diff --git a/API/Controllers/JobController.cs b/API/Controllers/JobController.cs
index c68f1c0..3559933 100644
--- a/API/Controllers/JobController.cs
+++ b/API/Controllers/JobController.cs
@@ -137,9 +137,10 @@ public class JobController(PgsqlContext context, ILog Log) : Controller
         Job updateFilesDownloaded =
             new UpdateChaptersDownloadedJob(m, record.recurrenceTimeMs, dependsOnJobs: [retrieveChapters]);
         Job downloadChapters = new DownloadAvailableChaptersJob(m, record.recurrenceTimeMs, dependsOnJobs: [retrieveChapters, updateFilesDownloaded]);
+        Job UpdateCover = new UpdateCoverJob(m, record.recurrenceTimeMs, downloadChapters);
         retrieveChapters.ParentJob = downloadChapters;
         updateFilesDownloaded.ParentJob = retrieveChapters;
-        return AddJobs([retrieveChapters, downloadChapters, updateFilesDownloaded]);
+        return AddJobs([retrieveChapters, downloadChapters, updateFilesDownloaded, UpdateCover]);
     }
 
     /// <summary>
diff --git a/API/Controllers/SettingsController.cs b/API/Controllers/SettingsController.cs
index f6cbd05..2e3dff2 100644
--- a/API/Controllers/SettingsController.cs
+++ b/API/Controllers/SettingsController.cs
@@ -267,4 +267,28 @@ public class SettingsController(PgsqlContext context, ILog Log) : Controller
             return StatusCode(500, e);
         }
     }
+
+    /// <summary>
+    /// Creates a UpdateCoverJob for all Manga
+    /// </summary>
+    /// <response code="200">Array of JobIds</response>
+    /// <response code="500">Error during Database Operation</response>
+    [HttpPost("CleanupCovers")]
+    [ProducesResponseType<string[]>(Status200OK)]
+    [ProducesResponseType<string>(Status500InternalServerError, "text/plain")]
+    public IActionResult CleanupCovers()
+    {
+        try
+        {
+            Tranga.RemoveStaleFiles(context);
+            List<UpdateCoverJob> newJobs = context.Mangas.ToList().Select(m => new UpdateCoverJob(m, 0)).ToList();
+            context.Jobs.AddRange(newJobs);
+            return Ok(newJobs.Select(j => j.JobId));
+        }
+        catch (Exception e)
+        {
+            Log.Error(e);
+            return StatusCode(500, e);
+        }
+    }
 }
\ No newline at end of file
diff --git a/API/Program.cs b/API/Program.cs
index 9be2ed9..a51747e 100644
--- a/API/Program.cs
+++ b/API/Program.cs
@@ -149,7 +149,12 @@ using (IServiceScope scope = app.Services.CreateScope())
 
 TrangaSettings.Load();
 Tranga.StartLogger();
-Tranga.RemoveStaleFiles(app.Services);
+
+using (IServiceScope scope = app.Services.CreateScope())
+{
+    PgsqlContext context = scope.ServiceProvider.GetRequiredService<PgsqlContext>();
+    Tranga.RemoveStaleFiles(context);
+}
 Tranga.JobStarterThread.Start(app.Services);
 //Tranga.NotificationSenderThread.Start(app.Services); //TODO RE-ENABLE
 
diff --git a/API/Schema/Jobs/JobType.cs b/API/Schema/Jobs/JobType.cs
index 4ce607e..2c81f5e 100644
--- a/API/Schema/Jobs/JobType.cs
+++ b/API/Schema/Jobs/JobType.cs
@@ -12,4 +12,5 @@ public enum JobType : byte
     UpdateChaptersDownloadedJob = 6,
     MoveMangaLibraryJob = 7,
     UpdateSingleChapterDownloadedJob = 8,
+    UpdateCoversJob = 9,
 }
\ No newline at end of file
diff --git a/API/Schema/Jobs/UpdateCoverJob.cs b/API/Schema/Jobs/UpdateCoverJob.cs
new file mode 100644
index 0000000..15ed63b
--- /dev/null
+++ b/API/Schema/Jobs/UpdateCoverJob.cs
@@ -0,0 +1,65 @@
+using System.ComponentModel.DataAnnotations;
+using API.Schema.Contexts;
+using Microsoft.EntityFrameworkCore;
+using Microsoft.EntityFrameworkCore.Infrastructure;
+using Newtonsoft.Json;
+
+namespace API.Schema.Jobs;
+
+public class UpdateCoverJob : Job
+{
+    [StringLength(64)] [Required] public string MangaId { get; init; }
+
+    private Manga _manga = null!;
+    
+    [JsonIgnore]
+    public Manga Manga 
+    {
+        get => LazyLoader.Load(this, ref _manga);
+        init => _manga = value;
+    }
+    
+    
+    public UpdateCoverJob(Manga manga, ulong recurrenceMs, Job? parentJob = null, ICollection<Job>? dependsOnJobs = null)
+        : base(TokenGen.CreateToken(typeof(UpdateCoverJob)), JobType.UpdateCoversJob, recurrenceMs, parentJob, dependsOnJobs)
+    {
+        this.MangaId = manga.MangaId;
+        this.Manga = manga;
+    }
+    
+    /// <summary>
+    /// EF ONLY!!!
+    /// </summary>
+    internal UpdateCoverJob(ILazyLoader lazyLoader, string jobId, ulong recurrenceMs, string mangaId, string? parentJobId)
+        : base(lazyLoader, jobId, JobType.UpdateCoversJob, recurrenceMs, parentJobId)
+    {
+        this.MangaId = mangaId;
+    }
+
+    protected override IEnumerable<Job> RunInternal(PgsqlContext context)
+    {
+        bool keepCover = context.Jobs
+            .Any(job => job.JobType == JobType.DownloadAvailableChaptersJob
+                        && ((DownloadAvailableChaptersJob)job).MangaId == MangaId);
+        if (!keepCover)
+        {
+            if(File.Exists(Manga.CoverFileNameInCache))
+                File.Delete(Manga.CoverFileNameInCache);
+            try
+            {
+                Manga.CoverFileNameInCache = null;
+                context.Jobs.Remove(this);
+                context.SaveChanges();
+            }
+            catch (DbUpdateException e)
+            {
+                Log.Error(e);
+            }
+        }
+        else
+        {
+            return [new DownloadMangaCoverJob(Manga, this)];
+        }
+        return [];
+    }
+}
\ No newline at end of file
diff --git a/API/Tranga.cs b/API/Tranga.cs
index 86c9793..85a84b7 100644
--- a/API/Tranga.cs
+++ b/API/Tranga.cs
@@ -32,11 +32,9 @@ public static class Tranga
         Log.Info(TRANGA);
     }
 
-    internal static void RemoveStaleFiles(IServiceProvider serviceProvider)
+    internal static void RemoveStaleFiles(PgsqlContext context)
     {
         Log.Info($"Removing stale files...");
-        using IServiceScope scope = serviceProvider.CreateScope();
-        PgsqlContext context = scope.ServiceProvider.GetRequiredService<PgsqlContext>();
         string[] usedFiles = context.Mangas.Select(m => m.CoverFileNameInCache).Where(s => s != null).ToArray()!;
         string[] extraneousFiles = new DirectoryInfo(TrangaSettings.coverImageCache).GetFiles()
             .Where(f => usedFiles.Contains(f.FullName) == false)