diff --git a/Jellyfin.Plugin.MediaCleaner/ScheduledTasks/StaleMediaTask.cs b/Jellyfin.Plugin.MediaCleaner/ScheduledTasks/StaleMediaTask.cs
index 7ce6e78..9aeb85f 100644
--- a/Jellyfin.Plugin.MediaCleaner/ScheduledTasks/StaleMediaTask.cs
+++ b/Jellyfin.Plugin.MediaCleaner/ScheduledTasks/StaleMediaTask.cs
@@ -55,17 +55,24 @@ public sealed class StaleMediaTask : IScheduledTask
 
     Task IScheduledTask.ExecuteAsync(IProgress<double> progress, CancellationToken cancellationToken)
     {
+        if (Configuration.DebugMode)
+        {
+            _logger.LogInformation("--DEBUG MODE ACTIVE--");
+        }
+
+        _logger.LogInformation("-------------------------------------------------");
+        _logger.LogInformation("Starting stale media scan...");
+
         var query = new InternalItemsQuery
         {
             IncludeItemTypes = [BaseItemKind.Movie, BaseItemKind.Series],
             Recursive = true
         };
+
         List<BaseItem> allItems = [.. _libraryManager.GetItemsResult(query).Items];
 
-        if (Configuration.DebugMode)
-        {
-            _logger.LogInformation("Total items found: {AllItems}", allItems);
-        }
+        _logger.LogInformation("Total stale items: {ItemCount}", allItems.Count);
+        _logger.LogInformation("Stale items found: {AllItems}", allItems);
 
         List<BaseItem> series = [.. allItems.Where(item => item.GetBaseItemKind() == BaseItemKind.Series)];
         List<BaseItem> movies = [.. allItems.Where(item => item.GetBaseItemKind() == BaseItemKind.Movie)];
@@ -73,27 +80,33 @@ public sealed class StaleMediaTask : IScheduledTask
         List<BaseItem> staleEpisodes = [.. series.SelectMany(GetStaleEpisodes)];
         List<BaseItem> staleMovies = [.. GetStaleMovies(movies)];
 
+        _logger.LogInformation("-------------------------------------------------");
         _logger.LogInformation("Stale Movies found: {StaleMovies}", staleMovies.Count);
-        if (staleMovies.Count > 0)
+
+        if (staleMovies.Count > 0 && Configuration.DebugMode)
         {
-            _logger.LogInformation("Movies: {Names}", string.Join(", ", staleMovies.Select(movie => movie.Name)));
+            foreach (var movieInfo in staleMovies)
+            {
+                _logger.LogInformation("Movie Info: ID: {Id} | Movie Name: {MovieName}", [movieInfo.Id, movieInfo.Name]);
+            }
         }
 
+        _logger.LogInformation("-------------------------------------------------");
         _logger.LogInformation("Stale Episodes found: {StaleEpisodes}", staleEpisodes.Count);
-        if (staleEpisodes.Count > 0)
+
+        if (staleEpisodes.Count > 0 && Configuration.DebugMode)
         {
             // Firstly figure out the seasons, and then the Series to find the name.
             List<SeriesInfo> seriesInfoList = FindSeriesInfoFromEpisodes(staleEpisodes);
 
             foreach (var seriesInfo in seriesInfoList)
             {
-                if (Configuration.DebugMode)
-                {
-                    _logger.LogInformation("Series Info: ID: {Id} | Series Name: {SeriesName} | Stale Seasons: {Seasons}", [seriesInfo.Id, seriesInfo.SeriesName, string.Join(", ", seriesInfo.Seasons)]);
-                }
+                _logger.LogInformation("Series Info: ID: {Id} | Series Name: {SeriesName} | Stale Seasons: {Seasons}", [seriesInfo.Id, seriesInfo.SeriesName, string.Join(", ", seriesInfo.Seasons)]);
             }
         }
 
+        _logger.LogInformation("-------------------------------------------------");
+
         return Task.CompletedTask;
     }
 
@@ -126,13 +139,19 @@ public sealed class StaleMediaTask : IScheduledTask
 
                 if (mostRecentUserData.LastPlayedDate < DateTime.Now.AddDays(-Configuration.StaleMediaCutoff))
                 {
-                    _logger.LogInformation("Most recent user data last played date is outside of cutoff. Adding to stale movies.");
+                    if (Configuration.DebugMode)
+                    {
+                        _logger.LogInformation("Most recent user data last played date is outside of cutoff. Adding {Movie} to stale movies.", movie);
+                    }
                     staleMovies.Add(movie);
                 }
             }
             else if (movieIsStale)
             {
-                _logger.LogInformation("Movie has no user data and was created outside of cutoff: {DateCreated}", movie.DateCreated);
+                if (Configuration.DebugMode)
+                {
+                    _logger.LogInformation("Movie has no user data and was created outside of cutoff: {DateCreated}", movie.DateCreated);
+                }
                 staleMovies.Add(movie);
             }
         }
@@ -184,6 +203,14 @@ public sealed class StaleMediaTask : IScheduledTask
             ParentId = item.Id,
             Recursive = false
         });
+        if (Configuration.DebugMode)
+        {
+            _logger.LogInformation("-------------------------------------------------");
+            _logger.LogInformation("Debug data for {SeriesName}", item.Name);
+            _logger.LogInformation("-------------------------------------------------");
+        }
+
+        int seasonNumber = 1;
 
         foreach (var season in seasons)
         {
@@ -193,17 +220,18 @@ public sealed class StaleMediaTask : IScheduledTask
                 ParentId = season.Id,
                 Recursive = false
             });
+
             bool seasonHasUserData = episodes.Any(episode => episode.UserData.Count > 0);
             if (seasonHasUserData && Configuration.DebugMode)
             {
-                _logger.LogInformation("Season has user data for episodes: {Episodes}", episodes);
+                _logger.LogInformation("Season {SeasonNumber} has user data.", [seasonNumber]);
                 _logger.LogInformation("-------------------------------------------------");
             }
-            bool seasonIsStale = episodes.All(episode => episode.DateCreated < DateTime.Now.AddDays(-Configuration.StaleMediaCutoff));
-            if (seasonIsStale && Configuration.DebugMode)
+
+            bool seasonCanBeStale = episodes.All(episode => episode.DateCreated < DateTime.Now.AddDays(-Configuration.StaleMediaCutoff));
+            if (seasonCanBeStale && Configuration.DebugMode)
             {
-                _logger.LogInformation("All episodes are outside media cutoff.");
-                _logger.LogInformation("-------------------------------------------------");
+                _logger.LogInformation("All episodes were created outside of media cutoff, all episodes are eligible to be stale.");
             }
 
             if (seasonHasUserData)
@@ -228,7 +256,7 @@ public sealed class StaleMediaTask : IScheduledTask
                     if (mostRecentUserData.LastPlayedDate < DateTime.Now.AddDays(-Configuration.StaleMediaCutoff))
                     {
                         if(Configuration.DebugMode){
-                            _logger.LogInformation("Most Recent User Data Last Played Date is: {LastPlayedDate}. All Episodes are stale.", mostRecentUserData.LastPlayedDate);
+                            _logger.LogInformation("Most recent user data has a last played date of: {LastPlayedDate}. Therefore all episodes are stale. Adding season to stale list.", mostRecentUserData.LastPlayedDate);
                             _logger.LogInformation("-------------------------------------------------");
                         }
 
@@ -238,14 +266,15 @@ public sealed class StaleMediaTask : IScheduledTask
                 }
             }
             // Check for episodes that have gone unwatched for stale media cutoff
-            else if (seasonIsStale)
+            else if (seasonCanBeStale)
             {
                 if(Configuration.DebugMode){
-                    _logger.LogInformation("No user data, adding all episodes as it is outside of cutoff.");
+                    _logger.LogInformation("No user data, and creation date is outside of media cutoff, season is stale.");
                     _logger.LogInformation("-------------------------------------------------");
                 }
                 staleEpisodes.AddRange(episodes);
             }
+            seasonNumber++;
         }
 
         return staleEpisodes;