diff --git a/allstarr/Controllers/JellyfinController.cs b/allstarr/Controllers/JellyfinController.cs
index c46c425..02916cd 100644
--- a/allstarr/Controllers/JellyfinController.cs
+++ b/allstarr/Controllers/JellyfinController.cs
@@ -1815,6 +1815,25 @@ public class JellyfinController : ControllerBase
             {
                 _logger.LogInformation("🔧 Ensuring session exists for device: {DeviceId} ({Client} {Version})", deviceId, client, version);
                 
+                // First, check if a session exists for this device
+                try
+                {
+                    var (sessionsResult, sessionsStatus) = await _proxyService.GetJsonAsync($"Sessions?deviceId={deviceId}", null, Request.Headers);
+                    if (sessionsResult != null && sessionsStatus == 200)
+                    {
+                        var sessions = sessionsResult.RootElement;
+                        _logger.LogInformation("📊 Jellyfin sessions for device {DeviceId}: {Sessions}", deviceId, sessions.GetRawText());
+                    }
+                    else
+                    {
+                        _logger.LogWarning("⚠ Could not query sessions ({StatusCode})", sessionsStatus);
+                    }
+                }
+                catch (Exception ex)
+                {
+                    _logger.LogWarning(ex, "Failed to query sessions");
+                }
+                
                 // Post capabilities - Jellyfin will match this to the authenticated session by device ID
                 // The query parameters tell Jellyfin what this device can do
                 var capabilitiesEndpoint = $"Sessions/Capabilities/Full";
@@ -1832,8 +1851,17 @@ public class JellyfinController : ControllerBase
                     };
                     
                     var capabilitiesJson = JsonSerializer.Serialize(capabilities);
+                    _logger.LogInformation("📤 Posting capabilities: {Json}", capabilitiesJson);
                     var (capResult, capStatus) = await _proxyService.PostJsonAsync(capabilitiesEndpoint, capabilitiesJson, Request.Headers);
                     _logger.LogInformation("✓ Session capabilities posted ({StatusCode})", capStatus);
+                    
+                    // Check sessions again after posting capabilities
+                    var (sessionsResult2, sessionsStatus2) = await _proxyService.GetJsonAsync($"Sessions?deviceId={deviceId}", null, Request.Headers);
+                    if (sessionsResult2 != null && sessionsStatus2 == 200)
+                    {
+                        var sessions2 = sessionsResult2.RootElement;
+                        _logger.LogInformation("📊 Jellyfin sessions AFTER capabilities: {Sessions}", sessions2.GetRawText());
+                    }
                 }
                 catch (Exception ex)
                 {