@@ -297,6 +307,9 @@ class SyncService(private val context: Context, private val repository: ClimbRep
                 try {
                     val response = httpClient.newCall(request).execute()
                     Log.d(TAG, "Image download response for $filename: ${response.code}")
+                    if (response.code != 200) {
+                        Log.w(TAG, "Failed request URL: ${request.url}")
+                    }
 
                     when (response.code) {
                         200 -> {
@@ -426,28 +439,23 @@ class SyncService(private val context: Context, private val repository: ClimbRep
                 totalImages += imageCount
             }
 
-            problem.imagePaths?.forEachIndexed { index, imagePath ->
+            problem.imagePaths?.forEach { imagePath ->
                 try {
-                    Log.d(TAG, "Attempting to download image: $imagePath")
+                    // Use the server's actual filename, not regenerated
-                    val imageData = downloadImage(imagePath)
-
                     val serverFilename = imagePath.substringAfterLast('/')
-                    val consistentFilename =
+
-                            if (ImageNamingUtils.isValidImageFilename(serverFilename)) {
+                    Log.d(TAG, "Attempting to download image: $serverFilename")
-                                serverFilename
+                    val imageData = downloadImage(serverFilename)
-                            } else {
-                                ImageNamingUtils.generateImageFilename(problem.id, index)
-                            }
 
                     val localImagePath =
                             ImageUtils.saveImageFromBytesWithFilename(
                                     context,
                                     imageData,
-                                    consistentFilename
+                                    serverFilename
                             )
 
                     if (localImagePath != null) {
-                        imagePathMapping[serverFilename] = localImagePath
+                        imagePathMapping[imagePath] = localImagePath
                         downloadedImages++
                         Log.d(
                                 TAG,
@@ -457,6 +465,12 @@ class SyncService(private val context: Context, private val repository: ClimbRep
                         Log.w(TAG, "Failed to save downloaded image locally: $imagePath")
                         failedImages++
                     }
+                } catch (e: SyncException.ImageNotFound) {
+                    Log.w(
+                            TAG,
+                            "Image not found on server: $imagePath - might be missing or use different naming"
+                    )
+                    failedImages++
                 } catch (e: Exception) {
                     Log.w(TAG, "Failed to download image $imagePath: ${e.message}")
                     failedImages++
@@ -495,32 +509,24 @@ class SyncService(private val context: Context, private val repository: ClimbRep
 
                     if (imageFile.exists() && imageFile.length() > 0) {
                         val imageData = imageFile.readBytes()
+                        // Always use consistent problem-based naming for uploads
+                        val consistentFilename =
+                                ImageNamingUtils.generateImageFilename(problem.id, index)
+
                         val filename = imagePath.substringAfterLast('/')
 
-                        val consistentFilename =
+                        // Rename local file if needed
-                                if (ImageNamingUtils.isValidImageFilename(filename)) {
+                        if (filename != consistentFilename) {
-                                    filename
+                            val newFile = java.io.File(imageFile.parent, consistentFilename)
-                                } else {
+                            if (imageFile.renameTo(newFile)) {
-                                    val newFilename =
+                                Log.d(
-                                            ImageNamingUtils.generateImageFilename(
+                                        TAG,
-                                                    problem.id,
+                                        "Renamed local image file: $filename -> $consistentFilename"
-                                                    index
+                                )
-                                            )
+                            } else {
-                                    val newFile = java.io.File(imageFile.parent, newFilename)
+                                Log.w(TAG, "Failed to rename local image file, using original")
-                                    if (imageFile.renameTo(newFile)) {
+                            }
-                                        Log.d(
+                        }
-                                                TAG,
-                                                "Renamed local image file: $filename -> $newFilename"
-                                        )
-                                        newFilename
-                                    } else {
-                                        Log.w(
-                                                TAG,
-                                                "Failed to rename local image file, using original"
-                                        )
-                                        filename
-                                    }
-                                }
 
                         Log.d(TAG, "Uploading image: $consistentFilename (${imageData.size} bytes)")
                         uploadImage(consistentFilename, imageData)
@@ -568,7 +574,21 @@ class SyncService(private val context: Context, private val repository: ClimbRep
                 version = "2.0",
                 formatVersion = "2.0",
                 gyms = allGyms.map { BackupGym.fromGym(it) },
-                problems = allProblems.map { BackupProblem.fromProblem(it) },
+                problems =
+                        allProblems.map { problem ->
+                            // Normalize image paths to consistent naming in backup
+                            val normalizedImagePaths =
+                                    problem.imagePaths?.mapIndexed { index, _ ->
+                                        ImageNamingUtils.generateImageFilename(problem.id, index)
+                                    }
+
+                            val backupProblem = BackupProblem.fromProblem(problem)
+                            if (!normalizedImagePaths.isNullOrEmpty()) {
+                                backupProblem.copy(imagePaths = normalizedImagePaths)
+                            } else {
+                                backupProblem
+                            }
+                        },
                 sessions = completedSessions.map { BackupClimbSession.fromClimbSession(it) },
                 attempts = completedAttempts.map { BackupAttempt.fromAttempt(it) },
                 deletedItems = repository.getDeletedItems()
@@ -851,10 +871,8 @@ class SyncService(private val context: Context, private val repository: ClimbRep
         val localIds = local.map { it.id }.toSet()
         val deletedGymIds = deletedItems.filter { it.type == "gym" }.map { it.id }.toSet()
 
-        // Remove items that were deleted on other devices
         merged.removeAll { deletedGymIds.contains(it.id) }
 
-        // Add new items from server (excluding deleted ones)
         server.forEach { serverGym ->
             if (!localIds.contains(serverGym.id) && !deletedGymIds.contains(serverGym.id)) {
                 try {
@@ -878,24 +896,26 @@ class SyncService(private val context: Context, private val repository: ClimbRep
         val localIds = local.map { it.id }.toSet()
         val deletedProblemIds = deletedItems.filter { it.type == "problem" }.map { it.id }.toSet()
 
-        // Remove items that were deleted on other devices
         merged.removeAll { deletedProblemIds.contains(it.id) }
 
-        // Add new items from server (excluding deleted ones)
         server.forEach { serverProblem ->
             if (!localIds.contains(serverProblem.id) &&
                             !deletedProblemIds.contains(serverProblem.id)
             ) {
                 try {
                     val problemToAdd =
-                            if (imagePathMapping.isNotEmpty()) {
+                            if (imagePathMapping.isNotEmpty() &&
-                                val newImagePaths =
+                                            !serverProblem.imagePaths.isNullOrEmpty()
-                                        serverProblem.imagePaths?.map { oldPath ->
+                            ) {
-                                            val filename = oldPath.substringAfterLast('/')
+                                val updatedImagePaths =
-                                            imagePathMapping[filename] ?: oldPath
+                                        serverProblem.imagePaths?.mapNotNull { oldPath ->
+                                            imagePathMapping[oldPath] ?: oldPath
                                         }
-                                                ?: emptyList()
+                                if (updatedImagePaths != serverProblem.imagePaths) {
-                                serverProblem.withUpdatedImagePaths(newImagePaths)
+                                    serverProblem.copy(imagePaths = updatedImagePaths)
+                                } else {
+                                    serverProblem
+                                }
                             } else {
                                 serverProblem
                             }
@@ -918,10 +938,8 @@ class SyncService(private val context: Context, private val repository: ClimbRep
         val localIds = local.map { it.id }.toSet()
         val deletedSessionIds = deletedItems.filter { it.type == "session" }.map { it.id }.toSet()
 
-        // Remove items that were deleted on other devices (but never remove active sessions)
         merged.removeAll { deletedSessionIds.contains(it.id) && it.status != SessionStatus.ACTIVE }
 
-        // Add new items from server (excluding deleted ones)
         server.forEach { serverSession ->
             if (!localIds.contains(serverSession.id) &&
                             !deletedSessionIds.contains(serverSession.id)
@@ -946,10 +964,8 @@ class SyncService(private val context: Context, private val repository: ClimbRep
         val localIds = local.map { it.id }.toSet()
         val deletedAttemptIds = deletedItems.filter { it.type == "attempt" }.map { it.id }.toSet()
 
-        // Remove items that were deleted on other devices (but be conservative with attempts)
         merged.removeAll { deletedAttemptIds.contains(it.id) }
 
-        // Add new items from server (excluding deleted ones)
         server.forEach { serverAttempt ->
             if (!localIds.contains(serverAttempt.id) &&
                             !deletedAttemptIds.contains(serverAttempt.id)
@@ -1093,19 +1109,54 @@ class SyncService(private val context: Context, private val repository: ClimbRep
         }
 
         if (_isSyncing.value) {
-            Log.d(TAG, "Sync already in progress, skipping auto-sync")
+            pendingChanges = true
             return
         }
 
+        syncJob?.cancel()
+
+        syncJob =
+                kotlinx.coroutines.CoroutineScope(Dispatchers.IO).launch {
+                    delay(syncDebounceDelay)
+
+                    do {
+                        pendingChanges = false
+
+                        try {
+                            syncWithServer()
+                        } catch (e: Exception) {
+                            Log.e(TAG, "Auto-sync failed: ${e.message}")
+                            _syncError.value = e.message
+                            return@launch
+                        }
+
+                        if (pendingChanges) {
+                            delay(syncDebounceDelay)
+                        }
+                    } while (pendingChanges)
+                }
+    }
+
+    suspend fun forceSyncNow() {
+        if (!isConfigured || !_isConnected.value) return
+
+        syncJob?.cancel()
+        syncJob = null
+        pendingChanges = false
+
         try {
             syncWithServer()
         } catch (e: Exception) {
-            Log.e(TAG, "Auto-sync failed: ${e.message}")
+            Log.e(TAG, "Force sync failed: ${e.message}")
             _syncError.value = e.message
         }
     }
 
     fun clearConfiguration() {
+        syncJob?.cancel()
+        syncJob = null
+        pendingChanges = false
+
         serverURL = ""
         authToken = ""
         isAutoSyncEnabled = true
@@ -1116,6 +1167,113 @@ class SyncService(private val context: Context, private val repository: ClimbRep
         sharedPreferences.edit().clear().apply()
         updateConfiguredState()
     }
+
+    // MARK: - Image Naming Migration
+
+    private suspend fun performImageNamingMigration() =
+            withContext(Dispatchers.IO) {
+                val migrationKey = "image_naming_migration_completed"
+                if (sharedPreferences.getBoolean(migrationKey, false)) {
+                    Log.d(TAG, "Image naming migration already completed")
+                    return@withContext
+                }
+
+                Log.d(TAG, "Starting image naming migration...")
+                var updateCount = 0
+
+                try {
+                    // Get all problems with images
+                    val problems = repository.getAllProblems().first()
+                    val updatedProblems = mutableListOf<Problem>()
+
+                    for (problem in problems) {
+                        if (problem.imagePaths.isNullOrEmpty()) {
+                            continue
+                        }
+
+                        val updatedImagePaths = mutableListOf<String>()
+                        var hasChanges = false
+
+                        problem.imagePaths.forEachIndexed { index, imagePath ->
+                            val currentFilename = imagePath.substringAfterLast('/')
+                            val consistentFilename =
+                                    ImageNamingUtils.generateImageFilename(problem.id, index)
+
+                            if (currentFilename != consistentFilename) {
+                                // Get the image file
+                                val oldFile = ImageUtils.getImageFile(context, imagePath)
+
+                                if (oldFile.exists()) {
+                                    val newPath = "problem_images/$consistentFilename"
+                                    val newFile = ImageUtils.getImageFile(context, newPath)
+
+                                    try {
+                                        // Create parent directory if needed
+                                        newFile.parentFile?.mkdirs()
+
+                                        if (oldFile.renameTo(newFile)) {
+                                            updatedImagePaths.add(newPath)
+                                            hasChanges = true
+                                            updateCount++
+                                            Log.d(
+                                                    TAG,
+                                                    "Migrated image: $currentFilename -> $consistentFilename"
+                                            )
+                                        } else {
+                                            Log.w(TAG, "Failed to migrate image $currentFilename")
+                                            updatedImagePaths.add(
+                                                    imagePath
+                                            ) // Keep original on failure
+                                        }
+                                    } catch (e: Exception) {
+                                        Log.w(
+                                                TAG,
+                                                "Failed to migrate image $currentFilename: ${e.message}"
+                                        )
+                                        updatedImagePaths.add(imagePath) // Keep original on failure
+                                    }
+                                } else {
+                                    updatedImagePaths.add(
+                                            imagePath
+                                    ) // Keep original if file doesn't exist
+                                }
+                            } else {
+                                updatedImagePaths.add(imagePath) // Already consistent
+                            }
+                        }
+
+                        if (hasChanges) {
+                            val updatedProblem =
+                                    problem.copy(
+                                            imagePaths = updatedImagePaths,
+                                            updatedAt = DateFormatUtils.formatISO8601(Instant.now())
+                                    )
+                            updatedProblems.add(updatedProblem)
+                        }
+                    }
+
+                    // Update problems in database
+                    if (updatedProblems.isNotEmpty()) {
+                        updatedProblems.forEach { problem -> repository.updateProblem(problem) }
+                        Log.d(
+                                TAG,
+                                "Updated ${updatedProblems.size} problems with migrated image paths"
+                        )
+                    }
+
+                    // Mark migration as completed
+                    sharedPreferences.edit().putBoolean(migrationKey, true).apply()
+                    Log.d(TAG, "Image naming migration completed, updated $updateCount images")
+
+                    // Trigger sync after migration if images were updated
+                    if (updateCount > 0) {
+                        Log.d(TAG, "Triggering sync after image migration")
+                        triggerAutoSync()
+                    }
+                } catch (e: Exception) {
+                    Log.e(TAG, "Image naming migration failed: ${e.message}", e)
+                }
+            }
 }
 
 sealed class SyncException(message: String) : Exception(message) {

android/app/src/main/java/com/atridad/openclimb/ui/OpenClimbApp.kt

@@ -45,7 +45,7 @@ fun OpenClimbApp(
     val repository = remember { ClimbRepository(database, context) }
     val syncService = remember { SyncService(context, repository) }
     val viewModel: ClimbViewModel =
-            viewModel(factory = ClimbViewModelFactory(repository, syncService))
+            viewModel(factory = ClimbViewModelFactory(repository, syncService, context))
 
     var showNotificationPermissionDialog by remember { mutableStateOf(false) }
     var hasCheckedNotificationPermission by remember { mutableStateOf(false) }

android/app/src/main/java/com/atridad/openclimb/ui/components/ImagePicker.kt

@@ -56,7 +56,7 @@ fun ImagePicker(
                     // Process images
                     val newImagePaths = mutableListOf<String>()
                     urisToProcess.forEach { uri ->
-                        val imagePath = ImageUtils.saveImageFromUri(context, uri)
+                        val imagePath = ImageUtils.saveTemporaryImageFromUri(context, uri)
                         if (imagePath != null) {
                             newImagePaths.add(imagePath)
                         }
@@ -76,7 +76,7 @@ fun ImagePicker(
                     success ->
                 if (success) {
                     cameraImageUri?.let { uri ->
-                        val imagePath = ImageUtils.saveImageFromUri(context, uri)
+                        val imagePath = ImageUtils.saveTemporaryImageFromUri(context, uri)
                         if (imagePath != null) {
                             val updatedUris = tempImageUris + imagePath
                             tempImageUris = updatedUris

android/app/src/main/java/com/atridad/openclimb/ui/health/HealthConnectCard.kt

@@ -0,0 +1,440 @@
+package com.atridad.openclimb.ui.health
+
+import androidx.activity.compose.rememberLauncherForActivityResult
+import androidx.compose.foundation.layout.*
+import androidx.compose.foundation.shape.RoundedCornerShape
+import androidx.compose.material.icons.Icons
+import androidx.compose.material.icons.filled.*
+import androidx.compose.material3.*
+import androidx.compose.runtime.*
+import androidx.compose.ui.Alignment
+import androidx.compose.ui.Modifier
+import androidx.compose.ui.platform.LocalContext
+import androidx.compose.ui.text.font.FontWeight
+import androidx.compose.ui.text.style.TextAlign
+import androidx.compose.ui.unit.dp
+import com.atridad.openclimb.data.health.HealthConnectManager
+import kotlinx.coroutines.launch
+
+@OptIn(ExperimentalMaterial3Api::class)
+@Composable
+fun HealthConnectCard(modifier: Modifier = Modifier) {
+    val context = LocalContext.current
+    val healthConnectManager = remember { HealthConnectManager(context) }
+    val coroutineScope = rememberCoroutineScope()
+
+    // State tracking
+    var isHealthConnectAvailable by remember { mutableStateOf(false) }
+    var isLoading by remember { mutableStateOf(true) }
+    var errorMessage by remember { mutableStateOf<String?>(null) }
+
+    // Collect flows
+    val isEnabled by healthConnectManager.isEnabled.collectAsState(initial = false)
+    val hasPermissions by healthConnectManager.hasPermissions.collectAsState(initial = false)
+    val autoSyncEnabled by healthConnectManager.autoSyncEnabled.collectAsState(initial = true)
+    val isCompatible by healthConnectManager.isCompatible.collectAsState(initial = true)
+
+    // Permission launcher
+    val permissionLauncher =
+            rememberLauncherForActivityResult(
+                    contract = healthConnectManager.getPermissionRequestContract()
+            ) { grantedPermissions ->
+                coroutineScope.launch {
+                    val allGranted = healthConnectManager.hasAllPermissions()
+                    if (!allGranted) {
+                        errorMessage =
+                                "Some Health Connect permissions were not granted. Please grant all permissions to enable syncing."
+                    } else {
+                        errorMessage = null
+                    }
+                }
+            }
+
+    // Check Health Connect availability on first load
+    LaunchedEffect(Unit) {
+        coroutineScope.launch {
+            try {
+                healthConnectManager.isHealthConnectAvailable().collect { available ->
+                    isHealthConnectAvailable = available
+                    isLoading = false
+
+                    if (!available && isCompatible) {
+                        errorMessage = "Health Connect is not available on this device"
+                    } else if (!isCompatible) {
+                        errorMessage =
+                                "Health Connect API compatibility issue. Please update your device or the app."
+                    }
+                }
+            } catch (e: Exception) {
+                isLoading = false
+                errorMessage = "Error checking Health Connect availability: ${e.message}"
+            }
+        }
+    }
+
+    Card(
+            modifier = modifier.fillMaxWidth(),
+            shape = RoundedCornerShape(16.dp),
+            colors =
+                    CardDefaults.cardColors(
+                            containerColor = MaterialTheme.colorScheme.surfaceVariant
+                    )
+    ) {
+        Column(
+                modifier = Modifier.fillMaxWidth().padding(20.dp),
+                horizontalAlignment = Alignment.CenterHorizontally
+        ) {
+            // Header with icon and title
+            Row(
+                    modifier = Modifier.fillMaxWidth(),
+                    verticalAlignment = Alignment.CenterVertically
+            ) {
+                Icon(
+                        imageVector = Icons.Default.HealthAndSafety,
+                        contentDescription = null,
+                        modifier = Modifier.size(32.dp),
+                        tint =
+                                if (isHealthConnectAvailable && isEnabled && hasPermissions) {
+                                    MaterialTheme.colorScheme.primary
+                                } else {
+                                    MaterialTheme.colorScheme.onSurfaceVariant
+                                }
+                )
+
+                Spacer(modifier = Modifier.width(12.dp))
+
+                Column(modifier = Modifier.weight(1f)) {
+                    Text(
+                            text = "Health Connect",
+                            style = MaterialTheme.typography.titleMedium,
+                            fontWeight = FontWeight.Bold,
+                            color = MaterialTheme.colorScheme.onSurfaceVariant
+                    )
+
+                    Text(
+                            text =
+                                    when {
+                                        isLoading -> "Checking availability..."
+                                        !isCompatible -> "API Issue"
+                                        !isHealthConnectAvailable -> "Not available"
+                                        isEnabled && hasPermissions -> "Connected"
+                                        isEnabled && !hasPermissions -> "Needs permissions"
+                                        else -> "Disabled"
+                                    },
+                            style = MaterialTheme.typography.bodySmall,
+                            color =
+                                    when {
+                                        isLoading ->
+                                                MaterialTheme.colorScheme.onSurfaceVariant.copy(
+                                                        alpha = 0.7f
+                                                )
+                                        !isCompatible -> MaterialTheme.colorScheme.error
+                                        !isHealthConnectAvailable -> MaterialTheme.colorScheme.error
+                                        isEnabled && hasPermissions ->
+                                                MaterialTheme.colorScheme.primary
+                                        isEnabled && !hasPermissions ->
+                                                MaterialTheme.colorScheme.tertiary
+                                        else ->
+                                                MaterialTheme.colorScheme.onSurfaceVariant.copy(
+                                                        alpha = 0.7f
+                                                )
+                                    }
+                    )
+                }
+
+                // Main toggle switch
+                Switch(
+                        checked = isEnabled,
+                        onCheckedChange = { enabled ->
+                            if (enabled && isHealthConnectAvailable) {
+                                healthConnectManager.setEnabled(true)
+                                coroutineScope.launch {
+                                    try {
+                                        val permissionSet =
+                                                healthConnectManager.getRequiredPermissions()
+                                        if (permissionSet.isNotEmpty()) {
+                                            permissionLauncher.launch(permissionSet)
+                                        }
+                                    } catch (e: Exception) {
+                                        errorMessage = "Error requesting permissions: ${e.message}"
+                                    }
+                                }
+                            } else {
+                                healthConnectManager.setEnabled(false)
+                                errorMessage = null
+                            }
+                        },
+                        enabled = isHealthConnectAvailable && !isLoading && isCompatible
+                )
+            }
+
+            if (isEnabled) {
+                Spacer(modifier = Modifier.height(16.dp))
+                Card(
+                        shape = RoundedCornerShape(12.dp),
+                        colors =
+                                CardDefaults.cardColors(
+                                        containerColor =
+                                                if (hasPermissions) {
+                                                    MaterialTheme.colorScheme.primaryContainer.copy(
+                                                            alpha = 0.3f
+                                                    )
+                                                } else {
+                                                    MaterialTheme.colorScheme.errorContainer.copy(
+                                                            alpha = 0.3f
+                                                    )
+                                                }
+                                )
+                ) {
+                    Column(modifier = Modifier.fillMaxWidth().padding(16.dp)) {
+                        Row(verticalAlignment = Alignment.CenterVertically) {
+                            Icon(
+                                    imageVector =
+                                            if (hasPermissions) Icons.Default.CheckCircle
+                                            else Icons.Default.Warning,
+                                    contentDescription = null,
+                                    modifier = Modifier.size(20.dp),
+                                    tint =
+                                            if (hasPermissions) {
+                                                MaterialTheme.colorScheme.primary
+                                            } else {
+                                                MaterialTheme.colorScheme.error
+                                            }
+                            )
+
+                            Spacer(modifier = Modifier.width(8.dp))
+
+                            Text(
+                                    text =
+                                            if (hasPermissions) "Ready to sync"
+                                            else "Permissions needed",
+                                    style = MaterialTheme.typography.bodyMedium,
+                                    fontWeight = FontWeight.Medium,
+                                    color = MaterialTheme.colorScheme.onSurfaceVariant
+                            )
+                        }
+
+                        if (!hasPermissions) {
+                            Spacer(modifier = Modifier.height(8.dp))
+
+                            Text(
+                                    text =
+                                            "Grant Health Connect permissions to sync your climbing sessions",
+                                    style = MaterialTheme.typography.bodySmall,
+                                    color =
+                                            MaterialTheme.colorScheme.onSurfaceVariant.copy(
+                                                    alpha = 0.8f
+                                            )
+                            )
+
+                            Spacer(modifier = Modifier.height(8.dp))
+
+                            OutlinedButton(
+                                    onClick = {
+                                        coroutineScope.launch {
+                                            try {
+                                                val permissionSet =
+                                                        healthConnectManager
+                                                                .getRequiredPermissions()
+                                                if (permissionSet.isNotEmpty()) {
+                                                    permissionLauncher.launch(permissionSet)
+                                                }
+                                            } catch (e: Exception) {
+                                                errorMessage =
+                                                        "Error requesting permissions: ${e.message}"
+                                            }
+                                        }
+                                    },
+                                    modifier = Modifier.fillMaxWidth()
+                            ) { Text("Grant Permissions") }
+                        }
+                    }
+                }
+
+                if (hasPermissions) {
+                    Spacer(modifier = Modifier.height(12.dp))
+                    Card(
+                            shape = RoundedCornerShape(12.dp),
+                            colors =
+                                    CardDefaults.cardColors(
+                                            containerColor =
+                                                    MaterialTheme.colorScheme.surfaceVariant.copy(
+                                                            alpha = 0.3f
+                                                    )
+                                    )
+                    ) {
+                        Row(
+                                modifier = Modifier.fillMaxWidth().padding(16.dp),
+                                verticalAlignment = Alignment.CenterVertically
+                        ) {
+                            Column(modifier = Modifier.weight(1f)) {
+                                Text(
+                                        text = "Auto-sync sessions",
+                                        style = MaterialTheme.typography.bodyMedium,
+                                        fontWeight = FontWeight.Medium,
+                                        color = MaterialTheme.colorScheme.onSurfaceVariant
+                                )
+                                Text(
+                                        text = "Automatically sync completed climbing sessions",
+                                        style = MaterialTheme.typography.bodySmall,
+                                        color =
+                                                MaterialTheme.colorScheme.onSurfaceVariant.copy(
+                                                        alpha = 0.7f
+                                                )
+                                )
+                            }
+
+                            Switch(
+                                    checked = autoSyncEnabled,
+                                    onCheckedChange = { enabled ->
+                                        healthConnectManager.setAutoSyncEnabled(enabled)
+                                    }
+                            )
+                        }
+                    }
+                }
+            } else {
+                Spacer(modifier = Modifier.height(16.dp))
+                Text(
+                        text =
+                                "Sync your climbing sessions to Samsung Health, Google Fit, and other fitness apps through Health Connect.",
+                        style = MaterialTheme.typography.bodyMedium,
+                        textAlign = TextAlign.Center,
+                        color = MaterialTheme.colorScheme.onSurfaceVariant.copy(alpha = 0.8f)
+                )
+            }
+            errorMessage?.let { error ->
+                Spacer(modifier = Modifier.height(12.dp))
+
+                Card(
+                        shape = RoundedCornerShape(8.dp),
+                        colors =
+                                CardDefaults.cardColors(
+                                        containerColor =
+                                                MaterialTheme.colorScheme.errorContainer.copy(
+                                                        alpha = 0.5f
+                                                )
+                                )
+                ) {
+                    Row(
+                            modifier = Modifier.fillMaxWidth().padding(12.dp),
+                            verticalAlignment = Alignment.CenterVertically
+                    ) {
+                        Icon(
+                                imageVector = Icons.Default.Warning,
+                                contentDescription = null,
+                                modifier = Modifier.size(16.dp),
+                                tint = MaterialTheme.colorScheme.error
+                        )
+
+                        Spacer(modifier = Modifier.width(8.dp))
+
+                        Text(
+                                text = error,
+                                style = MaterialTheme.typography.bodySmall,
+                                color = MaterialTheme.colorScheme.onErrorContainer
+                        )
+                    }
+                }
+            }
+            if (isEnabled) {
+                Spacer(modifier = Modifier.height(12.dp))
+
+                var testResult by remember { mutableStateOf<String?>(null) }
+                var isTestRunning by remember { mutableStateOf(false) }
+
+                OutlinedButton(
+                        onClick = {
+                            isTestRunning = true
+                            coroutineScope.launch {
+                                try {
+                                    testResult = healthConnectManager.testHealthConnectSync()
+                                } catch (e: Exception) {
+                                    testResult = "Test failed: ${e.message}"
+                                } finally {
+                                    isTestRunning = false
+                                }
+                            }
+                        },
+                        enabled = !isTestRunning,
+                        modifier = Modifier.fillMaxWidth()
+                ) {
+                    if (isTestRunning) {
+                        CircularProgressIndicator(
+                                modifier = Modifier.size(16.dp),
+                                strokeWidth = 2.dp
+                        )
+                        Spacer(modifier = Modifier.width(8.dp))
+                    }
+                    Text(if (isTestRunning) "Testing..." else "Test Connection")
+                }
+                testResult?.let { result ->
+                    Spacer(modifier = Modifier.height(8.dp))
+                    Card(
+                            shape = RoundedCornerShape(8.dp),
+                            colors =
+                                    CardDefaults.cardColors(
+                                            containerColor =
+                                                    MaterialTheme.colorScheme.surfaceVariant.copy(
+                                                            alpha = 0.5f
+                                                    )
+                                    )
+                    ) {
+                        Column(modifier = Modifier.fillMaxWidth().padding(12.dp)) {
+                            Text(
+                                    text = "Debug Results:",
+                                    style = MaterialTheme.typography.labelSmall,
+                                    fontWeight = FontWeight.Bold,
+                                    color = MaterialTheme.colorScheme.onSurfaceVariant
+                            )
+                            Spacer(modifier = Modifier.height(4.dp))
+                            Text(
+                                    text = result,
+                                    style = MaterialTheme.typography.bodySmall,
+                                    color = MaterialTheme.colorScheme.onSurfaceVariant,
+                                    fontFamily = androidx.compose.ui.text.font.FontFamily.Monospace
+                            )
+                        }
+                    }
+                }
+            }
+        }
+    }
+}
+
+@Composable
+fun HealthConnectStatusBanner(isConnected: Boolean, modifier: Modifier = Modifier) {
+    if (isConnected) {
+        Card(
+                modifier = modifier.fillMaxWidth(),
+                shape = RoundedCornerShape(8.dp),
+                colors =
+                        CardDefaults.cardColors(
+                                containerColor =
+                                        MaterialTheme.colorScheme.primaryContainer.copy(
+                                                alpha = 0.5f
+                                        )
+                        )
+        ) {
+            Row(
+                    modifier = Modifier.fillMaxWidth().padding(12.dp),
+                    verticalAlignment = Alignment.CenterVertically
+            ) {
+                Icon(
+                        imageVector = Icons.Default.CloudDone,
+                        contentDescription = null,
+                        modifier = Modifier.size(16.dp),
+                        tint = MaterialTheme.colorScheme.primary
+                )
+
+                Spacer(modifier = Modifier.width(8.dp))
+
+                Text(
+                        text = "Health Connect active - sessions will sync automatically",
+                        style = MaterialTheme.typography.bodySmall,
+                        color = MaterialTheme.colorScheme.onPrimaryContainer
+                )
+            }
+        }
+    }
+}

android/app/src/main/java/com/atridad/openclimb/ui/screens/AddEditScreens.kt

@@ -248,6 +248,7 @@ fun AddEditProblemScreen(
 ) {
     val isEditing = problemId != null
     val gyms by viewModel.gyms.collectAsState()
+    val context = LocalContext.current
 
     // Problem form state
     var selectedGym by remember {
@@ -387,10 +388,11 @@ fun AddEditProblemScreen(
 
                                             if (isEditing) {
                                                 viewModel.updateProblem(
-                                                        problem.copy(id = problemId!!)
+                                                        problem.copy(id = problemId),
+                                                        context
                                                 )
                                             } else {
-                                                viewModel.addProblem(problem)
+                                                viewModel.addProblem(problem, context)
                                             }
                                             onNavigateBack()
                                         }

android/app/src/main/java/com/atridad/openclimb/ui/screens/DetailScreens.kt

@@ -16,6 +16,7 @@ import androidx.compose.material.icons.filled.Add
 import androidx.compose.material.icons.filled.Check
 import androidx.compose.material.icons.filled.Delete
 import androidx.compose.material.icons.filled.Edit
+import androidx.compose.material.icons.filled.HealthAndSafety
 import androidx.compose.material.icons.filled.KeyboardArrowDown
 import androidx.compose.material.icons.filled.KeyboardArrowUp
 import androidx.compose.material.icons.filled.Share
@@ -260,6 +261,32 @@ fun SessionDetailScreen(
                             }
                         },
                         actions = {
+                            if (session?.duration != null) {
+                                val healthConnectManager = viewModel.getHealthConnectManager()
+                                val isHealthConnectEnabled by
+                                        healthConnectManager.isEnabled.collectAsState(
+                                                initial = false
+                                        )
+                                val hasPermissions by
+                                        healthConnectManager.hasPermissions.collectAsState(
+                                                initial = false
+                                        )
+
+                                if (isHealthConnectEnabled && hasPermissions) {
+                                    IconButton(
+                                            onClick = {
+                                                viewModel.manualSyncToHealthConnect(sessionId)
+                                            }
+                                    ) {
+                                        Icon(
+                                                imageVector = Icons.Default.HealthAndSafety,
+                                                contentDescription = "Sync to Health Connect",
+                                                tint = MaterialTheme.colorScheme.primary
+                                        )
+                                    }
+                                }
+                            }
+
                             // Share button
                             if (session?.duration != null) { // Only show for completed sessions
                                 IconButton(
@@ -537,7 +564,7 @@ fun SessionDetailScreen(
                     viewModel.addAttempt(attempt)
                     showAddAttemptDialog = false
                 },
-                onProblemCreated = { problem -> viewModel.addProblem(problem) }
+                onProblemCreated = { problem -> viewModel.addProblem(problem, context) }
         )
     }
 

android/app/src/main/java/com/atridad/openclimb/ui/screens/ProblemsScreen.kt

@@ -8,6 +8,7 @@ import androidx.compose.material3.*
 import androidx.compose.runtime.*
 import androidx.compose.ui.Alignment
 import androidx.compose.ui.Modifier
+import androidx.compose.ui.platform.LocalContext
 import androidx.compose.ui.res.painterResource
 import androidx.compose.ui.text.font.FontWeight
 import androidx.compose.ui.unit.dp
@@ -25,6 +26,7 @@ import com.atridad.openclimb.ui.viewmodel.ClimbViewModel
 fun ProblemsScreen(viewModel: ClimbViewModel, onNavigateToProblemDetail: (String) -> Unit) {
     val problems by viewModel.problems.collectAsState()
     val gyms by viewModel.gyms.collectAsState()
+    val context = LocalContext.current
     var showImageViewer by remember { mutableStateOf(false) }
     var selectedImagePaths by remember { mutableStateOf<List<String>>(emptyList()) }
     var selectedImageIndex by remember { mutableIntStateOf(0) }
@@ -184,7 +186,7 @@ fun ProblemsScreen(viewModel: ClimbViewModel, onNavigateToProblemDetail: (String
                             },
                             onToggleActive = {
                                 val updatedProblem = problem.copy(isActive = !problem.isActive)
-                                viewModel.updateProblem(updatedProblem)
+                                viewModel.updateProblem(updatedProblem, context)
                             }
                     )
                     Spacer(modifier = Modifier.height(8.dp))

android/app/src/main/java/com/atridad/openclimb/ui/screens/SettingsScreen.kt

@@ -17,6 +17,7 @@ import androidx.compose.ui.text.font.FontWeight
 import androidx.compose.ui.unit.dp
 import com.atridad.openclimb.R
 import com.atridad.openclimb.ui.components.SyncIndicator
+import com.atridad.openclimb.ui.health.HealthConnectCard
 import com.atridad.openclimb.ui.viewmodel.ClimbViewModel
 import java.io.File
 import java.time.Instant
@@ -42,6 +43,10 @@ fun SettingsScreen(viewModel: ClimbViewModel) {
     var showResetDialog by remember { mutableStateOf(false) }
     var showSyncConfigDialog by remember { mutableStateOf(false) }
     var showDisconnectDialog by remember { mutableStateOf(false) }
+    var showFixImagesDialog by remember { mutableStateOf(false) }
+    var showDeleteImagesDialog by remember { mutableStateOf(false) }
+    var isFixingImages by remember { mutableStateOf(false) }
+    var isDeletingImages by remember { mutableStateOf(false) }
 
     // Sync configuration state
     var serverUrl by remember { mutableStateOf(syncService.serverURL) }
@@ -375,7 +380,8 @@ fun SettingsScreen(viewModel: ClimbViewModel) {
             }
         }
 
-        // Data Management Section
+        item { HealthConnectCard() }
+
         item {
             Card(modifier = Modifier.fillMaxWidth(), shape = RoundedCornerShape(16.dp)) {
                 Column(modifier = Modifier.fillMaxWidth().padding(16.dp)) {
@@ -475,6 +481,88 @@ fun SettingsScreen(viewModel: ClimbViewModel) {
 
                     Spacer(modifier = Modifier.height(8.dp))
 
+                    Card(
+                            shape = RoundedCornerShape(12.dp),
+                            colors =
+                                    CardDefaults.cardColors(
+                                            containerColor =
+                                                    MaterialTheme.colorScheme.surfaceVariant.copy(
+                                                            alpha = 0.3f
+                                                    )
+                                    )
+                    ) {
+                        ListItem(
+                                headlineContent = { Text("Fix Image Names") },
+                                supportingContent = {
+                                    Text(
+                                            "Rename all images to use consistent naming across devices"
+                                    )
+                                },
+                                leadingContent = {
+                                    Icon(Icons.Default.Build, contentDescription = null)
+                                },
+                                trailingContent = {
+                                    TextButton(
+                                            onClick = { showFixImagesDialog = true },
+                                            enabled = !isFixingImages && !uiState.isLoading
+                                    ) {
+                                        if (isFixingImages) {
+                                            CircularProgressIndicator(
+                                                    modifier = Modifier.size(16.dp),
+                                                    strokeWidth = 2.dp
+                                            )
+                                        } else {
+                                            Text("Fix Names")
+                                        }
+                                    }
+                                }
+                        )
+                    }
+
+                    Spacer(modifier = Modifier.height(8.dp))
+
+                    Card(
+                            shape = RoundedCornerShape(12.dp),
+                            colors =
+                                    CardDefaults.cardColors(
+                                            containerColor =
+                                                    MaterialTheme.colorScheme.errorContainer.copy(
+                                                            alpha = 0.3f
+                                                    )
+                                    )
+                    ) {
+                        ListItem(
+                                headlineContent = { Text("Delete All Images") },
+                                supportingContent = {
+                                    Text("Permanently delete all image files from device")
+                                },
+                                leadingContent = {
+                                    Icon(
+                                            Icons.Default.Delete,
+                                            contentDescription = null,
+                                            tint = MaterialTheme.colorScheme.error
+                                    )
+                                },
+                                trailingContent = {
+                                    TextButton(
+                                            onClick = { showDeleteImagesDialog = true },
+                                            enabled = !isDeletingImages && !uiState.isLoading
+                                    ) {
+                                        if (isDeletingImages) {
+                                            CircularProgressIndicator(
+                                                    modifier = Modifier.size(16.dp),
+                                                    strokeWidth = 2.dp
+                                            )
+                                        } else {
+                                            Text("Delete", color = MaterialTheme.colorScheme.error)
+                                        }
+                                    }
+                                }
+                        )
+                    }
+
+                    Spacer(modifier = Modifier.height(8.dp))
+
                     Card(
                             shape = RoundedCornerShape(12.dp),
                             colors =
@@ -903,16 +991,72 @@ fun SettingsScreen(viewModel: ClimbViewModel) {
                 confirmButton = {
                     TextButton(
                             onClick = {
-                                syncService.clearConfiguration()
+                                viewModel.syncService.clearConfiguration()
-                                serverUrl = ""
-                                authToken = ""
                                 showDisconnectDialog = false
                             }
-                    ) { Text("Disconnect", color = MaterialTheme.colorScheme.error) }
+                    ) { Text("Disconnect") }
                 },
                 dismissButton = {
                     TextButton(onClick = { showDisconnectDialog = false }) { Text("Cancel") }
                 }
         )
     }
+
+    // Fix Image Names dialog
+    if (showFixImagesDialog) {
+        AlertDialog(
+                onDismissRequest = { showFixImagesDialog = false },
+                title = { Text("Fix Image Names") },
+                text = {
+                    Text(
+                            "This will rename all existing image files to use a consistent naming system across devices.\n\nThis improves sync reliability between iOS and Android. Your images will not be lost, only renamed.\n\nThis is safe to run multiple times."
+                    )
+                },
+                confirmButton = {
+                    TextButton(
+                            onClick = {
+                                isFixingImages = true
+                                showFixImagesDialog = false
+                                coroutineScope.launch {
+                                    viewModel.migrateImageNamesToDeterministic(context)
+                                    isFixingImages = false
+                                    viewModel.setMessage("Image names fixed successfully!")
+                                }
+                            }
+                    ) { Text("Fix Names") }
+                },
+                dismissButton = {
+                    TextButton(onClick = { showFixImagesDialog = false }) { Text("Cancel") }
+                }
+        )
+    }
+
+    // Delete All Images dialog
+    if (showDeleteImagesDialog) {
+        AlertDialog(
+                onDismissRequest = { showDeleteImagesDialog = false },
+                title = { Text("Delete All Images") },
+                text = {
+                    Text(
+                            "This will permanently delete ALL image files from your device.\n\nProblems will keep their references but the actual image files will be removed. This cannot be undone.\n\nConsider exporting your data first if you want to keep your images."
+                    )
+                },
+                confirmButton = {
+                    TextButton(
+                            onClick = {
+                                isDeletingImages = true
+                                showDeleteImagesDialog = false
+                                coroutineScope.launch {
+                                    viewModel.deleteAllImages(context)
+                                    isDeletingImages = false
+                                    viewModel.setMessage("All images deleted successfully!")
+                                }
+                            }
+                    ) { Text("Delete", color = MaterialTheme.colorScheme.error) }
+                },
+                dismissButton = {
+                    TextButton(onClick = { showDeleteImagesDialog = false }) { Text("Cancel") }
+                }
+        )
+    }
 }

android/app/src/main/java/com/atridad/openclimb/ui/viewmodel/ClimbViewModel.kt

@@ -3,10 +3,12 @@ package com.atridad.openclimb.ui.viewmodel
 import android.content.Context
 import androidx.lifecycle.ViewModel
 import androidx.lifecycle.viewModelScope
+import com.atridad.openclimb.data.health.HealthConnectManager
 import com.atridad.openclimb.data.model.*
 import com.atridad.openclimb.data.repository.ClimbRepository
 import com.atridad.openclimb.data.sync.SyncService
 import com.atridad.openclimb.service.SessionTrackingService
+import com.atridad.openclimb.utils.ImageNamingUtils
 import com.atridad.openclimb.utils.ImageUtils
 import com.atridad.openclimb.utils.SessionShareUtils
 import com.atridad.openclimb.widget.ClimbStatsWidgetProvider
@@ -16,8 +18,14 @@ import kotlinx.coroutines.flow.*
 import kotlinx.coroutines.launch
 import kotlinx.coroutines.withContext
 
-class ClimbViewModel(private val repository: ClimbRepository, val syncService: SyncService) :
+class ClimbViewModel(
-        ViewModel() {
+        private val repository: ClimbRepository,
+        val syncService: SyncService,
+        private val context: Context
+) : ViewModel() {
+
+    // Health Connect manager
+    private val healthConnectManager = HealthConnectManager(context)
 
     // UI State flows
     private val _uiState = MutableStateFlow(ClimbUiState())
@@ -106,25 +114,41 @@ class ClimbViewModel(private val repository: ClimbRepository, val syncService: S
     fun getGymById(id: String): Flow<Gym?> = flow { emit(repository.getGymById(id)) }
 
     // Problem operations
-    fun addProblem(problem: Problem) {
-        viewModelScope.launch { repository.insertProblem(problem) }
-    }
-
     fun addProblem(problem: Problem, context: Context) {
         viewModelScope.launch {
-            repository.insertProblem(problem)
+            val finalProblem = renameTemporaryImages(problem, context)
+            repository.insertProblem(finalProblem)
             ClimbStatsWidgetProvider.updateAllWidgets(context)
             // Auto-sync now happens automatically via repository callback
         }
     }
 
-    fun updateProblem(problem: Problem) {
+    private suspend fun renameTemporaryImages(problem: Problem, context: Context? = null): Problem {
-        viewModelScope.launch { repository.updateProblem(problem) }
+        if (problem.imagePaths.isEmpty()) {
+            return problem
+        }
+
+        val appContext = context ?: return problem
+        val finalImagePaths = mutableListOf<String>()
+
+        problem.imagePaths.forEachIndexed { index, tempPath ->
+            if (tempPath.startsWith("temp_")) {
+                val deterministicName = ImageNamingUtils.generateImageFilename(problem.id, index)
+                val finalPath =
+                        ImageUtils.renameTemporaryImage(appContext, tempPath, problem.id, index)
+                finalImagePaths.add(finalPath ?: tempPath)
+            } else {
+                finalImagePaths.add(tempPath)
+            }
+        }
+
+        return problem.copy(imagePaths = finalImagePaths)
     }
 
     fun updateProblem(problem: Problem, context: Context) {
         viewModelScope.launch {
-            repository.updateProblem(problem)
+            val finalProblem = renameTemporaryImages(problem, context)
+            repository.updateProblem(finalProblem)
             ClimbStatsWidgetProvider.updateAllWidgets(context)
         }
     }
@@ -147,6 +171,99 @@ class ClimbViewModel(private val repository: ClimbRepository, val syncService: S
         val referencedImagePaths = allProblems.flatMap { it.imagePaths }.toSet()
         ImageUtils.cleanupOrphanedImages(context, referencedImagePaths)
     }
+    fun migrateImageNamesToDeterministic(context: Context) {
+        viewModelScope.launch {
+            val allProblems = repository.getAllProblems().first()
+            var migrationCount = 0
+            val updatedProblems = mutableListOf<Problem>()
+
+            for (problem in allProblems) {
+                if (problem.imagePaths.isEmpty()) continue
+
+                var newImagePaths = mutableListOf<String>()
+                var problemNeedsUpdate = false
+
+                for ((index, imagePath) in problem.imagePaths.withIndex()) {
+                    val currentFilename = File(imagePath).name
+
+                    if (ImageNamingUtils.isValidImageFilename(currentFilename)) {
+                        newImagePaths.add(imagePath)
+                        continue
+                    }
+
+                    val deterministicName =
+                            ImageNamingUtils.generateImageFilename(problem.id, index)
+
+                    val imagesDir = ImageUtils.getImagesDirectory(context)
+                    val oldFile = File(imagesDir, currentFilename)
+                    val newFile = File(imagesDir, deterministicName)
+
+                    if (oldFile.exists()) {
+                        if (oldFile.renameTo(newFile)) {
+                            newImagePaths.add(deterministicName)
+                            problemNeedsUpdate = true
+                            migrationCount++
+                            println("Migrated: $currentFilename → $deterministicName")
+                        } else {
+                            println("Failed to migrate $currentFilename")
+                            newImagePaths.add(imagePath)
+                        }
+                    } else {
+                        println("Warning: Image file not found: $currentFilename")
+                        newImagePaths.add(imagePath)
+                    }
+                }
+
+                if (problemNeedsUpdate) {
+                    val updatedProblem = problem.copy(imagePaths = newImagePaths)
+                    updatedProblems.add(updatedProblem)
+                }
+            }
+
+            for (updatedProblem in updatedProblems) {
+                repository.insertProblemWithoutSync(updatedProblem)
+            }
+
+            println(
+                    "Migration completed: $migrationCount images renamed, ${updatedProblems.size} problems updated"
+            )
+        }
+    }
+
+    fun deleteAllImages(context: Context) {
+        viewModelScope.launch {
+            val imagesDir = ImageUtils.getImagesDirectory(context)
+            var deletedCount = 0
+
+            imagesDir.listFiles()?.forEach { file ->
+                if (file.isFile && file.extension.lowercase() == "jpg") {
+                    if (file.delete()) {
+                        deletedCount++
+                    }
+                }
+            }
+
+            val allProblems = repository.getAllProblems().first()
+            val updatedProblems =
+                    allProblems.map { problem ->
+                        if (problem.imagePaths.isNotEmpty()) {
+                            problem.copy(imagePaths = emptyList())
+                        } else {
+                            problem
+                        }
+                    }
+
+            for (updatedProblem in updatedProblems) {
+                if (updatedProblem.imagePaths !=
+                                allProblems.find { it.id == updatedProblem.id }?.imagePaths
+                ) {
+                    repository.insertProblemWithoutSync(updatedProblem)
+                }
+            }
+
+            println("Deleted $deletedCount image files and cleared image references")
+        }
+    }
 
     fun getProblemById(id: String): Flow<Problem?> = flow { emit(repository.getProblemById(id)) }
 
@@ -240,7 +357,6 @@ class ClimbViewModel(private val repository: ClimbRepository, val syncService: S
 
             ClimbStatsWidgetProvider.updateAllWidgets(context)
 
-            android.util.Log.d("ClimbViewModel", "Session started successfully")
             _uiState.value = _uiState.value.copy(message = "Session started successfully!")
         }
     }
@@ -268,7 +384,7 @@ class ClimbViewModel(private val repository: ClimbRepository, val syncService: S
 
                 ClimbStatsWidgetProvider.updateAllWidgets(context)
 
-                // Auto-sync now happens automatically via repository callback
+                syncToHealthConnect(completedSession)
 
                 _uiState.value = _uiState.value.copy(message = "Session completed!")
             }
@@ -295,7 +411,6 @@ class ClimbViewModel(private val repository: ClimbRepository, val syncService: S
         viewModelScope.launch {
             repository.insertAttempt(attempt)
             ClimbStatsWidgetProvider.updateAllWidgets(context)
-            // Auto-sync now happens automatically via repository callback
         }
     }
 
@@ -410,6 +525,10 @@ class ClimbViewModel(private val repository: ClimbRepository, val syncService: S
         _uiState.value = _uiState.value.copy(error = message)
     }
 
+    fun setMessage(message: String) {
+        _uiState.value = _uiState.value.copy(message = message)
+    }
+
     fun resetAllData() {
         viewModelScope.launch {
             try {
@@ -429,6 +548,90 @@ class ClimbViewModel(private val repository: ClimbRepository, val syncService: S
         }
     }
 
+    private fun syncToHealthConnect(session: ClimbSession) {
+        viewModelScope.launch {
+            try {
+                val gym = repository.getGymById(session.gymId)
+                val gymName = gym?.name ?: "Unknown Gym"
+
+                val attempts = repository.getAttemptsBySession(session.id).first()
+                val attemptCount = attempts.size
+
+                val result = healthConnectManager.autoSyncSession(session, gymName, attemptCount)
+
+                result
+                        .onSuccess {
+                            _uiState.value =
+                                    _uiState.value.copy(
+                                            message =
+                                                    "Session synced to Health Connect successfully!"
+                                    )
+                        }
+                        .onFailure { error ->
+                            if (healthConnectManager.isReadySync()) {
+                                _uiState.value =
+                                        _uiState.value.copy(
+                                                error =
+                                                        "Failed to sync to Health Connect: ${error.message}"
+                                        )
+                            }
+                        }
+            } catch (e: Exception) {
+                if (healthConnectManager.isReadySync()) {
+                    _uiState.value =
+                            _uiState.value.copy(error = "Health Connect sync error: ${e.message}")
+                }
+            }
+        }
+    }
+
+    fun manualSyncToHealthConnect(sessionId: String) {
+        viewModelScope.launch {
+            try {
+                val session = repository.getSessionById(sessionId)
+                if (session == null) {
+                    _uiState.value = _uiState.value.copy(error = "Session not found")
+                    return@launch
+                }
+
+                if (session.status != SessionStatus.COMPLETED) {
+                    _uiState.value =
+                            _uiState.value.copy(error = "Only completed sessions can be synced")
+                    return@launch
+                }
+
+                val gym = repository.getGymById(session.gymId)
+                val gymName = gym?.name ?: "Unknown Gym"
+                val attempts = repository.getAttemptsBySession(session.id).first()
+                val attemptCount = attempts.size
+
+                val result =
+                        healthConnectManager.syncClimbingSession(session, gymName, attemptCount)
+
+                result
+                        .onSuccess {
+                            _uiState.value =
+                                    _uiState.value.copy(
+                                            message =
+                                                    "Session synced to Health Connect successfully!"
+                                    )
+                        }
+                        .onFailure { error ->
+                            _uiState.value =
+                                    _uiState.value.copy(
+                                            error =
+                                                    "Failed to sync to Health Connect: ${error.message}"
+                                    )
+                        }
+            } catch (e: Exception) {
+                _uiState.value =
+                        _uiState.value.copy(error = "Health Connect sync error: ${e.message}")
+            }
+        }
+    }
+
+    fun getHealthConnectManager(): HealthConnectManager = healthConnectManager
+
     // Share operations
     suspend fun generateSessionShareCard(context: Context, sessionId: String): File? =
             withContext(Dispatchers.IO) {

android/app/src/main/java/com/atridad/openclimb/ui/viewmodel/ClimbViewModelFactory.kt

@@ -1,5 +1,6 @@
 package com.atridad.openclimb.ui.viewmodel
 
+import android.content.Context
 import androidx.lifecycle.ViewModel
 import androidx.lifecycle.ViewModelProvider
 import com.atridad.openclimb.data.repository.ClimbRepository
@@ -7,13 +8,14 @@ import com.atridad.openclimb.data.sync.SyncService
 
 class ClimbViewModelFactory(
         private val repository: ClimbRepository,
-        private val syncService: SyncService
+        private val syncService: SyncService,
+        private val context: Context
 ) : ViewModelProvider.Factory {
 
     @Suppress("UNCHECKED_CAST")
     override fun <T : ViewModel> create(modelClass: Class<T>): T {
         if (modelClass.isAssignableFrom(ClimbViewModel::class.java)) {
-            return ClimbViewModel(repository, syncService) as T
+            return ClimbViewModel(repository, syncService, context) as T
         }
         throw IllegalArgumentException("Unknown ViewModel class")
     }

android/app/src/main/java/com/atridad/openclimb/utils/ImageNamingUtils.kt

@@ -13,18 +13,16 @@ object ImageNamingUtils {
     private const val HASH_LENGTH = 12 // First 12 chars of SHA-256
 
     /** Generates a deterministic filename for a problem image */
-    fun generateImageFilename(problemId: String, timestamp: String, imageIndex: Int): String {
+    fun generateImageFilename(problemId: String, imageIndex: Int): String {
-        // Create a deterministic hash from problemId + timestamp + index
+        val input = "${problemId}_${imageIndex}"
-        val input = "${problemId}_${timestamp}_${imageIndex}"
         val hash = createHash(input)
 
         return "problem_${hash}_${imageIndex}${IMAGE_EXTENSION}"
     }
 
-    /** Generates a deterministic filename using current timestamp */
+    /** Legacy method for backward compatibility */
-    fun generateImageFilename(problemId: String, imageIndex: Int): String {
+    fun generateImageFilename(problemId: String, timestamp: String, imageIndex: Int): String {
-        val timestamp = DateFormatUtils.nowISO8601()
+        return generateImageFilename(problemId, imageIndex)
-        return generateImageFilename(problemId, timestamp, imageIndex)
     }
 
     /** Extracts problem ID from an image filename */
@@ -41,9 +39,7 @@ object ImageNamingUtils {
             return null
         }
 
-        // We can't extract the original problem ID from the hash,
+        return parts[1]
-        // but we can validate the format
-        return parts[1] // Return the hash as identifier
     }
 
     /** Validates if a filename follows our naming convention */
@@ -63,15 +59,11 @@ object ImageNamingUtils {
 
     /** Migrates an existing filename to our naming convention */
     fun migrateFilename(oldFilename: String, problemId: String, imageIndex: Int): String {
-        // If it's already using our convention, keep it
         if (isValidImageFilename(oldFilename)) {
             return oldFilename
         }
 
-        // Generate new deterministic name
+        return generateImageFilename(problemId, imageIndex)
-        // Use a timestamp based on the old filename to maintain some consistency
-        val timestamp = DateFormatUtils.nowISO8601()
-        return generateImageFilename(problemId, timestamp, imageIndex)
     }
 
     /** Creates a deterministic hash from input string */
@@ -90,7 +82,7 @@ object ImageNamingUtils {
         val renameMap = mutableMapOf<String, String>()
 
         existingFilenames.forEachIndexed { index, oldFilename ->
-            val newFilename = migrateFilename(oldFilename, problemId, index)
+            val newFilename = generateImageFilename(problemId, index)
             if (newFilename != oldFilename) {
                 renameMap[oldFilename] = newFilename
             }
@@ -98,4 +90,37 @@ object ImageNamingUtils {
 
         return renameMap
     }
+
+    /** Generates the canonical filename for a problem image */
+    fun getCanonicalImageFilename(problemId: String, imageIndex: Int): String {
+        return generateImageFilename(problemId, imageIndex)
+    }
+
+    /** Creates a mapping of existing server filenames to canonical filenames */
+    fun createServerMigrationMap(
+            problemId: String,
+            serverImageFilenames: List<String>,
+            localImageCount: Int
+    ): Map<String, String> {
+        val migrationMap = mutableMapOf<String, String>()
+
+        for (imageIndex in 0 until localImageCount) {
+            val canonicalName = getCanonicalImageFilename(problemId, imageIndex)
+
+            if (serverImageFilenames.contains(canonicalName)) {
+                continue
+            }
+
+            for (serverFilename in serverImageFilenames) {
+                if (isValidImageFilename(serverFilename) &&
+                                !migrationMap.values.contains(serverFilename)
+                ) {
+                    migrationMap[serverFilename] = canonicalName
+                    break
+                }
+            }
+        }
+
+        return migrationMap
+    }
 }

android/app/src/main/java/com/atridad/openclimb/utils/ImageUtils.kt

@@ -5,6 +5,8 @@ import android.content.Context
 import android.graphics.Bitmap
 import android.graphics.BitmapFactory
 import android.net.Uri
+import android.provider.MediaStore
+import android.util.Log
 import androidx.core.graphics.scale
 import java.io.File
 import java.io.FileOutputStream
@@ -17,7 +19,7 @@ object ImageUtils {
     private const val IMAGE_QUALITY = 85
 
     // Creates the images directory if it doesn't exist
-    private fun getImagesDirectory(context: Context): File {
+    fun getImagesDirectory(context: Context): File {
         val imagesDir = File(context.filesDir, IMAGES_DIR)
         if (!imagesDir.exists()) {
             imagesDir.mkdirs()
@@ -43,12 +45,12 @@ object ImageUtils {
             val orientedBitmap = correctImageOrientation(context, imageUri, originalBitmap)
             val compressedBitmap = compressImage(orientedBitmap)
 
-            val filename =
+            // Always require deterministic naming - no UUID fallback
-                    if (problemId != null && imageIndex != null) {
+            require(problemId != null && imageIndex != null) {
-                        ImageNamingUtils.generateImageFilename(problemId, imageIndex)
+                "Problem ID and image index are required for deterministic image naming"
-                    } else {
+            }
-                        "${UUID.randomUUID()}.jpg"
+
-                    }
+            val filename = ImageNamingUtils.generateImageFilename(problemId, imageIndex)
             val imageFile = File(getImagesDirectory(context), filename)
 
             FileOutputStream(imageFile).use { output ->
@@ -73,35 +75,35 @@ object ImageUtils {
         return try {
             val inputStream = context.contentResolver.openInputStream(imageUri)
             inputStream?.use { input ->
-                val exif = android.media.ExifInterface(input)
+                val exif = androidx.exifinterface.media.ExifInterface(input)
                 val orientation =
                         exif.getAttributeInt(
-                                android.media.ExifInterface.TAG_ORIENTATION,
+                                androidx.exifinterface.media.ExifInterface.TAG_ORIENTATION,
-                                android.media.ExifInterface.ORIENTATION_NORMAL
+                                androidx.exifinterface.media.ExifInterface.ORIENTATION_NORMAL
                         )
 
                 val matrix = android.graphics.Matrix()
                 when (orientation) {
-                    android.media.ExifInterface.ORIENTATION_ROTATE_90 -> {
+                    androidx.exifinterface.media.ExifInterface.ORIENTATION_ROTATE_90 -> {
                         matrix.postRotate(90f)
                     }
-                    android.media.ExifInterface.ORIENTATION_ROTATE_180 -> {
+                    androidx.exifinterface.media.ExifInterface.ORIENTATION_ROTATE_180 -> {
                         matrix.postRotate(180f)
                     }
-                    android.media.ExifInterface.ORIENTATION_ROTATE_270 -> {
+                    androidx.exifinterface.media.ExifInterface.ORIENTATION_ROTATE_270 -> {
                         matrix.postRotate(270f)
                     }
-                    android.media.ExifInterface.ORIENTATION_FLIP_HORIZONTAL -> {
+                    androidx.exifinterface.media.ExifInterface.ORIENTATION_FLIP_HORIZONTAL -> {
                         matrix.postScale(-1f, 1f)
                     }
-                    android.media.ExifInterface.ORIENTATION_FLIP_VERTICAL -> {
+                    androidx.exifinterface.media.ExifInterface.ORIENTATION_FLIP_VERTICAL -> {
                         matrix.postScale(1f, -1f)
                     }
-                    android.media.ExifInterface.ORIENTATION_TRANSPOSE -> {
+                    androidx.exifinterface.media.ExifInterface.ORIENTATION_TRANSPOSE -> {
                         matrix.postRotate(90f)
                         matrix.postScale(-1f, 1f)
                     }
-                    android.media.ExifInterface.ORIENTATION_TRANSVERSE -> {
+                    androidx.exifinterface.media.ExifInterface.ORIENTATION_TRANSVERSE -> {
                         matrix.postRotate(-90f)
                         matrix.postScale(-1f, 1f)
                     }
@@ -212,6 +214,72 @@ object ImageUtils {
         }
     }
 
+    /** Temporarily saves an image during selection process */
+    fun saveTemporaryImageFromUri(context: Context, imageUri: Uri): String? {
+        return try {
+            val originalBitmap =
+                    MediaStore.Images.Media.getBitmap(context.contentResolver, imageUri)
+                            ?: return null
+
+            val orientedBitmap = correctImageOrientation(context, imageUri, originalBitmap)
+            val compressedBitmap = compressImage(orientedBitmap)
+
+            val tempFilename = "temp_${UUID.randomUUID()}.jpg"
+            val imageFile = File(getImagesDirectory(context), tempFilename)
+
+            FileOutputStream(imageFile).use { output ->
+                compressedBitmap.compress(Bitmap.CompressFormat.JPEG, IMAGE_QUALITY, output)
+            }
+
+            originalBitmap.recycle()
+            if (orientedBitmap != originalBitmap) {
+                orientedBitmap.recycle()
+            }
+            if (compressedBitmap != orientedBitmap) {
+                compressedBitmap.recycle()
+            }
+
+            tempFilename
+        } catch (e: Exception) {
+            Log.e("ImageUtils", "Error saving temporary image from URI", e)
+            null
+        }
+    }
+
+    /** Renames a temporary image */
+    fun renameTemporaryImage(
+            context: Context,
+            tempFilename: String,
+            problemId: String,
+            imageIndex: Int
+    ): String? {
+        return try {
+            val tempFile = File(getImagesDirectory(context), tempFilename)
+            if (!tempFile.exists()) {
+                Log.e("ImageUtils", "Temporary file does not exist: $tempFilename")
+                return null
+            }
+
+            val deterministicFilename =
+                    ImageNamingUtils.generateImageFilename(problemId, imageIndex)
+            val finalFile = File(getImagesDirectory(context), deterministicFilename)
+
+            if (tempFile.renameTo(finalFile)) {
+                Log.d(
+                        "ImageUtils",
+                        "Renamed temporary image: $tempFilename -> $deterministicFilename"
+                )
+                deterministicFilename
+            } else {
+                Log.e("ImageUtils", "Failed to rename temporary image: $tempFilename")
+                null
+            }
+        } catch (e: Exception) {
+            Log.e("ImageUtils", "Error renaming temporary image", e)
+            null
+        }
+    }
+
     /** Saves an image from byte array to app's private storage */
     fun saveImageFromBytes(context: Context, imageData: ByteArray): String? {
         return try {

android/gradle/libs.versions.toml

@@ -19,6 +19,7 @@ kotlinxSerialization = "1.9.0"
 kotlinxCoroutines = "1.10.2"
 coil = "2.7.0"
 ksp = "2.2.20-2.0.3"
+exifinterface = "1.3.6"
 
 [libraries]
 androidx-core-ktx = { group = "androidx.core", name = "core-ktx", version.ref = "coreKtx" }
@@ -66,6 +67,7 @@ mockk = { group = "io.mockk", name = "mockk", version = "1.14.6" }
 
 # Image Loading
 coil-compose = { group = "io.coil-kt", name = "coil-compose", version.ref = "coil" }
+androidx-exifinterface = { group = "androidx.exifinterface", name = "exifinterface", version.ref = "exifinterface" }
 
 [plugins]
 android-application = { id = "com.android.application", version.ref = "agp" }

ios/OpenClimb.xcodeproj/project.pbxproj

@@ -465,8 +465,9 @@
 				CODE_SIGN_ENTITLEMENTS = OpenClimb/OpenClimb.entitlements;
 				CODE_SIGN_IDENTITY = "Apple Development";
 				CODE_SIGN_STYLE = Automatic;
-				CURRENT_PROJECT_VERSION = 18;
+				CURRENT_PROJECT_VERSION = 23;
 				DEVELOPMENT_TEAM = 4BC9Y2LL4B;
+				DRIVERKIT_DEPLOYMENT_TARGET = 24.6;
 				ENABLE_PREVIEWS = YES;
 				GENERATE_INFOPLIST_FILE = YES;
 				INFOPLIST_FILE = OpenClimb/Info.plist;
@@ -485,7 +486,8 @@
 					"$(inherited)",
 					"@executable_path/Frameworks",
 				);
-				MARKETING_VERSION = 1.3.0;
+				MACOSX_DEPLOYMENT_TARGET = 15.6;
+				MARKETING_VERSION = 1.4.0;
 				PRODUCT_BUNDLE_IDENTIFIER = com.atridad.OpenClimb;
 				PRODUCT_NAME = "$(TARGET_NAME)";
 				PROVISIONING_PROFILE_SPECIFIER = "";
@@ -495,8 +497,11 @@
 				SWIFT_DEFAULT_ACTOR_ISOLATION = MainActor;
 				SWIFT_EMIT_LOC_STRINGS = YES;
 				SWIFT_UPCOMING_FEATURE_MEMBER_IMPORT_VISIBILITY = YES;
-				SWIFT_VERSION = 5.0;
+				SWIFT_VERSION = 6.0;
 				TARGETED_DEVICE_FAMILY = 1;
+				TVOS_DEPLOYMENT_TARGET = 18.6;
+				WATCHOS_DEPLOYMENT_TARGET = 11.6;
+				XROS_DEPLOYMENT_TARGET = 2.6;
 			};
 			name = Debug;
 		};
@@ -508,8 +513,9 @@
 				CODE_SIGN_ENTITLEMENTS = OpenClimb/OpenClimb.entitlements;
 				CODE_SIGN_IDENTITY = "Apple Development";
 				CODE_SIGN_STYLE = Automatic;
-				CURRENT_PROJECT_VERSION = 18;
+				CURRENT_PROJECT_VERSION = 23;
 				DEVELOPMENT_TEAM = 4BC9Y2LL4B;
+				DRIVERKIT_DEPLOYMENT_TARGET = 24.6;
 				ENABLE_PREVIEWS = YES;
 				GENERATE_INFOPLIST_FILE = YES;
 				INFOPLIST_FILE = OpenClimb/Info.plist;
@@ -528,7 +534,8 @@
 					"$(inherited)",
 					"@executable_path/Frameworks",
 				);
-				MARKETING_VERSION = 1.3.0;
+				MACOSX_DEPLOYMENT_TARGET = 15.6;
+				MARKETING_VERSION = 1.4.0;
 				PRODUCT_BUNDLE_IDENTIFIER = com.atridad.OpenClimb;
 				PRODUCT_NAME = "$(TARGET_NAME)";
 				PROVISIONING_PROFILE_SPECIFIER = "";
@@ -538,8 +545,11 @@
 				SWIFT_DEFAULT_ACTOR_ISOLATION = MainActor;
 				SWIFT_EMIT_LOC_STRINGS = YES;
 				SWIFT_UPCOMING_FEATURE_MEMBER_IMPORT_VISIBILITY = YES;
-				SWIFT_VERSION = 5.0;
+				SWIFT_VERSION = 6.0;
 				TARGETED_DEVICE_FAMILY = 1;
+				TVOS_DEPLOYMENT_TARGET = 18.6;
+				WATCHOS_DEPLOYMENT_TARGET = 11.6;
+				XROS_DEPLOYMENT_TARGET = 2.6;
 			};
 			name = Release;
 		};
@@ -592,7 +602,7 @@
 				ASSETCATALOG_COMPILER_WIDGET_BACKGROUND_COLOR_NAME = WidgetBackground;
 				CODE_SIGN_ENTITLEMENTS = SessionStatusLiveExtension.entitlements;
 				CODE_SIGN_STYLE = Automatic;
-				CURRENT_PROJECT_VERSION = 18;
+				CURRENT_PROJECT_VERSION = 23;
 				DEVELOPMENT_TEAM = 4BC9Y2LL4B;
 				GENERATE_INFOPLIST_FILE = YES;
 				INFOPLIST_FILE = SessionStatusLive/Info.plist;
@@ -603,7 +613,7 @@
 					"@executable_path/Frameworks",
 					"@executable_path/../../Frameworks",
 				);
-				MARKETING_VERSION = 1.3.0;
+				MARKETING_VERSION = 1.4.0;
 				PRODUCT_BUNDLE_IDENTIFIER = com.atridad.OpenClimb.SessionStatusLive;
 				PRODUCT_NAME = "$(TARGET_NAME)";
 				SKIP_INSTALL = YES;
@@ -622,7 +632,7 @@
 				ASSETCATALOG_COMPILER_WIDGET_BACKGROUND_COLOR_NAME = WidgetBackground;
 				CODE_SIGN_ENTITLEMENTS = SessionStatusLiveExtension.entitlements;
 				CODE_SIGN_STYLE = Automatic;
-				CURRENT_PROJECT_VERSION = 18;
+				CURRENT_PROJECT_VERSION = 23;
 				DEVELOPMENT_TEAM = 4BC9Y2LL4B;
 				GENERATE_INFOPLIST_FILE = YES;
 				INFOPLIST_FILE = SessionStatusLive/Info.plist;
@@ -633,7 +643,7 @@
 					"@executable_path/Frameworks",
 					"@executable_path/../../Frameworks",
 				);
-				MARKETING_VERSION = 1.3.0;
+				MARKETING_VERSION = 1.4.0;
 				PRODUCT_BUNDLE_IDENTIFIER = com.atridad.OpenClimb.SessionStatusLive;
 				PRODUCT_NAME = "$(TARGET_NAME)";
 				SKIP_INSTALL = YES;

ios/OpenClimb/Assets.xcassets/AppIcon.appiconset/app_icon_dark_template.svg

@@ -1,18 +1,22 @@
 <?xml version="1.0" encoding="UTF-8"?>
-<svg width="1024" height="1024" viewBox="0 0 1024 1024" xmlns="http://www.w3.org/2000/svg">
+<svg width="1024" height="1024" viewBox="0 0 1024 1024" xmlns="http://schemas.android.com/2000/svg">
+  <!-- Dark background with rounded corners for iOS -->
   <rect width="1024" height="1024" fill="#1A1A1A" rx="180" ry="180"/>
 
-  <g transform="translate(512, 512) scale(2.5)">
+  <!-- Transform to match Android layout exactly -->
-    <polygon points="-70,80 -20,-60 30,80"
+  <g transform="translate(512, 512) scale(4.75) translate(-54, -42.5)">
+    <!-- Left mountain (yellow/amber) - matches Android coordinates with white border -->
+    <polygon points="15,70 35,25 55,70"
              fill="#FFC107"
-             stroke="#1C1C1C"
+             stroke="#FFFFFF"
-             stroke-width="4"
+             stroke-width="3"
              stroke-linejoin="round"/>
 
-    <polygon points="0,80 50,-80 100,80"
+    <!-- Right mountain (red) - matches Android coordinates with white border -->
+    <polygon points="40,70 65,15 90,70"
              fill="#F44336"
-             stroke="#1C1C1C"
+             stroke="#FFFFFF"
-             stroke-width="4"
+             stroke-width="3"
              stroke-linejoin="round"/>
   </g>
 </svg>

ios/OpenClimb/Assets.xcassets/AppIcon.appiconset/app_icon_light_template.svg

@@ -1,18 +1,22 @@
 <?xml version="1.0" encoding="UTF-8"?>
-<svg width="1024" height="1024" viewBox="0 0 1024 1024" xmlns="http://www.w3.org/2000/svg">
+<svg width="1024" height="1024" viewBox="0 0 1024 1024" xmlns="http://schemas.android.com/2000/svg">
+  <!-- White background with rounded corners for iOS -->
   <rect width="1024" height="1024" fill="#FFFFFF" rx="180" ry="180"/>
 
-  <g transform="translate(512, 512) scale(2.5)">
+  <!-- Transform to match Android layout exactly -->
-    <polygon points="-70,80 -20,-60 30,80"
+  <g transform="translate(512, 512) scale(4.75) translate(-54, -42.5)">
+    <!-- Left mountain (yellow/amber) - matches Android coordinates -->
+    <polygon points="15,70 35,25 55,70"
              fill="#FFC107"
              stroke="#1C1C1C"
-             stroke-width="4"
+             stroke-width="3"
              stroke-linejoin="round"/>
 
-    <polygon points="0,80 50,-80 100,80"
+    <!-- Right mountain (red) - matches Android coordinates -->
+    <polygon points="40,70 65,15 90,70"
              fill="#F44336"
              stroke="#1C1C1C"
-             stroke-width="4"
+             stroke-width="3"
              stroke-linejoin="round"/>
   </g>
 </svg>

ios/OpenClimb/Assets.xcassets/AppIcon.appiconset/app_icon_tinted_template.svg

@@ -1,19 +1,23 @@
 <?xml version="1.0" encoding="UTF-8"?>
-<svg width="1024" height="1024" viewBox="0 0 1024 1024" xmlns="http://www.w3.org/2000/svg">
+<svg width="1024" height="1024" viewBox="0 0 1024 1024" xmlns="http://schemas.android.com/2000/svg">
+  <!-- Transparent background with rounded corners for iOS tinted mode -->
   <rect width="1024" height="1024" fill="transparent" rx="180" ry="180"/>
 
-  <g transform="translate(512, 512) scale(2.5)">
+  <!-- Transform to match Android layout exactly -->
-    <polygon points="-70,80 -20,-60 30,80"
+  <g transform="translate(512, 512) scale(4.75) translate(-54, -42.5)">
+    <!-- Left mountain - matches Android coordinates, black fill for tinting -->
+    <polygon points="15,70 35,25 55,70"
              fill="#000000"
              stroke="#000000"
-             stroke-width="4"
+             stroke-width="3"
              stroke-linejoin="round"
              opacity="0.8"/>
 
-    <polygon points="0,80 50,-80 100,80"
+    <!-- Right mountain - matches Android coordinates, black fill for tinting -->
+    <polygon points="40,70 65,15 90,70"
              fill="#000000"
              stroke="#000000"
-             stroke-width="4"
+             stroke-width="3"
              stroke-linejoin="round"
              opacity="0.9"/>
   </g>

ios/OpenClimb/Assets.xcassets/AppLogo.imageset/Contents.json

@@ -0,0 +1,56 @@
+{
+  "images": [
+    {
+      "filename": "app_logo_256.png",
+      "idiom": "universal",
+      "scale": "1x"
+    },
+    {
+      "appearances": [
+        {
+          "appearance": "luminosity",
+          "value": "dark"
+        }
+      ],
+      "filename": "app_logo_256_dark.png",
+      "idiom": "universal",
+      "scale": "1x"
+    },
+    {
+      "filename": "app_logo_256.png",
+      "idiom": "universal",
+      "scale": "2x"
+    },
+    {
+      "appearances": [
+        {
+          "appearance": "luminosity",
+          "value": "dark"
+        }
+      ],
+      "filename": "app_logo_256_dark.png",
+      "idiom": "universal",
+      "scale": "2x"
+    },
+    {
+      "filename": "app_logo_256.png",
+      "idiom": "universal",
+      "scale": "3x"
+    },
+    {
+      "appearances": [
+        {
+          "appearance": "luminosity",
+          "value": "dark"
+        }
+      ],
+      "filename": "app_logo_256_dark.png",
+      "idiom": "universal",
+      "scale": "3x"
+    }
+  ],
+  "info": {
+    "author": "xcode",
+    "version": 1
+  }
+}

ios/OpenClimb/Assets.xcassets/MountainsIcon.imageset/Contents.json

@@ -1,56 +0,0 @@
-{
-  "images" : [
-    {
-      "filename" : "mountains_icon_256.png",
-      "idiom" : "universal",
-      "scale" : "1x"
-    },
-    {
-      "appearances" : [
-        {
-          "appearance" : "luminosity",
-          "value" : "dark"
-        }
-      ],
-      "filename" : "mountains_icon_256_dark.png",
-      "idiom" : "universal",
-      "scale" : "1x"
-    },
-    {
-      "filename" : "mountains_icon_256.png",
-      "idiom" : "universal",
-      "scale" : "2x"
-    },
-    {
-      "appearances" : [
-        {
-          "appearance" : "luminosity",
-          "value" : "dark"
-        }
-      ],
-      "filename" : "mountains_icon_256_dark.png",
-      "idiom" : "universal",
-      "scale" : "2x"
-    },
-    {
-      "filename" : "mountains_icon_256.png",
-      "idiom" : "universal",
-      "scale" : "3x"
-    },
-    {
-      "appearances" : [
-        {
-          "appearance" : "luminosity",
-          "value" : "dark"
-        }
-      ],
-      "filename" : "mountains_icon_256_dark.png",
-      "idiom" : "universal",
-      "scale" : "3x"
-    }
-  ],
-  "info" : {
-    "author" : "xcode",
-    "version" : 1
-  }
-}

ios/OpenClimb/Components/PhotoOptionSheet.swift

@@ -44,8 +44,10 @@ struct PhotoOptionSheet: View {
                     .buttonStyle(PlainButtonStyle())
 
                     Button(action: {
-                        onCameraSelected()
                         onDismiss()
+                        DispatchQueue.main.asyncAfter(deadline: .now() + 0.1) {
+                            onCameraSelected()
+                        }
                     }) {
                         HStack {
                             Image(systemName: "camera.fill")

ios/OpenClimb/ContentView.swift

@@ -50,6 +50,8 @@ struct ContentView: View {
                 Task {
                     try? await Task.sleep(nanoseconds: 200_000_000)  // 0.2 seconds
                     dataManager.onAppBecomeActive()
+                    // Re-verify health integration when app becomes active
+                    await dataManager.healthKitService.verifyAndRestoreIntegration()
                 }
             } else if newPhase == .background {
                 dataManager.onAppEnterBackground()
@@ -59,6 +61,10 @@ struct ContentView: View {
             setupNotificationObservers()
             // Trigger auto-sync on app start only
             dataManager.syncService.triggerAutoSync(dataManager: dataManager)
+            // Verify and restore health integration if it was previously enabled
+            Task {
+                await dataManager.healthKitService.verifyAndRestoreIntegration()
+            }
         }
         .onDisappear {
             removeNotificationObservers()
@@ -90,6 +96,8 @@ struct ContentView: View {
                 // Small delay to ensure app is fully active
                 try? await Task.sleep(nanoseconds: 800_000_000)  // 0.8 seconds
                 await dataManager.onAppBecomeActive()
+                // Re-verify health integration when returning from background
+                await dataManager.healthKitService.verifyAndRestoreIntegration()
             }
         }
 
@@ -103,6 +111,8 @@ struct ContentView: View {
             Task {
                 try? await Task.sleep(nanoseconds: 300_000_000)  // 0.3 seconds
                 await dataManager.onAppBecomeActive()
+                // Ensure health integration is verified
+                await dataManager.healthKitService.verifyAndRestoreIntegration()
             }
         }
 

ios/OpenClimb/Info.plist

@@ -10,5 +10,9 @@
 	<string>This app needs access to your photo library to add photos to climbing problems.</string>
 	<key>NSCameraUsageDescription</key>
 	<string>This app needs access to your camera to take photos of climbing problems.</string>
+	<key>NSHealthShareUsageDescription</key>
+	<string>This app needs access to save your climbing workouts to Apple Health.</string>
+	<key>NSHealthUpdateUsageDescription</key>
+	<string>This app needs access to save your climbing workouts to Apple Health.</string>
 </dict>
 </plist>

ios/OpenClimb/Models/ActivityAttributes.swift

@@ -1,8 +1,8 @@
 import ActivityKit
 import Foundation
 
-struct SessionActivityAttributes: ActivityAttributes {
+struct SessionActivityAttributes: ActivityAttributes, Sendable {
-    public struct ContentState: Codable, Hashable {
+    public struct ContentState: Codable, Hashable, Sendable {
         var elapsed: TimeInterval
         var totalAttempts: Int
         var completedProblems: Int
@@ -17,4 +17,3 @@ extension SessionActivityAttributes {
         SessionActivityAttributes(gymName: "Summit Climbing", startTime: Date())
     }
 }
-    

ios/OpenClimb/OpenClimb.entitlements

@@ -6,5 +6,9 @@
 	<array>
 		<string>group.com.atridad.OpenClimb</string>
 	</array>
+	<key>com.apple.developer.healthkit</key>
+	<true/>
+	<key>com.apple.developer.healthkit.access</key>
+	<array/>
 </dict>
 </plist>

ios/OpenClimb/Services/HealthKitService.swift

@@ -0,0 +1,236 @@
+import Combine
+import Foundation
+import HealthKit
+
+@MainActor
+class HealthKitService: ObservableObject {
+    static let shared = HealthKitService()
+
+    private let healthStore = HKHealthStore()
+    private var currentWorkoutStartDate: Date?
+    private var currentWorkoutSessionId: UUID?
+
+    @Published var isAuthorized = false
+    @Published var isEnabled = false
+
+    private let userDefaults = UserDefaults.standard
+    private let isEnabledKey = "healthKitEnabled"
+    private let workoutStartDateKey = "healthKitWorkoutStartDate"
+    private let workoutSessionIdKey = "healthKitWorkoutSessionId"
+
+    private init() {
+        loadSettings()
+        restoreActiveWorkout()
+    }
+
+    func loadSettings() {
+        isEnabled = userDefaults.bool(forKey: isEnabledKey)
+
+        if HKHealthStore.isHealthDataAvailable() {
+            checkAuthorization()
+        }
+    }
+
+    /// Restore active workout state
+    private func restoreActiveWorkout() {
+        if let startDate = userDefaults.object(forKey: workoutStartDateKey) as? Date,
+            let sessionIdString = userDefaults.string(forKey: workoutSessionIdKey),
+            let sessionId = UUID(uuidString: sessionIdString)
+        {
+            currentWorkoutStartDate = startDate
+            currentWorkoutSessionId = sessionId
+            print("HealthKit: Restored active workout from \(startDate)")
+        }
+    }
+
+    /// Persist active workout state
+    private func persistActiveWorkout() {
+        if let startDate = currentWorkoutStartDate, let sessionId = currentWorkoutSessionId {
+            userDefaults.set(startDate, forKey: workoutStartDateKey)
+            userDefaults.set(sessionId.uuidString, forKey: workoutSessionIdKey)
+        } else {
+            userDefaults.removeObject(forKey: workoutStartDateKey)
+            userDefaults.removeObject(forKey: workoutSessionIdKey)
+        }
+    }
+
+    /// Verify and restore health integration
+    func verifyAndRestoreIntegration() async {
+        guard isEnabled else { return }
+
+        guard HKHealthStore.isHealthDataAvailable() else {
+            print("HealthKit: Device does not support HealthKit")
+            return
+        }
+
+        checkAuthorization()
+
+        if !isAuthorized {
+            print(
+                "HealthKit: Integration was enabled but authorization lost, attempting to restore..."
+            )
+
+            do {
+                try await requestAuthorization()
+                print("HealthKit: Authorization restored successfully")
+            } catch {
+                print("HealthKit: Failed to restore authorization: \(error.localizedDescription)")
+            }
+        } else {
+            print("HealthKit: Integration verified - authorization is valid")
+        }
+
+        if hasActiveWorkout() {
+            print(
+                "HealthKit: Active workout restored - started at \(currentWorkoutStartDate!)"
+            )
+        }
+    }
+
+    func setEnabled(_ enabled: Bool) {
+        isEnabled = enabled
+        userDefaults.set(enabled, forKey: isEnabledKey)
+    }
+
+    func requestAuthorization() async throws {
+        guard HKHealthStore.isHealthDataAvailable() else {
+            throw HealthKitError.notAvailable
+        }
+
+        let workoutType = HKObjectType.workoutType()
+        let energyBurnedType = HKObjectType.quantityType(forIdentifier: .activeEnergyBurned)!
+
+        let typesToShare: Set<HKSampleType> = [
+            workoutType,
+            energyBurnedType,
+        ]
+
+        let typesToRead: Set<HKObjectType> = [
+            workoutType
+        ]
+
+        try await healthStore.requestAuthorization(toShare: typesToShare, read: typesToRead)
+
+        self.isAuthorized = true
+    }
+
+    private func checkAuthorization() {
+        let workoutType = HKObjectType.workoutType()
+        let status = healthStore.authorizationStatus(for: workoutType)
+
+        isAuthorized = (status == .sharingAuthorized)
+    }
+
+    func startWorkout(startDate: Date, sessionId: UUID) async throws {
+        guard isEnabled && isAuthorized else {
+            return
+        }
+
+        guard HKHealthStore.isHealthDataAvailable() else {
+            throw HealthKitError.notAvailable
+        }
+
+        currentWorkoutStartDate = startDate
+        currentWorkoutSessionId = sessionId
+        persistActiveWorkout()
+        print("HealthKit: Started workout for session \(sessionId)")
+    }
+
+    func endWorkout(endDate: Date) async throws {
+        guard isEnabled && isAuthorized else {
+            return
+        }
+
+        guard let startDate = currentWorkoutStartDate else {
+            return
+        }
+
+        guard HKHealthStore.isHealthDataAvailable() else {
+            throw HealthKitError.notAvailable
+        }
+
+        let duration = endDate.timeIntervalSince(startDate)
+        let calories = estimateCalories(durationInMinutes: duration / 60.0)
+
+        let energyBurned = HKQuantity(unit: .kilocalorie(), doubleValue: calories)
+
+        let workoutConfiguration = HKWorkoutConfiguration()
+        workoutConfiguration.activityType = .climbing
+        workoutConfiguration.locationType = .indoor
+
+        let builder = HKWorkoutBuilder(
+            healthStore: healthStore,
+            configuration: workoutConfiguration,
+            device: .local()
+        )
+
+        do {
+            try await builder.beginCollection(at: startDate)
+
+            let energyBurnedType = HKQuantityType.quantityType(forIdentifier: .activeEnergyBurned)!
+            let energySample = HKQuantitySample(
+                type: energyBurnedType,
+                quantity: energyBurned,
+                start: startDate,
+                end: endDate
+            )
+            try await builder.addSamples([energySample])
+
+            try await builder.addMetadata([HKMetadataKeyIndoorWorkout: true])
+
+            try await builder.endCollection(at: endDate)
+            let workout = try await builder.finishWorkout()
+
+            print(
+                "HealthKit: Workout saved successfully with id: \(workout?.uuid.uuidString ?? "unknown")"
+            )
+
+            currentWorkoutStartDate = nil
+            currentWorkoutSessionId = nil
+            persistActiveWorkout()
+        } catch {
+            print("HealthKit: Failed to save workout: \(error.localizedDescription)")
+            currentWorkoutStartDate = nil
+            currentWorkoutSessionId = nil
+            persistActiveWorkout()
+
+            throw HealthKitError.workoutSaveFailed
+        }
+    }
+
+    func cancelWorkout() {
+        currentWorkoutStartDate = nil
+        currentWorkoutSessionId = nil
+        persistActiveWorkout()
+        print("HealthKit: Workout cancelled")
+    }
+
+    func hasActiveWorkout() -> Bool {
+        return currentWorkoutStartDate != nil
+    }
+
+    private func estimateCalories(durationInMinutes: Double) -> Double {
+        let caloriesPerMinute = 8.0
+        return durationInMinutes * caloriesPerMinute
+    }
+}
+
+enum HealthKitError: LocalizedError {
+    case notAvailable
+    case notAuthorized
+    case workoutStartFailed
+    case workoutSaveFailed
+
+    var errorDescription: String? {
+        switch self {
+        case .notAvailable:
+            return "HealthKit is not available on this device"
+        case .notAuthorized:
+            return "HealthKit authorization not granted"
+        case .workoutStartFailed:
+            return "Failed to start HealthKit workout"
+        case .workoutSaveFailed:
+            return "Failed to save workout to HealthKit"
+        }
+    }
+}

ios/OpenClimb/Services/SyncService.swift

@@ -11,6 +11,9 @@ class SyncService: ObservableObject {
     @Published var isTesting = false
 
     private let userDefaults = UserDefaults.standard
+    private var syncTask: Task<Void, Never>?
+    private var pendingChanges = false
+    private let syncDebounceDelay: TimeInterval = 2.0
 
     private enum Keys {
         static let serverURL = "sync_server_url"
@@ -44,6 +47,11 @@ class SyncService: ObservableObject {
             self.lastSyncTime = lastSync
         }
         self.isConnected = userDefaults.bool(forKey: Keys.isConnected)
+
+        // Perform image naming migration on initialization
+        Task {
+            await performImageNamingMigration()
+        }
     }
 
     func downloadData() async throws -> ClimbDataBackup {
@@ -144,6 +152,9 @@ class SyncService: ObservableObject {
         request.setValue("application/octet-stream", forHTTPHeaderField: "Content-Type")
         request.httpBody = imageData
 
+        request.timeoutInterval = 60.0
+        request.cachePolicy = .reloadIgnoringLocalCacheData
+
         let (_, response) = try await URLSession.shared.data(for: request)
 
         guard let httpResponse = response as? HTTPURLResponse else {
@@ -173,6 +184,9 @@ class SyncService: ObservableObject {
         request.httpMethod = "GET"
         request.setValue("Bearer \(authToken)", forHTTPHeaderField: "Authorization")
 
+        request.timeoutInterval = 45.0
+        request.cachePolicy = .returnCacheDataElseLoad
+
         let (data, response) = try await URLSession.shared.data(for: request)
 
         guard let httpResponse = response as? HTTPURLResponse else {
@@ -283,7 +297,6 @@ class SyncService: ObservableObject {
     {
         var imagePathMapping: [String: String] = [:]
 
-        // Process images by problem to maintain consistent naming
         for problem in backup.problems {
             guard let imagePaths = problem.imagePaths, !imagePaths.isEmpty else { continue }
 
@@ -293,19 +306,13 @@ class SyncService: ObservableObject {
                 do {
                     let imageData = try await downloadImage(filename: serverFilename)
 
-                    // Generate consistent filename if needed
+                    let consistentFilename = ImageNamingUtils.generateImageFilename(
-                    let consistentFilename =
+                        problemId: problem.id, imageIndex: index)
-                        ImageNamingUtils.isValidImageFilename(serverFilename)
-                        ? serverFilename
-                        : ImageNamingUtils.generateImageFilename(
-                            problemId: problem.id, imageIndex: index)
 
-                    // Save image with consistent filename
                     let imageManager = ImageManager.shared
                     _ = try imageManager.saveImportedImage(
                         imageData, filename: consistentFilename)
 
-                    // Map server filename to consistent local filename
                     imagePathMapping[serverFilename] = consistentFilename
                     print("Downloaded and mapped image: \(serverFilename) -> \(consistentFilename)")
                 } catch SyncError.imageNotFound {
@@ -329,12 +336,8 @@ class SyncService: ObservableObject {
             for (index, imagePath) in problem.imagePaths.enumerated() {
                 let filename = URL(fileURLWithPath: imagePath).lastPathComponent
 
-                // Ensure filename follows consistent naming convention
+                let consistentFilename = ImageNamingUtils.generateImageFilename(
-                let consistentFilename =
+                    problemId: problem.id.uuidString, imageIndex: index)
-                    ImageNamingUtils.isValidImageFilename(filename)
-                    ? filename
-                    : ImageNamingUtils.generateImageFilename(
-                        problemId: problem.id.uuidString, imageIndex: index)
 
                 // Load image data
                 let imageManager = ImageManager.shared
@@ -392,6 +395,53 @@ class SyncService: ObservableObject {
         )
     }
 
+    func createBackupForExport(_ dataManager: ClimbingDataManager) -> ClimbDataBackup {
+        // Filter out active sessions and their attempts from sync
+        let completedSessions = dataManager.sessions.filter { $0.status != .active }
+        let activeSessionIds = Set(
+            dataManager.sessions.filter { $0.status == .active }.map { $0.id })
+        let completedAttempts = dataManager.attempts.filter {
+            !activeSessionIds.contains($0.sessionId)
+        }
+
+        // Create backup with normalized image paths for export
+        return ClimbDataBackup(
+            exportedAt: DataStateManager.shared.getLastModified(),
+            gyms: dataManager.gyms.map { BackupGym(from: $0) },
+            problems: dataManager.problems.map { problem in
+                var backupProblem = BackupProblem(from: problem)
+
+                if !problem.imagePaths.isEmpty {
+                    let normalizedPaths = problem.imagePaths.enumerated().map { index, _ in
+                        ImageNamingUtils.generateImageFilename(
+                            problemId: problem.id.uuidString, imageIndex: index)
+                    }
+
+                    backupProblem = BackupProblem(
+                        id: backupProblem.id,
+                        gymId: backupProblem.gymId,
+                        name: backupProblem.name,
+                        description: backupProblem.description,
+                        climbType: backupProblem.climbType,
+                        difficulty: backupProblem.difficulty,
+                        tags: backupProblem.tags,
+                        location: backupProblem.location,
+                        imagePaths: normalizedPaths,
+                        isActive: backupProblem.isActive,
+                        dateSet: backupProblem.dateSet,
+                        notes: backupProblem.notes,
+                        createdAt: backupProblem.createdAt,
+                        updatedAt: backupProblem.updatedAt
+                    )
+                }
+                return backupProblem
+            },
+            sessions: completedSessions.map { BackupClimbSession(from: $0) },
+            attempts: completedAttempts.map { BackupAttempt(from: $0) },
+            deletedItems: dataManager.getDeletedItems()
+        )
+    }
+
     private func mergeDataSafely(
         localBackup: ClimbDataBackup,
         serverBackup: ClimbDataBackup,
@@ -620,17 +670,31 @@ class SyncService: ObservableObject {
         }
         let jsonData = try encoder.encode(backup)
 
-        // Collect all downloaded images from ImageManager
+        // Collect all images from ImageManager
         let imageManager = ImageManager.shared
         var imageFiles: [(filename: String, data: Data)] = []
-        let imagePaths = Set(backup.problems.flatMap { $0.imagePaths ?? [] })
 
-        for imagePath in imagePaths {
+        // Get original problems to access actual image paths on disk
-            let filename = URL(fileURLWithPath: imagePath).lastPathComponent
+        if let problemsData = userDefaults.data(forKey: "problems"),
-            let fullPath = imageManager.imagesDirectory.appendingPathComponent(filename).path
+            let problems = try? JSONDecoder().decode([Problem].self, from: problemsData)
-            if let imageData = imageManager.loadImageData(fromPath: fullPath) {
+        {
-                imageFiles.append((filename: filename, data: imageData))
+            // Create a mapping from normalized paths to actual paths
+            for problem in problems {
+                for (index, imagePath) in problem.imagePaths.enumerated() {
+                    // Get the actual filename on disk
+                    let actualFilename = URL(fileURLWithPath: imagePath).lastPathComponent
+                    let fullPath = imageManager.imagesDirectory.appendingPathComponent(
+                        actualFilename
+                    ).path
 
+                    // Generate the normalized filename for the ZIP
+                    let normalizedFilename = ImageNamingUtils.generateImageFilename(
+                        problemId: problem.id.uuidString, imageIndex: index)
+
+                    if let imageData = imageManager.loadImageData(fromPath: fullPath) {
+                        imageFiles.append((filename: normalizedFilename, data: imageData))
+                    }
+                }
             }
         }
 
@@ -875,20 +939,51 @@ class SyncService: ObservableObject {
     }
 
     func triggerAutoSync(dataManager: ClimbingDataManager) {
-        // Early exit if sync cannot proceed - don't set isSyncing
         guard isConnected && isConfigured && isAutoSyncEnabled else {
-            // Ensure isSyncing is false when sync is not possible
             if isSyncing {
                 isSyncing = false
             }
             return
         }
 
-        // Prevent multiple simultaneous syncs
+        if isSyncing {
-        guard !isSyncing else {
+            pendingChanges = true
             return
         }
 
+        syncTask?.cancel()
+
+        syncTask = Task {
+            try? await Task.sleep(nanoseconds: UInt64(syncDebounceDelay * 1_000_000_000))
+
+            guard !Task.isCancelled else { return }
+
+            repeat {
+                pendingChanges = false
+
+                do {
+                    try await syncWithServer(dataManager: dataManager)
+                } catch {
+                    await MainActor.run {
+                        self.isSyncing = false
+                    }
+                    return
+                }
+
+                if pendingChanges {
+                    try? await Task.sleep(nanoseconds: UInt64(syncDebounceDelay * 1_000_000_000))
+                }
+            } while pendingChanges && !Task.isCancelled
+        }
+    }
+
+    func forceSyncNow(dataManager: ClimbingDataManager) {
+        guard isConnected && isConfigured else { return }
+
+        syncTask?.cancel()
+        syncTask = nil
+        pendingChanges = false
+
         Task {
             do {
                 try await syncWithServer(dataManager: dataManager)
@@ -901,6 +996,10 @@ class SyncService: ObservableObject {
     }
 
     func disconnect() {
+        syncTask?.cancel()
+        syncTask = nil
+        pendingChanges = false
+        isSyncing = false
         isConnected = false
         lastSyncTime = nil
         syncError = nil
@@ -917,6 +1016,112 @@ class SyncService: ObservableObject {
         userDefaults.removeObject(forKey: Keys.lastSyncTime)
         userDefaults.removeObject(forKey: Keys.isConnected)
         userDefaults.removeObject(forKey: Keys.autoSyncEnabled)
+        syncTask?.cancel()
+        syncTask = nil
+        pendingChanges = false
+    }
+
+    deinit {
+        syncTask?.cancel()
+    }
+
+    // MARK: - Image Naming Migration
+
+    private func performImageNamingMigration() async {
+        let migrationKey = "image_naming_migration_completed_v2"
+        guard !userDefaults.bool(forKey: migrationKey) else {
+            print("Image naming migration already completed")
+            return
+        }
+
+        print("Starting image naming migration...")
+        var updateCount = 0
+        let imageManager = ImageManager.shared
+
+        // Get all problems from UserDefaults
+        if let problemsData = userDefaults.data(forKey: "problems"),
+            var problems = try? JSONDecoder().decode([Problem].self, from: problemsData)
+        {
+
+            for problemIndex in 0..<problems.count {
+                let problem = problems[problemIndex]
+                guard !problem.imagePaths.isEmpty else { continue }
+
+                var updatedImagePaths: [String] = []
+                var hasChanges = false
+
+                for (imageIndex, imagePath) in problem.imagePaths.enumerated() {
+                    let currentFilename = URL(fileURLWithPath: imagePath).lastPathComponent
+                    let consistentFilename = ImageNamingUtils.generateImageFilename(
+                        problemId: problem.id.uuidString, imageIndex: imageIndex)
+
+                    if currentFilename != consistentFilename {
+                        let oldPath = imageManager.imagesDirectory.appendingPathComponent(
+                            currentFilename
+                        ).path
+                        let newPath = imageManager.imagesDirectory.appendingPathComponent(
+                            consistentFilename
+                        ).path
+
+                        if FileManager.default.fileExists(atPath: oldPath) {
+                            do {
+                                try FileManager.default.moveItem(atPath: oldPath, toPath: newPath)
+                                updatedImagePaths.append(consistentFilename)
+                                hasChanges = true
+                                updateCount += 1
+                                print("Migrated image: \(currentFilename) -> \(consistentFilename)")
+                            } catch {
+                                print("Failed to migrate image \(currentFilename): \(error)")
+                                updatedImagePaths.append(imagePath)
+                            }
+                        } else {
+                            updatedImagePaths.append(imagePath)
+                        }
+                    } else {
+                        updatedImagePaths.append(imagePath)
+                    }
+                }
+
+                if hasChanges {
+                    // Decode problem to dictionary, update imagePaths, re-encode
+                    if let problemData = try? JSONEncoder().encode(problem),
+                        var problemDict = try? JSONSerialization.jsonObject(with: problemData)
+                            as? [String: Any]
+                    {
+                        problemDict["imagePaths"] = updatedImagePaths
+                        problemDict["updatedAt"] = ISO8601DateFormatter().string(from: Date())
+                        if let updatedData = try? JSONSerialization.data(
+                            withJSONObject: problemDict),
+                            let updatedProblem = try? JSONDecoder().decode(
+                                Problem.self, from: updatedData)
+                        {
+                            problems[problemIndex] = updatedProblem
+                        }
+                    }
+                }
+            }
+
+            if updateCount > 0 {
+                if let updatedData = try? JSONEncoder().encode(problems) {
+                    userDefaults.set(updatedData, forKey: "problems")
+                    print("Updated \(updateCount) image paths in UserDefaults")
+                }
+            }
+        }
+
+        userDefaults.set(true, forKey: migrationKey)
+        print("Image naming migration completed, updated \(updateCount) images")
+
+        // Notify ClimbingDataManager to reload data if images were updated
+        if updateCount > 0 {
+            DispatchQueue.main.async {
+                NotificationCenter.default.post(
+                    name: NSNotification.Name("ImageMigrationCompleted"),
+                    object: nil,
+                    userInfo: ["updateCount": updateCount]
+                )
+            }
+        }
     }
 
     // MARK: - Safe Merge Functions
@@ -926,13 +1131,14 @@ class SyncService: ObservableObject {
         var merged = local
         let deletedGymIds = Set(deletedItems.filter { $0.type == "gym" }.map { $0.id })
 
-        // Remove items that were deleted on other devices
+        let localGymIds = Set(local.map { $0.id.uuidString })
+
         merged.removeAll { deletedGymIds.contains($0.id.uuidString) }
 
         // Add new items from server (excluding deleted ones)
         for serverGym in server {
             if let serverGymConverted = try? serverGym.toGym() {
-                let localHasGym = local.contains(where: { $0.id.uuidString == serverGym.id })
+                let localHasGym = localGymIds.contains(serverGym.id)
                 let isDeleted = deletedGymIds.contains(serverGym.id)
 
                 if !localHasGym && !isDeleted {
@@ -953,41 +1159,44 @@ class SyncService: ObservableObject {
         var merged = local
         let deletedProblemIds = Set(deletedItems.filter { $0.type == "problem" }.map { $0.id })
 
-        // Remove items that were deleted on other devices
+        let localProblemIds = Set(local.map { $0.id.uuidString })
+
         merged.removeAll { deletedProblemIds.contains($0.id.uuidString) }
 
-        // Add new items from server (excluding deleted ones)
         for serverProblem in server {
-            var problemToAdd = serverProblem
+            let localHasProblem = localProblemIds.contains(serverProblem.id)
+            let isDeleted = deletedProblemIds.contains(serverProblem.id)
 
-            // Update image paths if needed
+            if !localHasProblem && !isDeleted {
-            if !imagePathMapping.isEmpty {
+                var problemToAdd = serverProblem
-                let updatedImagePaths = serverProblem.imagePaths?.compactMap { oldPath in
+
-                    imagePathMapping[oldPath] ?? oldPath
+                if !imagePathMapping.isEmpty, let imagePaths = serverProblem.imagePaths,
+                    !imagePaths.isEmpty
+                {
+                    let updatedImagePaths = imagePaths.compactMap { oldPath in
+                        imagePathMapping[oldPath] ?? oldPath
+                    }
+                    if updatedImagePaths != imagePaths {
+                        problemToAdd = BackupProblem(
+                            id: serverProblem.id,
+                            gymId: serverProblem.gymId,
+                            name: serverProblem.name,
+                            description: serverProblem.description,
+                            climbType: serverProblem.climbType,
+                            difficulty: serverProblem.difficulty,
+                            tags: serverProblem.tags,
+                            location: serverProblem.location,
+                            imagePaths: updatedImagePaths,
+                            isActive: serverProblem.isActive,
+                            dateSet: serverProblem.dateSet,
+                            notes: serverProblem.notes,
+                            createdAt: serverProblem.createdAt,
+                            updatedAt: serverProblem.updatedAt
+                        )
+                    }
                 }
-                problemToAdd = BackupProblem(
-                    id: serverProblem.id,
-                    gymId: serverProblem.gymId,
-                    name: serverProblem.name,
-                    description: serverProblem.description,
-                    climbType: serverProblem.climbType,
-                    difficulty: serverProblem.difficulty,
-                    tags: serverProblem.tags,
-                    location: serverProblem.location,
-                    imagePaths: updatedImagePaths,
-                    isActive: serverProblem.isActive,
-                    dateSet: serverProblem.dateSet,
-                    notes: serverProblem.notes,
-                    createdAt: serverProblem.createdAt,
-                    updatedAt: serverProblem.updatedAt
-                )
-            }
 
-            if let serverProblemConverted = try? problemToAdd.toProblem() {
+                if let serverProblemConverted = try? problemToAdd.toProblem() {
-                let localHasProblem = local.contains(where: { $0.id.uuidString == problemToAdd.id })
-                let isDeleted = deletedProblemIds.contains(problemToAdd.id)
-
-                if !localHasProblem && !isDeleted {
                     merged.append(serverProblemConverted)
                 }
             }
@@ -1004,19 +1213,18 @@ class SyncService: ObservableObject {
         var merged = local
         let deletedSessionIds = Set(deletedItems.filter { $0.type == "session" }.map { $0.id })
 
-        // Remove items that were deleted on other devices (but never remove active sessions)
+        let localSessionIds = Set(local.map { $0.id.uuidString })
+
         merged.removeAll { session in
             deletedSessionIds.contains(session.id.uuidString) && session.status != .active
         }
 
-        // Add new items from server (excluding deleted ones)
         for serverSession in server {
-            if let serverSessionConverted = try? serverSession.toClimbSession() {
+            let localHasSession = localSessionIds.contains(serverSession.id)
-                let localHasSession = local.contains(where: { $0.id.uuidString == serverSession.id }
+            let isDeleted = deletedSessionIds.contains(serverSession.id)
-                )
-                let isDeleted = deletedSessionIds.contains(serverSession.id)
 
-                if !localHasSession && !isDeleted {
+            if !localHasSession && !isDeleted {
+                if let serverSessionConverted = try? serverSession.toClimbSession() {
                     merged.append(serverSessionConverted)
                 }
             }
@@ -1031,6 +1239,8 @@ class SyncService: ObservableObject {
         var merged = local
         let deletedAttemptIds = Set(deletedItems.filter { $0.type == "attempt" }.map { $0.id })
 
+        let localAttemptIds = Set(local.map { $0.id.uuidString })
+
         // Get active session IDs to protect their attempts
         let activeSessionIds = Set(
             local.compactMap { attempt in
@@ -1048,14 +1258,12 @@ class SyncService: ObservableObject {
                 && !activeSessionIds.contains(attempt.sessionId)
         }
 
-        // Add new items from server (excluding deleted ones)
         for serverAttempt in server {
-            if let serverAttemptConverted = try? serverAttempt.toAttempt() {
+            let localHasAttempt = localAttemptIds.contains(serverAttempt.id)
-                let localHasAttempt = local.contains(where: { $0.id.uuidString == serverAttempt.id }
+            let isDeleted = deletedAttemptIds.contains(serverAttempt.id)
-                )
-                let isDeleted = deletedAttemptIds.contains(serverAttempt.id)
 
-                if !localHasAttempt && !isDeleted {
+            if !localHasAttempt && !isDeleted {
+                if let serverAttemptConverted = try? serverAttempt.toAttempt() {
                     merged.append(serverAttemptConverted)
                 }
             }

ios/OpenClimb/Utils/IconTestView.swift

@@ -106,7 +106,7 @@ import SwiftUI
                             .font(.subheadline)
                             .fontWeight(.medium)
 
-                        Image("MountainsIcon")
+                        Image("AppLogo")
                             .resizable()
                             .frame(width: 24, height: 24)
                             .background(Circle().fill(.quaternary))
@@ -115,7 +115,7 @@ import SwiftUI
                             .font(.caption)
                             .foregroundColor(.secondary)
 
-                        Image("MountainsIcon")
+                        Image("AppLogo")
                             .resizable()
                             .frame(width: 32, height: 32)
                             .background(Circle().fill(.quaternary))
@@ -322,7 +322,7 @@ import SwiftUI
             // Check if main bundle contains the expected icon assets
             let expectedAssets = [
                 "AppIcon",
-                "MountainsIcon",
+                "AppLogo",
             ]
 
             for asset in expectedAssets {
@@ -376,7 +376,7 @@ import SwiftUI
                                 .font(.headline)
 
                             HStack(spacing: 20) {
-                                Image("MountainsIcon")
+                                Image("AppLogo")
                                     .resizable()
                                     .frame(width: 64, height: 64)
                                     .background(
@@ -385,7 +385,7 @@ import SwiftUI
                                     )
 
                                 VStack(alignment: .leading) {
-                                    Text("MountainsIcon")
+                                    Text("AppLogo")
                                         .font(.subheadline)
                                         .fontWeight(.medium)
                                     Text("In-app icon display")

ios/OpenClimb/Utils/ImageManager.swift

@@ -852,4 +852,73 @@ class ImageManager {
             print("ERROR: Failed to migrate from previous Application Support: \(error)")
         }
     }
+
+    func migrateImageNamesToDeterministic(dataManager: ClimbingDataManager) {
+        print("Starting migration of image names to deterministic format...")
+
+        var migrationCount = 0
+        var updatedProblems: [Problem] = []
+
+        for problem in dataManager.problems {
+            guard !problem.imagePaths.isEmpty else { continue }
+
+            var newImagePaths: [String] = []
+            var problemNeedsUpdate = false
+
+            for (index, imagePath) in problem.imagePaths.enumerated() {
+                let currentFilename = URL(fileURLWithPath: imagePath).lastPathComponent
+
+                if ImageNamingUtils.isValidImageFilename(currentFilename) {
+                    newImagePaths.append(imagePath)
+                    continue
+                }
+
+                let deterministicName = ImageNamingUtils.generateImageFilename(
+                    problemId: problem.id.uuidString, imageIndex: index)
+
+                let oldPath = imagesDirectory.appendingPathComponent(currentFilename)
+                let newPath = imagesDirectory.appendingPathComponent(deterministicName)
+
+                if fileManager.fileExists(atPath: oldPath.path) {
+                    do {
+                        try fileManager.moveItem(at: oldPath, to: newPath)
+
+                        let oldBackupPath = backupDirectory.appendingPathComponent(currentFilename)
+                        let newBackupPath = backupDirectory.appendingPathComponent(
+                            deterministicName)
+
+                        if fileManager.fileExists(atPath: oldBackupPath.path) {
+                            try? fileManager.moveItem(at: oldBackupPath, to: newBackupPath)
+                        }
+
+                        newImagePaths.append(deterministicName)
+                        problemNeedsUpdate = true
+                        migrationCount += 1
+
+                        print("Migrated: \(currentFilename) → \(deterministicName)")
+
+                    } catch {
+                        print("Failed to migrate \(currentFilename): \(error)")
+                        newImagePaths.append(imagePath)
+                    }
+                } else {
+                    print("Warning: Image file not found: \(currentFilename)")
+                    newImagePaths.append(imagePath)
+                }
+            }
+
+            if problemNeedsUpdate {
+                let updatedProblem = problem.updated(imagePaths: newImagePaths)
+                updatedProblems.append(updatedProblem)
+            }
+        }
+
+        for updatedProblem in updatedProblems {
+            dataManager.updateProblem(updatedProblem)
+        }
+
+        print(
+            "Migration completed: \(migrationCount) images renamed, \(updatedProblems.count) problems updated"
+        )
+    }
 }

ios/OpenClimb/Utils/ImageNamingUtils.swift

@@ -11,21 +11,18 @@ class ImageNamingUtils {
     private static let hashLength = 12
 
     /// Generates a deterministic filename for a problem image
-    static func generateImageFilename(problemId: String, timestamp: String, imageIndex: Int)
+    static func generateImageFilename(problemId: String, imageIndex: Int) -> String {
-        -> String
+        let input = "\(problemId)_\(imageIndex)"
-    {
-
-        let input = "\(problemId)_\(timestamp)_\(imageIndex)"
         let hash = createHash(from: input)
 
         return "problem_\(hash)_\(imageIndex)\(imageExtension)"
     }
 
-    /// Generates a deterministic filename using current timestamp
+    /// Legacy method for backward compatibility
-    static func generateImageFilename(problemId: String, imageIndex: Int) -> String {
+    static func generateImageFilename(problemId: String, timestamp: String, imageIndex: Int)
-        let timestamp = ISO8601DateFormatter().string(from: Date())
+        -> String
-        return generateImageFilename(
+    {
-            problemId: problemId, timestamp: timestamp, imageIndex: imageIndex)
+        return generateImageFilename(problemId: problemId, imageIndex: imageIndex)
     }
 
     /// Extracts problem ID from an image filename
@@ -64,9 +61,7 @@ class ImageNamingUtils {
             return oldFilename
         }
 
-        let timestamp = ISO8601DateFormatter().string(from: Date())
+        return generateImageFilename(problemId: problemId, imageIndex: imageIndex)
-        return generateImageFilename(
-            problemId: problemId, timestamp: timestamp, imageIndex: imageIndex)
     }
 
     /// Creates a deterministic hash from input string
@@ -84,8 +79,7 @@ class ImageNamingUtils {
         var renameMap: [String: String] = [:]
 
         for (index, oldFilename) in existingFilenames.enumerated() {
-            let newFilename = migrateFilename(
+            let newFilename = generateImageFilename(problemId: problemId, imageIndex: index)
-                oldFilename: oldFilename, problemId: problemId, imageIndex: index)
             if newFilename != oldFilename {
                 renameMap[oldFilename] = newFilename
             }
@@ -113,6 +107,40 @@ class ImageNamingUtils {
             invalidImages: invalidImages
         )
     }
+
+    /// Generates the canonical filename that should be used for a problem image
+    static func getCanonicalImageFilename(problemId: String, imageIndex: Int) -> String {
+        return generateImageFilename(problemId: problemId, imageIndex: imageIndex)
+    }
+
+    /// Creates a mapping of existing server filenames to canonical filenames
+    static func createServerMigrationMap(
+        problemId: String,
+        serverImageFilenames: [String],
+        localImageCount: Int
+    ) -> [String: String] {
+        var migrationMap: [String: String] = [:]
+
+        for imageIndex in 0..<localImageCount {
+            let canonicalName = getCanonicalImageFilename(
+                problemId: problemId, imageIndex: imageIndex)
+
+            if serverImageFilenames.contains(canonicalName) {
+                continue
+            }
+
+            for serverFilename in serverImageFilenames {
+                if isValidImageFilename(serverFilename)
+                    && !migrationMap.values.contains(serverFilename)
+                {
+                    migrationMap[serverFilename] = canonicalName
+                    break
+                }
+            }
+        }
+
+        return migrationMap
+    }
 }
 
 // Result of image filename validation

ios/OpenClimb/ViewModels/ClimbingDataManager.swift

@@ -1,5 +1,6 @@
 import Combine
 import Foundation
+import HealthKit
 import SwiftUI
 import UniformTypeIdentifiers
 
@@ -27,12 +28,12 @@ class ClimbingDataManager: ObservableObject {
     private let sharedUserDefaults = UserDefaults(suiteName: "group.com.atridad.OpenClimb")
     private let encoder = JSONEncoder()
     private let decoder = JSONDecoder()
-    private var liveActivityObserver: NSObjectProtocol?
+    nonisolated(unsafe) private var liveActivityObserver: NSObjectProtocol?
+    nonisolated(unsafe) private var migrationObserver: NSObjectProtocol?
 
-    // Sync service for automatic syncing
     let syncService = SyncService()
+    let healthKitService = HealthKitService.shared
 
-    // Published property to propagate sync state changes
     @Published var isSyncing = false
 
     private enum Keys {
@@ -68,8 +69,8 @@ class ClimbingDataManager: ObservableObject {
     init() {
         _ = ImageManager.shared
         loadAllData()
-        migrateImagePaths()
         setupLiveActivityNotifications()
+        setupMigrationNotifications()
 
         // Keep our published isSyncing in sync with syncService.isSyncing
         syncService.$isSyncing
@@ -88,6 +89,9 @@ class ClimbingDataManager: ObservableObject {
         if let observer = liveActivityObserver {
             NotificationCenter.default.removeObserver(observer)
         }
+        if let observer = migrationObserver {
+            NotificationCenter.default.removeObserver(observer)
+        }
     }
 
     private func loadAllData() {
@@ -96,6 +100,9 @@ class ClimbingDataManager: ObservableObject {
         loadSessions()
         loadAttempts()
         loadActiveSession()
+
+        // Clean up orphaned data after loading
+        cleanupOrphanedData()
     }
 
     private func loadGyms() {
@@ -286,7 +293,16 @@ class ClimbingDataManager: ObservableObject {
     }
 
     func deleteProblem(_ problem: Problem) {
-        // Delete associated attempts first
+        // Track deletion of the problem
+        trackDeletion(itemId: problem.id.uuidString, itemType: "problem")
+
+        // Find and track all attempts for this problem as deleted
+        let problemAttempts = attempts.filter { $0.problemId == problem.id }
+        for attempt in problemAttempts {
+            trackDeletion(itemId: attempt.id.uuidString, itemType: "attempt")
+        }
+
+        // Delete associated attempts
         attempts.removeAll { $0.problemId == problem.id }
         saveAttempts()
 
@@ -295,7 +311,6 @@ class ClimbingDataManager: ObservableObject {
 
         // Delete the problem
         problems.removeAll { $0.id == problem.id }
-        trackDeletion(itemId: problem.id.uuidString, itemType: "problem")
         saveProblems()
         DataStateManager.shared.updateDataState()
 
@@ -336,6 +351,18 @@ class ClimbingDataManager: ObservableObject {
                     for: newSession, gymName: gym.name)
             }
         }
+
+        if healthKitService.isEnabled {
+            Task {
+                do {
+                    try await healthKitService.startWorkout(
+                        startDate: newSession.startTime ?? Date(),
+                        sessionId: newSession.id)
+                } catch {
+                    print("Failed to start HealthKit workout: \(error.localizedDescription)")
+                }
+            }
+        }
     }
 
     func endSession(_ sessionId: UUID) {
@@ -361,6 +388,17 @@ class ClimbingDataManager: ObservableObject {
             Task {
                 await LiveActivityManager.shared.endLiveActivity()
             }
+
+            if healthKitService.isEnabled {
+                Task {
+                    do {
+                        try await healthKitService.endWorkout(
+                            endDate: completedSession.endTime ?? Date())
+                    } catch {
+                        print("Failed to end HealthKit workout: \(error.localizedDescription)")
+                    }
+                }
+            }
         }
     }
 
@@ -387,7 +425,16 @@ class ClimbingDataManager: ObservableObject {
     }
 
     func deleteSession(_ session: ClimbSession) {
-        // Delete associated attempts first
+        // Track deletion of the session
+        trackDeletion(itemId: session.id.uuidString, itemType: "session")
+
+        // Find and track all attempts for this session as deleted
+        let sessionAttempts = attempts.filter { $0.sessionId == session.id }
+        for attempt in sessionAttempts {
+            trackDeletion(itemId: attempt.id.uuidString, itemType: "attempt")
+        }
+
+        // Delete associated attempts
         attempts.removeAll { $0.sessionId == session.id }
         saveAttempts()
 
@@ -399,7 +446,6 @@ class ClimbingDataManager: ObservableObject {
 
         // Delete the session
         sessions.removeAll { $0.id == session.id }
-        trackDeletion(itemId: session.id.uuidString, itemType: "session")
         saveSessions()
         DataStateManager.shared.updateDataState()
 
@@ -525,6 +571,162 @@ class ClimbingDataManager: ObservableObject {
         return gym(withId: mostUsedGymId)
     }
 
+    /// Clean up orphaned data - removes attempts that reference non-existent sessions
+    /// and removes duplicate attempts. This ensures data integrity and prevents
+    /// orphaned attempts from appearing in widgets
+    private func cleanupOrphanedData() {
+        let validSessionIds = Set(sessions.map { $0.id })
+        let validProblemIds = Set(problems.map { $0.id })
+        let validGymIds = Set(gyms.map { $0.id })
+
+        let initialAttemptCount = attempts.count
+
+        // Remove attempts that reference deleted sessions or problems
+        let orphanedAttempts = attempts.filter { attempt in
+            !validSessionIds.contains(attempt.sessionId)
+                || !validProblemIds.contains(attempt.problemId)
+        }
+
+        if !orphanedAttempts.isEmpty {
+            print("🧹 Cleaning up \(orphanedAttempts.count) orphaned attempts")
+
+            // Track these as deleted to prevent sync from re-introducing them
+            for attempt in orphanedAttempts {
+                trackDeletion(itemId: attempt.id.uuidString, itemType: "attempt")
+            }
+
+            // Remove orphaned attempts
+            attempts.removeAll { attempt in
+                !validSessionIds.contains(attempt.sessionId)
+                    || !validProblemIds.contains(attempt.problemId)
+            }
+        }
+
+        // Remove duplicate attempts (same session, problem, and timestamp within 1 second)
+        var seenAttempts: Set<String> = []
+        var duplicateIds: [UUID] = []
+
+        for attempt in attempts.sorted(by: { $0.timestamp < $1.timestamp }) {
+            // Create a unique key based on session, problem, and rounded timestamp
+            let timestampKey = Int(attempt.timestamp.timeIntervalSince1970)
+            let key =
+                "\(attempt.sessionId.uuidString)_\(attempt.problemId.uuidString)_\(timestampKey)"
+
+            if seenAttempts.contains(key) {
+                duplicateIds.append(attempt.id)
+                print("🧹 Found duplicate attempt: \(attempt.id)")
+            } else {
+                seenAttempts.insert(key)
+            }
+        }
+
+        if !duplicateIds.isEmpty {
+            print("🧹 Removing \(duplicateIds.count) duplicate attempts")
+
+            // Track duplicates as deleted
+            for attemptId in duplicateIds {
+                trackDeletion(itemId: attemptId.uuidString, itemType: "attempt")
+            }
+
+            // Remove duplicates
+            attempts.removeAll { duplicateIds.contains($0.id) }
+        }
+
+        if initialAttemptCount != attempts.count {
+            saveAttempts()
+            let removedCount = initialAttemptCount - attempts.count
+            print(
+                "Cleanup complete. Removed \(removedCount) attempts. Remaining: \(attempts.count)"
+            )
+        }
+
+        // Remove problems that reference deleted gyms
+        let orphanedProblems = problems.filter { problem in
+            !validGymIds.contains(problem.gymId)
+        }
+
+        if !orphanedProblems.isEmpty {
+            print("🧹 Cleaning up \(orphanedProblems.count) orphaned problems")
+
+            for problem in orphanedProblems {
+                trackDeletion(itemId: problem.id.uuidString, itemType: "problem")
+            }
+
+            problems.removeAll { problem in
+                !validGymIds.contains(problem.gymId)
+            }
+
+            saveProblems()
+        }
+
+        // Remove sessions that reference deleted gyms
+        let orphanedSessions = sessions.filter { session in
+            !validGymIds.contains(session.gymId)
+        }
+
+        if !orphanedSessions.isEmpty {
+            print("🧹 Cleaning up \(orphanedSessions.count) orphaned sessions")
+
+            for session in orphanedSessions {
+                trackDeletion(itemId: session.id.uuidString, itemType: "session")
+            }
+
+            sessions.removeAll { session in
+                !validGymIds.contains(session.gymId)
+            }
+
+            saveSessions()
+        }
+    }
+
+    /// Validate data integrity and return a report
+    /// This can be called manually to check for issues
+    func validateDataIntegrity() -> String {
+        let validSessionIds = Set(sessions.map { $0.id })
+        let validProblemIds = Set(problems.map { $0.id })
+        let validGymIds = Set(gyms.map { $0.id })
+
+        let orphanedAttempts = attempts.filter { attempt in
+            !validSessionIds.contains(attempt.sessionId)
+                || !validProblemIds.contains(attempt.problemId)
+        }
+
+        let orphanedProblems = problems.filter { problem in
+            !validGymIds.contains(problem.gymId)
+        }
+
+        let orphanedSessions = sessions.filter { session in
+            !validGymIds.contains(session.gymId)
+        }
+
+        var report = "Data Integrity Report:\n"
+        report += "---------------------\n"
+        report += "Gyms: \(gyms.count)\n"
+        report += "Problems: \(problems.count)\n"
+        report += "Sessions: \(sessions.count)\n"
+        report += "Attempts: \(attempts.count)\n"
+        report += "\nOrphaned Data:\n"
+        report += "Orphaned Attempts: \(orphanedAttempts.count)\n"
+        report += "Orphaned Problems: \(orphanedProblems.count)\n"
+        report += "Orphaned Sessions: \(orphanedSessions.count)\n"
+
+        if orphanedAttempts.isEmpty && orphanedProblems.isEmpty && orphanedSessions.isEmpty {
+            report += "\nNo integrity issues found"
+        } else {
+            report += "\nIssues found - run cleanup to fix"
+        }
+
+        return report
+    }
+
+    /// Manually trigger cleanup of orphaned data
+    /// This can be called from settings or debug menu
+    func manualDataCleanup() {
+        cleanupOrphanedData()
+        successMessage = "Data cleanup completed"
+        clearMessageAfterDelay()
+    }
+
     func resetAllData(showSuccessMessage: Bool = true) {
         gyms.removeAll()
         problems.removeAll()
@@ -551,6 +753,7 @@ class ClimbingDataManager: ObservableObject {
             let dateFormatter = DateFormatter()
             dateFormatter.dateFormat = "yyyy-MM-dd'T'HH:mm:ss.SSSSSS"
 
+            // Create export data with normalized image paths
             let exportData = ClimbDataBackup(
                 exportedAt: dateFormatter.string(from: Date()),
                 version: "2.0",
@@ -561,7 +764,7 @@ class ClimbingDataManager: ObservableObject {
                 attempts: attempts.map { BackupAttempt(from: $0) }
             )
 
-            // Collect referenced image paths
+            // Collect actual image paths from disk for the ZIP
             let referencedImagePaths = collectReferencedImagePaths()
             print("Starting export with \(referencedImagePaths.count) images")
 
@@ -680,17 +883,19 @@ extension ClimbingDataManager {
                     "Problem '\(problem.name ?? "Unnamed")' has \(problem.imagePaths.count) images"
                 )
                 for imagePath in problem.imagePaths {
-                    print("   - Relative path: \(imagePath)")
+                    print("   - Stored path: \(imagePath)")
-                    let fullPath = ImageManager.shared.getFullPath(from: imagePath)
+
-                    print("   - Full path: \(fullPath)")
+                    // Extract just the filename (migration should have normalized these)
+                    let filename = URL(fileURLWithPath: imagePath).lastPathComponent
+                    let fullPath = ImageManager.shared.getFullPath(from: filename)
+                    print("   - Full disk path: \(fullPath)")
 
-                    // Check if file exists
                     if FileManager.default.fileExists(atPath: fullPath) {
-                        print("   File exists")
+                        print("   ✓ File exists")
                         imagePaths.insert(fullPath)
                     } else {
-                        print("   File does NOT exist")
+                        print("   ✗ WARNING: File not found at \(fullPath)")
-                        // Still add it to let ZipUtils handle the error logging
+                        // Still add it to let ZipUtils handle the logging
                         imagePaths.insert(fullPath)
                     }
                 }
@@ -706,11 +911,53 @@ extension ClimbingDataManager {
         imagePathMapping: [String: String]
     ) -> [BackupProblem] {
         return problems.map { problem in
-            let updatedImagePaths = (problem.imagePaths ?? []).compactMap { oldPath in
+            guard let originalImagePaths = problem.imagePaths, !originalImagePaths.isEmpty else {
-                let fileName = URL(fileURLWithPath: oldPath).lastPathComponent
+                return problem
-                return imagePathMapping[fileName]
             }
-            return problem.withUpdatedImagePaths(updatedImagePaths)
+
+            var deterministicImagePaths: [String] = []
+
+            for (index, oldPath) in originalImagePaths.enumerated() {
+                let originalFileName = URL(fileURLWithPath: oldPath).lastPathComponent
+
+                let deterministicName = ImageNamingUtils.generateImageFilename(
+                    problemId: problem.id, imageIndex: index)
+
+                if let tempFileName = imagePathMapping[originalFileName] {
+                    let imageManager = ImageManager.shared
+                    let tempPath = imageManager.imagesDirectory.appendingPathComponent(tempFileName)
+                    let deterministicPath = imageManager.imagesDirectory.appendingPathComponent(
+                        deterministicName)
+
+                    do {
+                        if FileManager.default.fileExists(atPath: tempPath.path) {
+                            try FileManager.default.moveItem(at: tempPath, to: deterministicPath)
+
+                            let tempBackupPath = imageManager.backupDirectory
+                                .appendingPathComponent(tempFileName)
+                            let deterministicBackupPath = imageManager.backupDirectory
+                                .appendingPathComponent(deterministicName)
+
+                            if FileManager.default.fileExists(atPath: tempBackupPath.path) {
+                                try? FileManager.default.moveItem(
+                                    at: tempBackupPath, to: deterministicBackupPath)
+                            }
+
+                            deterministicImagePaths.append(deterministicName)
+                            print("Renamed imported image: \(tempFileName) → \(deterministicName)")
+                        }
+                    } catch {
+                        print(
+                            "Failed to rename imported image \(tempFileName) to \(deterministicName): \(error)"
+                        )
+                        deterministicImagePaths.append(tempFileName)
+                    }
+                } else {
+                    deterministicImagePaths.append(deterministicName)
+                }
+            }
+
+            return problem.withUpdatedImagePaths(deterministicImagePaths)
         }
     }
 
@@ -936,6 +1183,19 @@ extension ClimbingDataManager {
         }
     }
 
+    private func setupMigrationNotifications() {
+        migrationObserver = NotificationCenter.default.addObserver(
+            forName: NSNotification.Name("ImageMigrationCompleted"),
+            object: nil,
+            queue: .main
+        ) { [weak self] notification in
+            if let updateCount = notification.userInfo?["updateCount"] as? Int {
+                print("🔔 Image migration completed with \(updateCount) updates - reloading data")
+                self?.loadProblems()
+            }
+        }
+    }
+
     /// Handle Live Activity being dismissed by user
     private func handleLiveActivityDismissed() async {
         guard let activeSession = activeSession,

ios/OpenClimb/ViewModels/LiveActivityManager.swift

@@ -10,14 +10,10 @@ final class LiveActivityManager {
     static let shared = LiveActivityManager()
     private init() {}
 
-    private var currentActivity: Activity<SessionActivityAttributes>?
+    nonisolated(unsafe) private var currentActivity: Activity<SessionActivityAttributes>?
     private var healthCheckTimer: Timer?
     private var lastHealthCheck: Date = Date()
 
-    deinit {
-        healthCheckTimer?.invalidate()
-    }
-
     /// Check if there's an active session and restart Live Activity if needed
     func restartLiveActivityIfNeeded(activeSession: ClimbSession?, gymName: String?) async {
         // If we have an active session but no Live Activity, restart it
@@ -130,7 +126,8 @@ final class LiveActivityManager {
             completedProblems: completedProblems
         )
 
-        await currentActivity.update(.init(state: updatedContentState, staleDate: nil))
+        nonisolated(unsafe) let activity = currentActivity
+        await activity.update(.init(state: updatedContentState, staleDate: nil))
     }
 
     /// Call this when a ClimbSession ends to end the Live Activity
@@ -141,7 +138,8 @@ final class LiveActivityManager {
         // First end the tracked activity if it exists
         if let currentActivity {
             print("Ending tracked Live Activity: \(currentActivity.id)")
-            await currentActivity.end(nil, dismissalPolicy: .immediate)
+            nonisolated(unsafe) let activity = currentActivity
+            await activity.end(nil, dismissalPolicy: .immediate)
             self.currentActivity = nil
             print("Tracked Live Activity ended successfully")
         }
@@ -200,7 +198,7 @@ final class LiveActivityManager {
         print("🩺 Starting Live Activity health checks")
         healthCheckTimer = Timer.scheduledTimer(withTimeInterval: 30.0, repeats: true) {
             [weak self] _ in
-            Task { @MainActor in
+            Task { @MainActor [weak self] in
                 await self?.performHealthCheck()
             }
         }
@@ -257,7 +255,7 @@ final class LiveActivityManager {
     {
         guard currentActivity != nil else { return }
 
-        Task {
+        Task { @MainActor in
             while currentActivity != nil {
                 let elapsed = Date().timeIntervalSince(session.startTime ?? session.date)
                 await updateLiveActivity(

ios/OpenClimb/Views/AddEdit/AddAttemptView.swift

@@ -458,24 +458,36 @@ struct AddAttemptView: View {
             let difficulty = DifficultyGrade(
                 system: selectedDifficultySystem, grade: newProblemGrade)
 
-            // Save images and get paths
-            var imagePaths: [String] = []
-            for data in imageData {
-                if let relativePath = ImageManager.shared.saveImageData(data) {
-                    imagePaths.append(relativePath)
-                }
-            }
-
             let newProblem = Problem(
                 gymId: gym.id,
                 name: newProblemName.isEmpty ? nil : newProblemName,
                 climbType: selectedClimbType,
                 difficulty: difficulty,
-                imagePaths: imagePaths
+                imagePaths: []
             )
 
             dataManager.addProblem(newProblem)
 
+            if !imageData.isEmpty {
+                var imagePaths: [String] = []
+
+                for (index, data) in imageData.enumerated() {
+                    let deterministicName = ImageNamingUtils.generateImageFilename(
+                        problemId: newProblem.id.uuidString, imageIndex: index)
+
+                    if let relativePath = ImageManager.shared.saveImageData(
+                        data, withName: deterministicName)
+                    {
+                        imagePaths.append(relativePath)
+                    }
+                }
+
+                if !imagePaths.isEmpty {
+                    let updatedProblem = newProblem.updated(imagePaths: imagePaths)
+                    dataManager.updateProblem(updatedProblem)
+                }
+            }
+
             let attempt = Attempt(
                 sessionId: session.id,
                 problemId: newProblem.id,
@@ -1218,24 +1230,36 @@ struct EditAttemptView: View {
             let difficulty = DifficultyGrade(
                 system: selectedDifficultySystem, grade: newProblemGrade)
 
-            // Save images and get paths
-            var imagePaths: [String] = []
-            for data in imageData {
-                if let relativePath = ImageManager.shared.saveImageData(data) {
-                    imagePaths.append(relativePath)
-                }
-            }
-
             let newProblem = Problem(
                 gymId: gym.id,
                 name: newProblemName.isEmpty ? nil : newProblemName,
                 climbType: selectedClimbType,
                 difficulty: difficulty,
-                imagePaths: imagePaths
+                imagePaths: []
             )
 
             dataManager.addProblem(newProblem)
 
+            if !imageData.isEmpty {
+                var imagePaths: [String] = []
+
+                for (index, data) in imageData.enumerated() {
+                    let deterministicName = ImageNamingUtils.generateImageFilename(
+                        problemId: newProblem.id.uuidString, imageIndex: index)
+
+                    if let relativePath = ImageManager.shared.saveImageData(
+                        data, withName: deterministicName)
+                    {
+                        imagePaths.append(relativePath)
+                    }
+                }
+
+                if !imagePaths.isEmpty {
+                    let updatedProblem = newProblem.updated(imagePaths: imagePaths)
+                    dataManager.updateProblem(updatedProblem)
+                }
+            }
+
             let updatedAttempt = attempt.updated(
                 problemId: newProblem.id,
                 result: selectedResult,
@@ -1329,16 +1353,18 @@ struct ProblemSelectionImageView: View {
             return
         }
 
-        DispatchQueue.global(qos: .userInitiated).async {
+        Task {
-            if let data = ImageManager.shared.loadImageData(fromPath: imagePath),
+            let data = await MainActor.run {
-                let image = UIImage(data: data)
+                ImageManager.shared.loadImageData(fromPath: imagePath)
-            {
+            }
-                DispatchQueue.main.async {
+
+            if let data = data, let image = UIImage(data: data) {
+                await MainActor.run {
                     self.uiImage = image
                     self.isLoading = false
                 }
             } else {
-                DispatchQueue.main.async {
+                await MainActor.run {
                     self.hasFailed = true
                     self.isLoading = false
                 }

ios/OpenClimb/Views/AddEdit/AddEditProblemView.swift

@@ -556,21 +556,25 @@ struct AddEditProblemView: View {
 
         let difficulty = DifficultyGrade(system: selectedDifficultySystem, grade: difficultyGrade)
 
-        // Save new image data and combine with existing paths
+        if isEditing, let problem = existingProblem {
-        var allImagePaths = imagePaths
+            var allImagePaths = imagePaths
 
-        // Only save NEW images (those beyond the existing imagePaths count)
+            let newImagesStartIndex = imagePaths.count
-        let newImagesStartIndex = imagePaths.count
+            if imageData.count > newImagesStartIndex {
-        if imageData.count > newImagesStartIndex {
+                for i in newImagesStartIndex..<imageData.count {
-            for i in newImagesStartIndex..<imageData.count {
+                    let data = imageData[i]
-                let data = imageData[i]
+                    let imageIndex = allImagePaths.count
-                if let relativePath = ImageManager.shared.saveImageData(data) {
+                    let deterministicName = ImageNamingUtils.generateImageFilename(
-                    allImagePaths.append(relativePath)
+                        problemId: problem.id.uuidString, imageIndex: imageIndex)
+
+                    if let relativePath = ImageManager.shared.saveImageData(
+                        data, withName: deterministicName)
+                    {
+                        allImagePaths.append(relativePath)
+                    }
                 }
             }
-        }
 
-        if isEditing, let problem = existingProblem {
             let updatedProblem = problem.updated(
                 name: trimmedName.isEmpty ? nil : trimmedName,
                 description: trimmedDescription.isEmpty ? nil : trimmedDescription,
@@ -595,11 +599,32 @@ struct AddEditProblemView: View {
 
                 tags: trimmedTags,
                 location: trimmedLocation.isEmpty ? nil : trimmedLocation,
-                imagePaths: allImagePaths,
+                imagePaths: [],
                 dateSet: dateSet,
                 notes: trimmedNotes.isEmpty ? nil : trimmedNotes
             )
+
             dataManager.addProblem(newProblem)
+
+            if !imageData.isEmpty {
+                var imagePaths: [String] = []
+
+                for (index, data) in imageData.enumerated() {
+                    let deterministicName = ImageNamingUtils.generateImageFilename(
+                        problemId: newProblem.id.uuidString, imageIndex: index)
+
+                    if let relativePath = ImageManager.shared.saveImageData(
+                        data, withName: deterministicName)
+                    {
+                        imagePaths.append(relativePath)
+                    }
+                }
+
+                if !imagePaths.isEmpty {
+                    let updatedProblem = newProblem.updated(imagePaths: imagePaths)
+                    dataManager.updateProblem(updatedProblem)
+                }
+            }
         }
 
         dismiss()

ios/OpenClimb/Views/Detail/ProblemDetailView.swift

@@ -486,16 +486,18 @@ struct ProblemDetailImageView: View {
             return
         }
 
-        DispatchQueue.global(qos: .userInitiated).async {
+        Task {
-            if let data = ImageManager.shared.loadImageData(fromPath: imagePath),
+            let data = await MainActor.run {
-                let image = UIImage(data: data)
+                ImageManager.shared.loadImageData(fromPath: imagePath)
-            {
+            }
-                DispatchQueue.main.async {
+
+            if let data = data, let image = UIImage(data: data) {
+                await MainActor.run {
                     self.uiImage = image
                     self.isLoading = false
                 }
             } else {
-                DispatchQueue.main.async {
+                await MainActor.run {
                     self.hasFailed = true
                     self.isLoading = false
                 }
@@ -550,16 +552,18 @@ struct ProblemDetailImageFullView: View {
             return
         }
 
-        DispatchQueue.global(qos: .userInitiated).async {
+        Task {
-            if let data = ImageManager.shared.loadImageData(fromPath: imagePath),
+            let data = await MainActor.run {
-                let image = UIImage(data: data)
+                ImageManager.shared.loadImageData(fromPath: imagePath)
-            {
+            }
-                DispatchQueue.main.async {
+
+            if let data = data, let image = UIImage(data: data) {
+                await MainActor.run {
                     self.uiImage = image
                     self.isLoading = false
                 }
             } else {
-                DispatchQueue.main.async {
+                await MainActor.run {
                     self.hasFailed = true
                     self.isLoading = false
                 }

ios/OpenClimb/Views/ProblemsView.swift

@@ -32,9 +32,19 @@ struct ProblemsView: View {
             filtered = filtered.filter { $0.gymId == gym.id }
         }
 
-        // Separate active and inactive problems
+        // Separate active and inactive problems with stable sorting
-        let active = filtered.filter { $0.isActive }.sorted { $0.updatedAt > $1.updatedAt }
+        let active = filtered.filter { $0.isActive }.sorted {
-        let inactive = filtered.filter { !$0.isActive }.sorted { $0.updatedAt > $1.updatedAt }
+            if $0.updatedAt == $1.updatedAt {
+                return $0.id.uuidString < $1.id.uuidString  // Stable fallback
+            }
+            return $0.updatedAt > $1.updatedAt
+        }
+        let inactive = filtered.filter { !$0.isActive }.sorted {
+            if $0.updatedAt == $1.updatedAt {
+                return $0.id.uuidString < $1.id.uuidString  // Stable fallback
+            }
+            return $0.updatedAt > $1.updatedAt
+        }
 
         return active + inactive
     }
@@ -261,7 +271,7 @@ struct ProblemsList: View {
     @State private var problemToEdit: Problem?
 
     var body: some View {
-        List(problems) { problem in
+        List(problems, id: \.id) { problem in
             NavigationLink(destination: ProblemDetailView(problemId: problem.id)) {
                 ProblemRow(problem: problem)
             }
@@ -273,8 +283,12 @@ struct ProblemsList: View {
                 }
 
                 Button {
-                    let updatedProblem = problem.updated(isActive: !problem.isActive)
+                    // Use a spring animation for more natural movement
-                    dataManager.updateProblem(updatedProblem)
+                    withAnimation(.spring(response: 0.5, dampingFraction: 0.8, blendDuration: 0.1))
+                    {
+                        let updatedProblem = problem.updated(isActive: !problem.isActive)
+                        dataManager.updateProblem(updatedProblem)
+                    }
                 } label: {
                     Label(
                         problem.isActive ? "Mark as Reset" : "Mark as Active",
@@ -293,6 +307,14 @@ struct ProblemsList: View {
                 .tint(.blue)
             }
         }
+        .animation(
+            .spring(response: 0.5, dampingFraction: 0.8, blendDuration: 0.1),
+            value: problems.map { "\($0.id):\($0.isActive)" }.joined()
+        )
+        .listStyle(.plain)
+        .scrollContentBackground(.hidden)
+        .scrollIndicators(.hidden)
+        .clipped()
         .alert("Delete Problem", isPresented: .constant(problemToDelete != nil)) {
             Button("Cancel", role: .cancel) {
                 problemToDelete = nil
@@ -462,7 +484,7 @@ struct ProblemImageView: View {
     @State private var isLoading = true
     @State private var hasFailed = false
 
-    private static var imageCache: NSCache<NSString, UIImage> = {
+    private static let imageCache: NSCache<NSString, UIImage> = {
         let cache = NSCache<NSString, UIImage>()
         cache.countLimit = 100
         cache.totalCostLimit = 50 * 1024 * 1024  // 50MB
@@ -509,31 +531,28 @@ struct ProblemImageView: View {
             return
         }
 
-        let cacheKey = NSString(string: imagePath)
+        // Load image asynchronously
+        Task { @MainActor in
+            let cacheKey = NSString(string: imagePath)
 
-        // Check cache first
+            // Check cache first
-        if let cachedImage = Self.imageCache.object(forKey: cacheKey) {
+            if let cachedImage = Self.imageCache.object(forKey: cacheKey) {
-            self.uiImage = cachedImage
+                self.uiImage = cachedImage
-            self.isLoading = false
+                self.isLoading = false
-            return
+                return
-        }
+            }
 
-        DispatchQueue.global(qos: .userInitiated).async {
+            // Load image data
             if let data = ImageManager.shared.loadImageData(fromPath: imagePath),
                 let image = UIImage(data: data)
             {
                 // Cache the image
                 Self.imageCache.setObject(image, forKey: cacheKey)
-
+                self.uiImage = image
-                DispatchQueue.main.async {
+                self.isLoading = false
-                    self.uiImage = image
-                    self.isLoading = false
-                }
             } else {
-                DispatchQueue.main.async {
+                self.hasFailed = true
-                    self.hasFailed = true
+                self.isLoading = false
-                    self.isLoading = false
-                }
             }
         }
     }

ios/OpenClimb/Views/SettingsView.swift

@@ -1,3 +1,4 @@
+import HealthKit
 import SwiftUI
 import UniformTypeIdentifiers
 
@@ -16,6 +17,9 @@ struct SettingsView: View {
                 SyncSection()
                     .environmentObject(dataManager.syncService)
 
+                HealthKitSection()
+                    .environmentObject(dataManager.healthKitService)
+
                 DataManagementSection(
                     activeSheet: $activeSheet
                 )
@@ -76,6 +80,10 @@ struct DataManagementSection: View {
     @Binding var activeSheet: SheetType?
     @State private var showingResetAlert = false
     @State private var isExporting = false
+    @State private var isMigrating = false
+    @State private var showingMigrationAlert = false
+    @State private var isDeletingImages = false
+    @State private var showingDeleteImagesAlert = false
 
     var body: some View {
         Section("Data Management") {
@@ -113,6 +121,48 @@ struct DataManagementSection: View {
             }
             .foregroundColor(.primary)
 
+            // Migrate Image Names
+            Button(action: {
+                showingMigrationAlert = true
+            }) {
+                HStack {
+                    if isMigrating {
+                        ProgressView()
+                            .scaleEffect(0.8)
+                        Text("Migrating Images...")
+                            .foregroundColor(.secondary)
+                    } else {
+                        Image(systemName: "photo.badge.arrow.down")
+                            .foregroundColor(.orange)
+                        Text("Fix Image Names")
+                    }
+                    Spacer()
+                }
+            }
+            .disabled(isMigrating)
+            .foregroundColor(.primary)
+
+            // Delete All Images
+            Button(action: {
+                showingDeleteImagesAlert = true
+            }) {
+                HStack {
+                    if isDeletingImages {
+                        ProgressView()
+                            .scaleEffect(0.8)
+                        Text("Deleting Images...")
+                            .foregroundColor(.secondary)
+                    } else {
+                        Image(systemName: "trash")
+                            .foregroundColor(.red)
+                        Text("Delete All Images")
+                    }
+                    Spacer()
+                }
+            }
+            .disabled(isDeletingImages)
+            .foregroundColor(.red)
+
             // Reset All Data
             Button(action: {
                 showingResetAlert = true
@@ -136,6 +186,26 @@ struct DataManagementSection: View {
                 "Are you sure you want to reset all data? This will permanently delete:\n\n• All gyms and their information\n• All problems and their images\n• All climbing sessions\n• All attempts and progress data\n\nThis action cannot be undone. Consider exporting your data first."
             )
         }
+        .alert("Fix Image Names", isPresented: $showingMigrationAlert) {
+            Button("Cancel", role: .cancel) {}
+            Button("Fix Names") {
+                migrateImageNames()
+            }
+        } message: {
+            Text(
+                "This will rename all existing image files to use a consistent naming system across devices.\n\nThis improves sync reliability between iOS and Android. Your images will not be lost, only renamed.\n\nThis is safe to run multiple times."
+            )
+        }
+        .alert("Delete All Images", isPresented: $showingDeleteImagesAlert) {
+            Button("Cancel", role: .cancel) {}
+            Button("Delete", role: .destructive) {
+                deleteAllImages()
+            }
+        } message: {
+            Text(
+                "This will permanently delete ALL image files from your device.\n\nProblems will keep their references but the actual image files will be removed. This cannot be undone.\n\nConsider exporting your data first if you want to keep your images."
+            )
+        }
     }
 
     private func exportDataAsync() {
@@ -148,6 +218,75 @@ struct DataManagementSection: View {
             }
         }
     }
+
+    private func migrateImageNames() {
+        isMigrating = true
+        Task {
+            await MainActor.run {
+                ImageManager.shared.migrateImageNamesToDeterministic(dataManager: dataManager)
+                isMigrating = false
+                dataManager.successMessage = "Image names fixed successfully!"
+            }
+        }
+    }
+
+    private func deleteAllImages() {
+        isDeletingImages = true
+        Task {
+            await MainActor.run {
+                deleteAllImageFiles()
+                isDeletingImages = false
+                dataManager.successMessage = "All images deleted successfully!"
+            }
+        }
+    }
+
+    private func deleteAllImageFiles() {
+        let imageManager = ImageManager.shared
+        let fileManager = FileManager.default
+
+        // Delete all images from the images directory
+        let imagesDir = imageManager.imagesDirectory
+        do {
+            let imageFiles = try fileManager.contentsOfDirectory(
+                at: imagesDir, includingPropertiesForKeys: nil)
+            var deletedCount = 0
+
+            for imageFile in imageFiles {
+                do {
+                    try fileManager.removeItem(at: imageFile)
+                    deletedCount += 1
+                } catch {
+                    print("Failed to delete image: \(imageFile.lastPathComponent)")
+                }
+            }
+
+            print("Deleted \(deletedCount) image files")
+        } catch {
+            print("Failed to access images directory: \(error)")
+        }
+
+        // Delete all images from backup directory
+        let backupDir = imageManager.backupDirectory
+        do {
+            let backupFiles = try fileManager.contentsOfDirectory(
+                at: backupDir, includingPropertiesForKeys: nil)
+            for backupFile in backupFiles {
+                try? fileManager.removeItem(at: backupFile)
+            }
+        } catch {
+            print("Failed to access backup directory: \(error)")
+        }
+
+        // Clear image paths from all problems
+        let updatedProblems = dataManager.problems.map { problem in
+            problem.updated(imagePaths: [])
+        }
+
+        for problem in updatedProblems {
+            dataManager.updateProblem(problem)
+        }
+    }
 }
 
 struct AppInfoSection: View {
@@ -162,7 +301,7 @@ struct AppInfoSection: View {
     var body: some View {
         Section("App Information") {
             HStack {
-                Image("MountainsIcon")
+                Image("AppLogo")
                     .resizable()
                     .frame(width: 24, height: 24)
                 VStack(alignment: .leading) {
@@ -236,7 +375,7 @@ struct ExportDataView: View {
                                 item: fileURL,
                                 preview: SharePreview(
                                     "OpenClimb Data Export",
-                                    image: Image("MountainsIcon"))
+                                    image: Image("AppLogo"))
                             ) {
                                 Label("Share Data", systemImage: "square.and.arrow.up")
                                     .font(.headline)
@@ -815,6 +954,86 @@ struct ImportDataView: View {
     }
 }
 
+struct HealthKitSection: View {
+    @EnvironmentObject var healthKitService: HealthKitService
+    @State private var showingAuthorizationError = false
+    @State private var isRequestingAuthorization = false
+
+    var body: some View {
+        Section {
+            if !HKHealthStore.isHealthDataAvailable() {
+                HStack {
+                    Image(systemName: "heart.slash")
+                        .foregroundColor(.secondary)
+                    Text("Apple Health not available")
+                        .foregroundColor(.secondary)
+                }
+            } else {
+                Toggle(
+                    isOn: Binding(
+                        get: { healthKitService.isEnabled },
+                        set: { newValue in
+                            if newValue && !healthKitService.isAuthorized {
+                                isRequestingAuthorization = true
+                                Task {
+                                    do {
+                                        try await healthKitService.requestAuthorization()
+                                        await MainActor.run {
+                                            healthKitService.setEnabled(true)
+                                            isRequestingAuthorization = false
+                                        }
+                                    } catch {
+                                        await MainActor.run {
+                                            showingAuthorizationError = true
+                                            isRequestingAuthorization = false
+                                        }
+                                    }
+                                }
+                            } else if newValue {
+                                healthKitService.setEnabled(true)
+                            } else {
+                                healthKitService.setEnabled(false)
+                            }
+                        }
+                    )
+                ) {
+                    HStack {
+                        Image(systemName: "heart.fill")
+                            .foregroundColor(.red)
+                        Text("Apple Health Integration")
+                    }
+                }
+                .disabled(isRequestingAuthorization)
+
+                if healthKitService.isEnabled {
+                    VStack(alignment: .leading, spacing: 4) {
+                        Text(
+                            "Climbing sessions will be recorded as workouts in Apple Health"
+                        )
+                        .font(.caption)
+                        .foregroundColor(.secondary)
+                    }
+                }
+            }
+        } header: {
+            Text("Health")
+        } footer: {
+            if healthKitService.isEnabled {
+                Text(
+                    "Each climbing session will automatically be saved to Apple Health as a \"Climbing\" workout with the session duration."
+                )
+            }
+        }
+        .alert("Authorization Required", isPresented: $showingAuthorizationError) {
+            Button("OK", role: .cancel) {}
+        } message: {
+            Text(
+                "Please grant access to Apple Health in Settings to enable this feature."
+            )
+        }
+    }
+}
+
 #Preview {
     SettingsView()
         .environmentObject(ClimbingDataManager.preview)

ios/OpenClimbTests/OpenClimbTests.swift

@@ -326,4 +326,203 @@ final class OpenClimbTests: XCTestCase {
         XCTAssertTrue(hasActiveSession, "Combined sessions should contain active session")
         XCTAssertTrue(hasCompletedSession, "Combined sessions should contain completed session")
     }
+
+    // MARK: - Orphaned Data Cleanup Tests
+
+    func testOrphanedAttemptDetection() throws {
+        // Test that we can detect orphaned attempts (attempts referencing non-existent sessions)
+
+        let validSessionId = UUID()
+        let deletedSessionId = UUID()
+        let validProblemId = UUID()
+
+        // Simulate a list of valid sessions
+        let validSessions = [validSessionId]
+
+        // Simulate attempts - one valid, one orphaned
+        let validAttempt: [String: Any] = [
+            "id": UUID().uuidString,
+            "sessionId": validSessionId.uuidString,
+            "problemId": validProblemId.uuidString,
+            "result": "completed",
+        ]
+
+        let orphanedAttempt: [String: Any] = [
+            "id": UUID().uuidString,
+            "sessionId": deletedSessionId.uuidString,
+            "problemId": validProblemId.uuidString,
+            "result": "completed",
+        ]
+
+        let allAttempts = [validAttempt, orphanedAttempt]
+
+        // Filter to find orphaned attempts
+        let orphaned = allAttempts.filter { attempt in
+            guard let sessionIdString = attempt["sessionId"] as? String,
+                let sessionId = UUID(uuidString: sessionIdString)
+            else {
+                return false
+            }
+            return !validSessions.contains(sessionId)
+        }
+
+        XCTAssertEqual(orphaned.count, 1, "Should detect exactly one orphaned attempt")
+        XCTAssertEqual(orphaned[0]["sessionId"] as? String, deletedSessionId.uuidString)
+    }
+
+    func testOrphanedAttemptRemoval() throws {
+        // Test that orphaned attempts can be properly removed from a list
+
+        let validSessionId = UUID()
+        let deletedSessionId = UUID()
+        let problemId = UUID()
+
+        let validSessions = Set([validSessionId])
+
+        // Create test attempts
+        var attempts: [[String: Any]] = [
+            [
+                "id": UUID().uuidString,
+                "sessionId": validSessionId.uuidString,
+                "problemId": problemId.uuidString,
+                "result": "completed",
+            ],
+            [
+                "id": UUID().uuidString,
+                "sessionId": deletedSessionId.uuidString,
+                "problemId": problemId.uuidString,
+                "result": "failed",
+            ],
+            [
+                "id": UUID().uuidString,
+                "sessionId": validSessionId.uuidString,
+                "problemId": problemId.uuidString,
+                "result": "flash",
+            ],
+        ]
+
+        XCTAssertEqual(attempts.count, 3, "Should start with 3 attempts")
+
+        // Remove orphaned attempts
+        attempts.removeAll { attempt in
+            guard let sessionIdString = attempt["sessionId"] as? String,
+                let sessionId = UUID(uuidString: sessionIdString)
+            else {
+                return true
+            }
+            return !validSessions.contains(sessionId)
+        }
+
+        XCTAssertEqual(attempts.count, 2, "Should have 2 attempts after cleanup")
+
+        // Verify remaining attempts are all valid
+        for attempt in attempts {
+            if let sessionIdString = attempt["sessionId"] as? String,
+                let sessionId = UUID(uuidString: sessionIdString)
+            {
+                XCTAssertTrue(
+                    validSessions.contains(sessionId),
+                    "All remaining attempts should reference valid sessions")
+            }
+        }
+    }
+
+    func testCascadeDeleteSessionWithAttempts() throws {
+        // Test that deleting a session properly tracks all its attempts as deleted
+
+        let sessionId = UUID()
+        let problemId = UUID()
+
+        // Create attempts for this session
+        let sessionAttempts: [[String: Any]] = [
+            [
+                "id": UUID().uuidString, "sessionId": sessionId.uuidString,
+                "problemId": problemId.uuidString,
+            ],
+            [
+                "id": UUID().uuidString, "sessionId": sessionId.uuidString,
+                "problemId": problemId.uuidString,
+            ],
+            [
+                "id": UUID().uuidString, "sessionId": sessionId.uuidString,
+                "problemId": problemId.uuidString,
+            ],
+        ]
+
+        XCTAssertEqual(sessionAttempts.count, 3, "Session should have 3 attempts")
+
+        // Simulate tracking deletions
+        var deletedItems: [String] = []
+
+        // Add session to deleted items
+        deletedItems.append(sessionId.uuidString)
+
+        // Add all attempts to deleted items
+        for attempt in sessionAttempts {
+            if let attemptId = attempt["id"] as? String {
+                deletedItems.append(attemptId)
+            }
+        }
+
+        XCTAssertEqual(deletedItems.count, 4, "Should track 1 session + 3 attempts as deleted")
+        XCTAssertTrue(deletedItems.contains(sessionId.uuidString), "Should track session deletion")
+
+        // Verify all attempt IDs are tracked
+        let attemptIds = sessionAttempts.compactMap { $0["id"] as? String }
+        for attemptId in attemptIds {
+            XCTAssertTrue(
+                deletedItems.contains(attemptId), "Should track attempt \(attemptId) deletion")
+        }
+    }
+
+    func testDataIntegrityValidation() throws {
+        // Test data integrity validation logic
+
+        let gymId = UUID()
+        let sessionId = UUID()
+        let problemId = UUID()
+
+        // Valid data setup
+        let gyms = [gymId]
+        let sessions = [(id: sessionId, gymId: gymId)]
+        let problems = [(id: problemId, gymId: gymId)]
+        let attempts = [
+            (id: UUID(), sessionId: sessionId, problemId: problemId),
+            (id: UUID(), sessionId: sessionId, problemId: problemId),
+        ]
+
+        // Validate that all relationships are correct
+        let validGyms = Set(gyms)
+        let validSessions = Set(sessions.map { $0.id })
+        let validProblems = Set(problems.map { $0.id })
+
+        // Check sessions reference valid gyms
+        for session in sessions {
+            XCTAssertTrue(validGyms.contains(session.gymId), "Session should reference valid gym")
+        }
+
+        // Check problems reference valid gyms
+        for problem in problems {
+            XCTAssertTrue(validGyms.contains(problem.gymId), "Problem should reference valid gym")
+        }
+
+        // Check attempts reference valid sessions and problems
+        for attempt in attempts {
+            XCTAssertTrue(
+                validSessions.contains(attempt.sessionId), "Attempt should reference valid session")
+            XCTAssertTrue(
+                validProblems.contains(attempt.problemId), "Attempt should reference valid problem")
+        }
+
+        // Test integrity check passes
+        let hasOrphanedSessions = sessions.contains { !validGyms.contains($0.gymId) }
+        let hasOrphanedProblems = problems.contains { !validGyms.contains($0.gymId) }
+        let hasOrphanedAttempts = attempts.contains {
+            !validSessions.contains($0.sessionId) || !validProblems.contains($0.problemId)
+        }
+
+        XCTAssertFalse(hasOrphanedSessions, "Should not have orphaned sessions")
+        XCTAssertFalse(hasOrphanedProblems, "Should not have orphaned problems")
+        XCTAssertFalse(hasOrphanedAttempts, "Should not have orphaned attempts")
+    }
 }

ios/SessionStatusLive/SessionStatusLiveLiveActivity.swift

@@ -5,8 +5,8 @@ import ActivityKit
 import SwiftUI
 import WidgetKit
 
-struct SessionActivityAttributes: ActivityAttributes {
+struct SessionActivityAttributes: ActivityAttributes, Sendable {
-    public struct ContentState: Codable, Hashable {
+    public struct ContentState: Codable, Hashable, Sendable {
         var elapsed: TimeInterval
         var totalAttempts: Int
         var completedProblems: Int