I think he will. Americans are fed up apparently and want someone different than the norm.
I personally think he is insane, but the media, both sides, are responsible for this. Every week is a ten second sound clip or the best insult on twitter in 140 characters. Or another story of Benghazi or the failed policies of "insert politician here". Nothing good, no substance.
Trump has simply mastered how to channel that into a campaign. I give him credit for it, but I cant imagine that man as the Commander in Chief