If Wexit occurs, is admitting AB + SK for PR + DC a politically viable deal?

[Santander]

To be honest, you are delusional if you think Alberta and Saskatchewan would vote R if in the US.

Alberta will vote for whoever is more pro-oil. I don't think that's AOC's party.

[Santander]

Kind of? But Puerto Rico has yet to demonstrate it wants statehood.

Puerto Rico has had two referendums in the past decade, both with statehood winning.

Neither referendum had a majority of voters favoring statehood thanks to boycotts of those nonbinding referendums by opponents.

That's their own fault. In the Developed World, you don't get to boycott an election and then claim it doesn't count.

If Trump knows he's about to lose and tells his supporters not to vote, and then claims the resulting Democratic landslide isn't valid, should we listen?

Presidential elections are binding. (notwithstanding various electoral college technicalities and the like) A nonbinding referendum is, by definition, purely an exercise of political expression/temperature-taking. A boycott is a perfectly valid form of participation in such an exercise.