I just got back to back upgrades making me think I need to keep my diamond status when it expires, LOL.
I was upgraded at the Diplomat Hollywood Beach to a corner suite (which rack rate is $5k). They tried like hell to keep me in that room but couldn't. So the 2nd night I was moved to a top floor oceanfront king.
2 weeks later I was upgraded to an oceanfront swim up at the all-inclusive Hilton in Playa Del Carmen. We'll be back there for sure!