diff --git a/Controllers/Managers/CoverArtManager.cs b/Controllers/Managers/CoverArtManager.cs
index 3994299..039049a 100644
--- a/Controllers/Managers/CoverArtManager.cs
+++ b/Controllers/Managers/CoverArtManager.cs
@@ -43,6 +43,31 @@ namespace Icarus.Controllers.Managers
             Console.WriteLine("Nothing wrong here");
             Console.WriteLine($"song cover art id {song.CoverArtId}");
         }
+        public void DeleteCoverArtFromDatabase(CoverArt coverArt, 
+                CoverArtRepository coverArtRepository)
+        {
+            _logger.Info("Attempting to delete cover art from the database");
+            coverArtRepository.DeleteCoverArt(coverArt);
+        }
+        public void DeleteCoverArt(CoverArt coverArt)
+        {
+            try
+            {
+                var stockCoverArtPath = _rootCoverArtPath + "/CoverArt.png";
+                if (!string.Equals(stockCoverArtPath, coverArt.ImagePath, 
+                            StringComparison.CurrentCultureIgnoreCase))
+                {
+                    _logger.Info("Song does not contain the stock cover art");
+                    File.Delete(coverArt.ImagePath);
+                    _logger.Info("Cover art deleted from the database");
+                }
+            }
+            catch (Exception ex)
+            {
+                var msg = ex.Message;
+                _logger.Error(msg, "An error occurred");
+            }
+        }
 
         public CoverArt SaveCoverArt(Song song)
         {
diff --git a/Controllers/Managers/SongManager.cs b/Controllers/Managers/SongManager.cs
index 8e16233..c5f4eb6 100644
--- a/Controllers/Managers/SongManager.cs
+++ b/Controllers/Managers/SongManager.cs
@@ -160,8 +160,10 @@ namespace Icarus.Controllers.Managers
             return successful;
         }
 
-        public void DeleteSong(Song song, SongRepository songStore, AlbumRepository albumStore, 
-		ArtistRepository artistStore, GenreRepository genreStore, YearRepository yearStore)
+        public void DeleteSong(Song song, SongRepository songStore, 
+                AlbumRepository albumStore, ArtistRepository artistStore, 
+                GenreRepository genreStore, YearRepository yearStore, 
+                CoverArtRepository coverStore)
         {
             try
             {
@@ -171,7 +173,12 @@ namespace Icarus.Controllers.Managers
 
                     throw new Exception("Failed to delete the song");
                 }
+                var coverMgr = new CoverArtManager(_config.GetValue<string>(
+                            "CoverArtPath"));
+                var coverArt = coverStore.GetCoverArt(song);
+                coverMgr.DeleteCoverArt(coverArt);
 
+                coverMgr.DeleteCoverArtFromDatabase(coverArt, coverStore);
                 DeleteSongFromDatabase(song, songStore, albumStore, artistStore,
                         genreStore, yearStore);
             }
@@ -799,9 +806,7 @@ namespace Icarus.Controllers.Managers
                 return false;
             }
 
-            var result = DoesSongExistOnFilesystem(song);
-
-            return result;
+            return DoesSongExistOnFilesystem(song);
         }
         private bool DoesSongExistOnFilesystem(Song song)
         {
diff --git a/Controllers/v1/SongDataController.cs b/Controllers/v1/SongDataController.cs
index d778a76..9b2cd6b 100644
--- a/Controllers/v1/SongDataController.cs
+++ b/Controllers/v1/SongDataController.cs
@@ -127,27 +127,11 @@ namespace Icarus.Controllers.V1
         [Authorize("delete:songs")]
         public IActionResult Delete(int id)
         {
-            SongRepository context = HttpContext.RequestServices
-                .GetService(typeof(SongRepository)) as SongRepository;
-
-            AlbumRepository albumStore = HttpContext.RequestServices
-                .GetService(typeof(AlbumRepository)) as AlbumRepository;
-
-            ArtistRepository artistStore = HttpContext.RequestServices
-                .GetService(typeof(ArtistRepository)) as ArtistRepository;
-
-            GenreRepository genreStore = HttpContext.RequestServices
-                .GetService(typeof(GenreRepository)) as GenreRepository;
-
-            YearRepository yearStore = HttpContext.RequestServices
-                .GetService(typeof(YearRepository)) as YearRepository;
-            
-            CoverArtRepository coverArtRepository = HttpContext.RequestServices
-                .GetService(typeof(CoverArtRepository)) as CoverArtRepository;
+            Initialize();
 
             var songMetaData = new Song{ Id = id };
             Console.WriteLine($"Id {songMetaData.Id}");
-            songMetaData = context.GetSong(songMetaData);
+            songMetaData = _songRepository.GetSong(songMetaData);
 
             if (string.IsNullOrEmpty(songMetaData.Title))
             {
@@ -158,8 +142,10 @@ namespace Icarus.Controllers.V1
             {
                 _logger.LogInformation("Starting process of deleting song from the filesystem and database");
 
-                _songMgr.DeleteSong(songMetaData, context, albumStore, 
-                        artistStore, genreStore, yearStore);
+                _songMgr.DeleteSong(songMetaData, _songRepository, 
+                        _albumRepository, _artistRepository,
+                        _genreRepository, _yearRepository, 
+                        _coverArtRepository);
 
                 return Ok();
             }