Wow, what a cool idea. Really fun to think about.

I would suggest some more consideration for cultural divisions. New York City and Long Island might be their own separate states from the rest of New York. I'm also not sure that all those folks you've put into New England would except the lack of distinction. I could also see a north south devision in Florida. Ah, mythical Cascadia, how you were such a part of my youth (so glad you put that in there). Oh, I also like how New Jersey has remained 'New Jersey'. I could also see the oil companies owning a few states in Alaska.

Is this a 'what if we reorganized everything today' sort of project? Or a 'what if the states developed over time differently than they did'?

Well, you've certainly got my brain humming. Look forward to seeing your revisions.