Cuban used to be cool, now he's a guy who doesn't know what he wants to be when he grows up. It's almost as if he is jealous that Trump could actually win the presidency and he wants to try the same.
There is one path to the presidency and Cuban won't win it. He isn't going to win the Rustbelt and his anti-Trump efforts and poor judgement that the "sky will fall if Trump wins" doesn't bode well for him, it shows that he is out of touch. He would be mercilessly attacked and would have his life opened up from his pure luckbox timing of the sale of his old company that made him rich, to his rants on the NBA court. That is only the nice stuff. Wait until the secret videos and audio come out, he would cry uncle after a month.
I like him as a sports owner, other than that, I don't have much interest in what he has to say. I'm certain there are quite a few who share this perspective. If NAFTA is dealt with, jobs return in record numbers and tax rates cut while the stock market flies, what is Cuban going to tout as a platform of improvement?
The next election is Trumps to lose as long as he keeps his promises, there is no human who can win if Trump does this. That's my prediction and I'm sticking to it.