Playlists not syncing automatically

I have a "top 50 - last 4 weeks" playlist set up to sync automatically. This is the only playlist i have set up to sync (using just 1 of the 3 limited slots for synced playlists).

It was working all right till about 2-3 weeks ago when it simply stopped syncing automatically. Now i have to manually disable and enable it again to make it update on Spotify and even then it updates only once and doesn't sync each night.

I wonder if others are facing this too...