The only drawback to that scenario is that Trump was not some unknown. He has been living in the public eye for decades; if there were any dirt on him, the tabloids would have picked up on it eons ago. Many of the Republicans in the candidate lineup had little name recognition and did not live public lives (political careers notwithstanding).
Exactly what I posted on this forum several times early on when some FReepers where worrying about skeletons in his closet. Plus the fact that he was in NYC, the media capital of the universe.