He said he doesn't really care if he were taxed at like 50% effective rate because he makes enough money to buy whatever he wants anyways. Honestly he's just dumb in a lot of ways.

I don't know him personally so I can't really say, but I used to watch his stuff. I could actually see him being dumb enough to have accidentally put her in a situation where she would reasonably think she'd be Weinsteined, and I could also see him being a sex pest. Doesn't help that he's stubborn enough to defend a Weinstein-looking situation.