diff --git a/server/entity/Media.ts b/server/entity/Media.ts
index 25609c58..8737ad0e 100644
--- a/server/entity/Media.ts
+++ b/server/entity/Media.ts
@@ -206,6 +206,19 @@ class Media {
     Object.assign(this, init);
   }
 
+  public resetServiceData(): void {
+    this.serviceId = null;
+    this.serviceId4k = null;
+    this.externalServiceId = null;
+    this.externalServiceId4k = null;
+    this.externalServiceSlug = null;
+    this.externalServiceSlug4k = null;
+    this.ratingKey = null;
+    this.ratingKey4k = null;
+    this.jellyfinMediaId = null;
+    this.jellyfinMediaId4k = null;
+  }
+
   @AfterLoad()
   public setPlexUrls(): void {
     const { machineId, webAppUrl } = getSettings().plex;
diff --git a/server/lib/watchlistsync.ts b/server/lib/watchlistsync.ts
index 7ec976b9..8afea0df 100644
--- a/server/lib/watchlistsync.ts
+++ b/server/lib/watchlistsync.ts
@@ -70,13 +70,33 @@ class WatchlistSync {
       response.items.map((i) => i.tmdbId)
     );
 
+    const watchlistTmdbIds = response.items.map((i) => i.tmdbId);
+
+    const requestRepository = getRepository(MediaRequest);
+    const existingAutoRequests = await requestRepository
+      .createQueryBuilder('request')
+      .leftJoinAndSelect('request.media', 'media')
+      .where('request.requestedBy = :userId', { userId: user.id })
+      .andWhere('request.isAutoRequest = true')
+      .andWhere('media.tmdbId IN (:...tmdbIds)', { tmdbIds: watchlistTmdbIds })
+      .getMany();
+
+    const autoRequestedTmdbIds = new Set(
+      existingAutoRequests
+        .filter((r) => r.media != null)
+        .map((r) => `${r.media.mediaType}:${r.media.tmdbId}`)
+    );
+
     const unavailableItems = response.items.filter(
-      // If we can find watchlist items in our database that are also available, we should exclude them
       (i) =>
+        !autoRequestedTmdbIds.has(
+          `${i.type === 'show' ? MediaType.TV : MediaType.MOVIE}:${i.tmdbId}`
+        ) &&
         !mediaItems.find(
           (m) =>
             m.tmdbId === i.tmdbId &&
-            ((m.status !== MediaStatus.UNKNOWN && m.mediaType === 'movie') ||
+            (m.status === MediaStatus.BLOCKLISTED ||
+              (m.status !== MediaStatus.UNKNOWN && m.mediaType === 'movie') ||
               (m.mediaType === 'tv' && m.status === MediaStatus.AVAILABLE))
         )
     );
diff --git a/server/routes/media.ts b/server/routes/media.ts
index 8f52efae..b83f9dd0 100644
--- a/server/routes/media.ts
+++ b/server/routes/media.ts
@@ -174,7 +174,12 @@ mediaRoutes.delete(
         where: { id: Number(req.params.id) },
       });
 
-      await mediaRepository.remove(media);
+      if (media.status === MediaStatus.BLOCKLISTED) {
+        media.resetServiceData();
+        await mediaRepository.save(media);
+      } else {
+        await mediaRepository.remove(media);
+      }
 
       return res.status(204).send();
     } catch (e) {