diff --git a/starpunk/media.py b/starpunk/media.py
index e1fd534..fa39717 100644
--- a/starpunk/media.py
+++ b/starpunk/media.py
@@ -4,8 +4,10 @@ Media upload and management for StarPunk
 Per ADR-057 and ADR-058:
 - Social media attachment model (media at top of note)
 - Pillow-based image optimization
-- 10MB max file size, 4096x4096 max dimensions
-- Auto-resize to 2048px for performance
+- 50MB max upload, 10MB max output (v1.4.0)
+- Image variants: thumb, small, medium, large (v1.4.0)
+- Tiered resize strategy based on input size (v1.4.0)
+- 4096x4096 max dimensions
 - 4 images max per note
 """
 
@@ -594,9 +596,10 @@ def get_note_media(note_id: int) -> List[Dict]:
 
 def delete_media(media_id: int) -> None:
     """
-    Delete media file and database record
+    Delete media file, variants, and database record
 
     Per Q8: Cleanup orphaned files
+    Per v1.4.0: Also cleanup variant files
 
     Args:
         media_id: Media ID to delete
@@ -611,15 +614,38 @@ def delete_media(media_id: int) -> None:
         return
 
     media_path = row[0]
+    media_dir = Path(current_app.config.get('DATA_PATH', 'data')) / 'media'
 
-    # Delete database record (cascade will delete note_media entries)
+    # Get variant paths before deleting (v1.4.0)
+    variant_rows = db.execute(
+        "SELECT path FROM media_variants WHERE media_id = ?",
+        (media_id,)
+    ).fetchall()
+
+    # Delete database record (cascade will delete media_variants and note_media entries)
     db.execute("DELETE FROM media WHERE id = ?", (media_id,))
     db.commit()
 
-    # Delete file from disk
-    media_dir = Path(current_app.config.get('DATA_PATH', 'data')) / 'media'
-    full_path = media_dir / media_path
+    # Delete files from disk (best-effort cleanup)
+    deleted_count = 0
 
-    if full_path.exists():
-        full_path.unlink()
-        current_app.logger.info(f"Deleted media file: {media_path}")
+    # Delete original file
+    full_path = media_dir / media_path
+    try:
+        if full_path.exists():
+            full_path.unlink()
+            deleted_count += 1
+    except OSError as e:
+        current_app.logger.warning(f"Failed to delete media file {media_path}: {e}")
+
+    # Delete variant files (v1.4.0)
+    for variant_row in variant_rows:
+        variant_path = media_dir / variant_row[0]
+        try:
+            if variant_path.exists():
+                variant_path.unlink()
+                deleted_count += 1
+        except OSError as e:
+            current_app.logger.warning(f"Failed to delete variant file {variant_row[0]}: {e}")
+
+    current_app.logger.info(f"Deleted media {media_id}: {deleted_count} file(s) removed from disk")