President Trump is, and always has been, a Democrat at heart. His only goal is to win. I see him doing something like legalizing marijuana nationwide or pulling troops in from the Middle East right before election night to flip Nevada and Colorado. New Hampshire and 3/4 of Maine would definitely vote for him if he throws a bone to the minarchists like that. Minnesota depends on the Democrats' candidate, though if they're running Elizabeth Warren or some other Midwesterner to try and take back the Great Lakes as I suspect they are, probably not. Probably too early for Connecticut to flip.
The whole legalizing marijuana/pulling the troops thing is actually quite a dark horse discussion going on in Trump supporter circles at the moment.