diff --git a/allstarr/Controllers/JellyfinController.cs b/allstarr/Controllers/JellyfinController.cs
index dc91dd9..4e1c0a3 100644
--- a/allstarr/Controllers/JellyfinController.cs
+++ b/allstarr/Controllers/JellyfinController.cs
@@ -2006,6 +2006,7 @@ public class JellyfinController : ControllerBase
             var doc = JsonDocument.Parse(body);
             string? itemId = null;
             string? itemName = null;
+            long? positionTicks = null;
             
             if (doc.RootElement.TryGetProperty("ItemId", out var itemIdProp))
             {
@@ -2016,6 +2017,18 @@ public class JellyfinController : ControllerBase
             {
                 itemName = itemNameProp.GetString();
             }
+            
+            if (doc.RootElement.TryGetProperty("PositionTicks", out var posProp))
+            {
+                positionTicks = posProp.GetInt64();
+            }
+            
+            // Track the playing item for scrobbling on session cleanup
+            var (deviceId, client, device, version) = ExtractDeviceInfo(Request.Headers);
+            if (!string.IsNullOrEmpty(deviceId) && !string.IsNullOrEmpty(itemId))
+            {
+                _sessionManager.UpdatePlayingItem(deviceId, itemId, positionTicks);
+            }
 
             if (!string.IsNullOrEmpty(itemId))
             {
@@ -2050,7 +2063,7 @@ public class JellyfinController : ControllerBase
                     var playbackStart = new
                     {
                         ItemId = itemId,
-                        PositionTicks = doc.RootElement.TryGetProperty("PositionTicks", out var posProp) ? posProp.GetInt64() : 0,
+                        PositionTicks = positionTicks ?? 0,
                         // Let Jellyfin fetch the item details - don't include NowPlayingItem
                     };
                     
@@ -2064,7 +2077,6 @@ public class JellyfinController : ControllerBase
                         _logger.LogInformation("✓ Playback start forwarded to Jellyfin ({StatusCode})", statusCode);
                         
                         // NOW ensure session exists with capabilities (after playback is reported)
-                        var (deviceId, client, device, version) = ExtractDeviceInfo(Request.Headers);
                         if (!string.IsNullOrEmpty(deviceId))
                         {
                             var sessionCreated = await _sessionManager.EnsureSessionAsync(deviceId, client ?? "Unknown", device ?? "Unknown", version ?? "1.0", Request.Headers);
@@ -2155,6 +2167,12 @@ public class JellyfinController : ControllerBase
                 positionTicks = posProp.GetInt64();
             }
             
+            // Track the playing item for scrobbling on session cleanup
+            if (!string.IsNullOrEmpty(deviceId) && !string.IsNullOrEmpty(itemId))
+            {
+                _sessionManager.UpdatePlayingItem(deviceId, itemId, positionTicks);
+            }
+            
             if (!string.IsNullOrEmpty(itemId))
             {
                 var (isExternal, provider, externalId) = _localLibraryService.ParseSongId(itemId);
diff --git a/allstarr/Services/Jellyfin/JellyfinSessionManager.cs b/allstarr/Services/Jellyfin/JellyfinSessionManager.cs
index 382947b..b900e35 100644
--- a/allstarr/Services/Jellyfin/JellyfinSessionManager.cs
+++ b/allstarr/Services/Jellyfin/JellyfinSessionManager.cs
@@ -142,6 +142,21 @@ public class JellyfinSessionManager : IDisposable
             _logger.LogDebug("⚠️ SESSION: Cannot update activity - device {DeviceId} not found", deviceId);
         }
     }
+    
+    /// <summary>
+    /// Updates the currently playing item for a session (for scrobbling on cleanup).
+    /// </summary>
+    public void UpdatePlayingItem(string deviceId, string? itemId, long? positionTicks)
+    {
+        if (_sessions.TryGetValue(deviceId, out var session))
+        {
+            session.LastPlayingItemId = itemId;
+            session.LastPlayingPositionTicks = positionTicks;
+            session.LastActivity = DateTime.UtcNow;
+            _logger.LogDebug("🎵 SESSION: Updated playing item for {DeviceId}: {ItemId} at {Position}", 
+                deviceId, itemId, positionTicks);
+        }
+    }
 
     /// <summary>
     /// Marks a session as potentially ended (e.g., after playback stops).
@@ -230,10 +245,19 @@ public class JellyfinSessionManager : IDisposable
 
             try
             {
-                // Report playback stopped to Jellyfin
-                var stopPayload = JsonSerializer.Serialize(new { });
-                await _proxyService.PostJsonAsync("Sessions/Playing/Stopped", stopPayload, session.Headers);
-                _logger.LogDebug("🛑 SESSION: Reported playback stopped for {DeviceId}", deviceId);
+                // Report playback stopped to Jellyfin if we have a playing item (for scrobbling)
+                if (!string.IsNullOrEmpty(session.LastPlayingItemId))
+                {
+                    var stopPayload = new
+                    {
+                        ItemId = session.LastPlayingItemId,
+                        PositionTicks = session.LastPlayingPositionTicks ?? 0
+                    };
+                    var stopJson = JsonSerializer.Serialize(stopPayload);
+                    await _proxyService.PostJsonAsync("Sessions/Playing/Stopped", stopJson, session.Headers);
+                    _logger.LogInformation("🛑 SESSION: Reported playback stopped for {DeviceId} (ItemId: {ItemId}, Position: {Position})", 
+                        deviceId, session.LastPlayingItemId, session.LastPlayingPositionTicks);
+                }
                 
                 // Notify Jellyfin that the session is ending
                 await _proxyService.PostJsonAsync("Sessions/Logout", "{}", session.Headers);
@@ -500,6 +524,8 @@ public class JellyfinSessionManager : IDisposable
         public DateTime LastActivity { get; set; }
         public required IHeaderDictionary Headers { get; init; }
         public ClientWebSocket? WebSocket { get; set; }
+        public string? LastPlayingItemId { get; set; }
+        public long? LastPlayingPositionTicks { get; set; }
     }
 
     public void Dispose()