I wouldn't have started this thread with a different candidate (maybe Bernie), because none of them ran a populist campaign promising everything to everybody and painting themselves as the anti-politician. I called Trump a dumber Obama, and the voters bought into Trump's version of Hope & Change. So yeah, you bringing up Gitmo carries a certain irony to this thread.
The difference of course is that most of the world will highlight Trump's broken promises, while everyone ignored Obama's, and in fact cheered his ineptitude as a success, but then were blasted in the face by the reality of the election. That's what Trump faces, and his blowback will be more severe and more sudden.