He's a great guy with a great argument. BUT... I would say that New York and New England have a hell of a lot more in common with Canada (except maybe Quebec) than they do with say, Idaho and Montana. So why not re-align. Oh right, Lincoln killed 850,000 so we can't face the horror of self-determination.
I have a theory that while some of all political stripes want secession in one way or another they still want to control the outgroups.