I think that he would fit in with all of the other lying/cheating/corrupt officials currently holding office and who have held office in the past. I doubt that he would be voted in especially given other uber rich business people who have made the attempt like H Ross Perot. I don't think that Obama is doing a bad job given the mess that he had to clean up after the Bush debacle.
A lot would depend on how Trump related to the American people. There was a HUGE difference, IMHO, when Perot took the stage. You could tell right away that he wasn't about to play the "politics as usual" game. Everything he did was related to conversing with people. He didn't give a rats backside to the political machinery in place. As for an instance, remember he dropped out of the limelight. Many saw this as a negative, and to a degree, it was. But what I got out of that was a man saying he didn't appreciate his family being investigated the way they were, and he was standing up for himself and his family. A noble gesture.
Remember all his Pie Charts? He did something that no other person in my lifetime has ever done. He broke complicated matters down to a layman's point of view. That impressed the snot out of me. Someone hand me a tissue. He promised many times that should he be elected to the office, he'd have many more such informal gatherings with the American people, to keep them abreast of what was happening in Washington. Perot was the epitome of "by the people & for the people".
Money didn't mean much to Perot. And this was evident in how much he spent of his own money to further his campaign. And he spent a good chunk of change doing so. Just look at all the television spots he took out.
Anyway, Perot is gone, and I'm crying. I wish he'd come back. But my point of all this was in the very first line: "A lot would depend on how Trump related to the American people." If Trump emulates the same playing field as Perot, I might just get out there and vote for the second time in my 45 years of living. Perot was my one and only time I felt compelled to vote. Perhaps, Trump will be #2.