That's a long time, it's odd. Before I pass on the info, can you make sure that you're not in Private session and have been listening for a couple of weeks at least? Also, are you following your DW playlist? Try unfollowing and following it back and see if that helps 🙂
If none of this works, can you pass me the Spotify URL of your DW to add that in the info to pass on?
Thanks and let me know if you have more questions!