Originally Posted by js1993

Enroll in Straight to Diamond ASAP and then pay for Ambassador before Dec. 31 so you're guaranteed to be able to renew Ambassador in late 2023, which might, if the trick still works, extend Diamond through 2024.

Right now, Ambassador can be renewed up to 90 days before expiration, but if you buy Amb in Q1 2023 and the 90-day rule changes, your Diamond would expire before you could renew.