diff --git a/core/watchlist_scanner.py b/core/watchlist_scanner.py
index c4b778d6..0a6512c2 100644
--- a/core/watchlist_scanner.py
+++ b/core/watchlist_scanner.py
@@ -763,7 +763,7 @@ class WatchlistScanner:
 
             # Return all albums if no cutoff (lookback_period = 'all')
             return albums
-            
+
         except Exception as e:
             logger.error(f"Error getting discography for artist {spotify_artist_id}: {e}")
             return None
diff --git a/database/music_database.py b/database/music_database.py
index 618b1768..4fcda85a 100644
--- a/database/music_database.py
+++ b/database/music_database.py
@@ -3544,13 +3544,19 @@ class MusicDatabase:
             return 0
     
     def clear_wishlist(self) -> bool:
-        """Clear all tracks from the wishlist"""
+        """Clear all tracks from the wishlist and reset scan timestamps so next scan re-discovers everything"""
         try:
             with self._get_connection() as conn:
                 cursor = conn.cursor()
                 cursor.execute("DELETE FROM wishlist_tracks")
+                cleared_count = cursor.rowcount
+                # Reset last_scan_timestamp on all watchlist artists so the next scan
+                # uses the lookback period setting (e.g. "entire discography") instead
+                # of only finding albums released after the old scan date
+                cursor.execute("UPDATE watchlist_artists SET last_scan_timestamp = NULL")
+                reset_count = cursor.rowcount
                 conn.commit()
-                logger.info(f"Cleared {cursor.rowcount} tracks from wishlist")
+                logger.info(f"Cleared {cleared_count} tracks from wishlist, reset scan timestamps on {reset_count} artists")
                 return True
         except Exception as e:
             logger.error(f"Error clearing wishlist: {e}")
diff --git a/web_server.py b/web_server.py
index f0199731..a7f30f88 100644
--- a/web_server.py
+++ b/web_server.py
@@ -11623,9 +11623,15 @@ def set_discovery_lookback_period():
                 INSERT OR REPLACE INTO metadata (key, value, updated_at)
                 VALUES ('discovery_lookback_period', ?, CURRENT_TIMESTAMP)
             """, (period,))
+
+            # When expanding the lookback window (especially to "entire disco"),
+            # reset scan timestamps so the next scan re-discovers older releases
+            # that were filtered out under the previous narrower setting
+            cursor.execute("UPDATE watchlist_artists SET last_scan_timestamp = NULL")
+            reset_count = cursor.rowcount
             conn.commit()
 
-        print(f"✅ Discovery lookback period set to: {period}")
+        print(f"✅ Discovery lookback period set to: {period}, reset scan timestamps on {reset_count} artists")
         return jsonify({"success": True, "period": period})
 
     except Exception as e:
@@ -20153,7 +20159,7 @@ def start_watchlist_scan():
 
                         # Get artist discography using provider-aware method
                         albums = scanner.get_artist_discography_for_watchlist(artist, artist.last_scan_timestamp)
-                        
+
                         if albums is None:
                             scan_results.append(type('ScanResult', (), {
                                 'artist_name': artist.artist_name,