I have no idea if he even has any desire to ever run for President, but Jeb Bush is a really down to earth cool guy. I had the chance to meet him a few times, including once when I randomly saw him walking down the street in NYC. Nobody even recognized him as the President's brother (Bush was still in office). He stopped and had a few minute conversation with me after I said hi to him.
Sadly his last name will probably ruin any chance he would have of running.