The problem with this thinking is that Trump isn't your bestie. He's supposed to be the President...of everyone...not just the Alt-Right. Trump is first and foremost, a showman. Born and raised in a media driven culture. He knows how to spin and charm. Words are superfluous. They can be fabricated. Actions speak louder. And in Trump's case, he is a self-aggrandizing grifter. Someone who has surrounded himself with a clan of fascists running a playbook from the early 1930's in an attempt to return this country to a misty-eyed era that lives mainly in the nostalgic minds of his supporters. Not in any sort of evolved reality. His supporters can't see that the man is just out to line his own pockets and those pockets of his wealthy friends.
I understand why Maher (and Jon Stewart) are trying to strike a conciliatory tone. They just want the madness to stop. Maher just wants to smoke his pot. Stewart sometimes rails against the cottage industry of political humor that he himself helped create.

But the bottom line is that there is no reasoning with Trump or his supporters. That ship has sailed. If Maher is expecting Trump to have some great revelation and a come to Jesus moment.....I hate to be the one to break the news to him that he and his supporters are beyond reason.