Assuming Dems have a federal trifecta, I'd be dismayed (but, knowing democrats, not overly shocked) if DC and PR aren't states by summer's end (assuming no weird court challenges to DC and assuming the PR referendum passes). If it'll happen at all, the end of the year's probably more or less a deadline, because I imagine it'd be a bit of a hassle to redo redistricting after new states are added.
This is why if Democrats want to do USVI and some of the Pacific islands they need to let governors Bryan, Guerrero, and others know now so they can get a referendum voted on before next fall.
