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Good topic.... Trump ran for president largely as a self-promotion gimmick, never expecting, and never wanting to become president.
From the start its been my perception that his goal was to promote himself in such a way that he got millions of new customers buying his products, staying at his hotels, playing golf on his golf courses.... He expected to loose, and wanted to loose, because by loosing he becomes a martyr of all that he claims is wrong. This allowed him to say anything he wanted during the campaign that would make him popular with millions of people would be loyal to him after the election.
If Clinton had been elected, he could continue to attack her endlessly, say\tweet anything he wanted and never have to fullfill any campaign promises. He could claim he lost because the system is corrupt, the media is corrupt, etc, etc, etc. He would not have to prove anything that he says is true. By loosing he could remain in the spotlight in such a way that he had a lot more control, but not have take action.
Trump is a sales guy and promoter, once the deal is done, he hands everything over to others to handle the details. He's the front man, not the guy who runs the show day to day.