I think this is an ESPN issue. When I try to pick up a game from Up Next the ESPN app will frequently tell me I’m not subscribed to ESPN+. If I close the ESPN app and restart it directly it magically remembers my subscription and I’m good to go. I suspect that ESPN borked something in a recent update.
https://www.reddit.com/r/appletv/comments/19bhqpl/i_have_to_login_every_time_i_use_espn_app/

