although apparently the rape thing and being an overall creep was never an issue.

Well that is because the rape or creepiness didn't happen directly to them or an immediate family member. There is no empathy with trump voters.

They don’t seem particularly bright but it seems they’ve done well for themselves in life.

This is such a dangerous combination. Success combined with stupidity seems to breed arrogant people that have never had a deep thought in their entire lives (nor do they believe they need to, given their success). Usually these types defer to some sort of homespun "common sense" no matter the topic at hand.

Not particularly bright but done well for themselves are A LOT of Trump voters.

Makes me think some people really shouldn’t have money.

They do life by the numbers, and if they have a solid start and a stable background they become very detached from the real world, floating in that middle class bubble. They hold opinions that were injected trough media as their own, and don't question them. When the real world pops their bubble, they are very surprised and have to do intense mental gymnastics blaming it on a cat eating immigrants.