He has no clue if he is hoping to get the WH in 2020. If she wins it they will make sure no Republican gets in it for generations.
Trump will win this year and 2020 shouldnt be a problem if Trump is half as good in his first term as I think he will be, like Reagan was.
The BIG issue we should all be thinking about is what will it take to get the right guy in 2024 who will finish the job and dismantle most of the unconstitutional federal government and reinstate the Constitution as the Supreme law of the Land and ONLY legal bulwark of political freedom against federal tyranny.
Short of that, The Trump Movement, like the Reagan Revolution, will amount to a mere speed bump on the Highway to Hell.
If Hillary wins, (God help us)...her first request to her hand-set Supreme Court will be to define "natural born citizen" as someone born of one American citizen on American soil.
Game. Set. Match.