Trump’s a classic liberal with a concern that the economy not totally crater. There are lots of those in NY.
Look at his donations record over the years: Ted Kennedy, Harry Reid, and other primarily Democrat pols. Those few times he has supported the GOP it has been the closet Democrats, like Charlie Crist, Arlen Specter and Mark Kirk.
The best we can hope for is that he become some sort of Palin Democrat who helps raise money from his rich pals in NY and FL. His prime political handler is a liberal Democrat operative, so that is unlikely, and more likely he’d help Obama by entering the race as a spoiler. But if Palin can woo him enough to keep him from doing that she’ll have done a mighty deed.