Discover Weeky hasn’t updated in 6 months, since I switched to a family plan and had my account and songs migrated. I’ve tried logging out and back in and unfollowing and re-following the Discover Weekly playlist without success.
Let's try heading to Browse > Discover, and follow the Discover Weekly playlist from there.
As your music and playlists were migrated from a different account, you could have two different Discover Weekly playlists. One that was moved from the previous account that won't update anymore, and one that is generated for the new account a few weeks after you started to use it.
Keep us posted.
“Music acts like a magic key, to which the most tightly closed heart opens.” ― Maria Augusta von Trapp