> When she asked why, he told her. “I don’t like the way women think,” he said. “They haven’t mastered linear thinking.” To prove his point, he explained that his wife could never prioritize her to-do lists properly. And then, as if he was trying to compliment her, he told Tucker she was different. “You’re more male,” he said.

This sounds like something a cartoon villain would say, but there's research that shows that the way men relate to their wives colors how they view women in their workplace. If you're a woman and your boss doesn't respect his wife's intellect, then it's going to be that much harder to make him respect your's.

I dunno where I'm going with this, but, if I were a manager and wanted to date a subordinate, I imagine I could quit, get a another job, and then ask the person out.[1] Is this route not available to an investor? Are they in the position of "permanent boss" to a founder?

This is a good plug for my general advice: make sure your employees have enough time to date outside of work.

[1] I never did this or was in a position to do this. And, speaking from general life experience, I would want someone to shake my shoulders vigorously and tell me "get over it, find someone else, there are plenty of fish in the sea," but people can't always see obvious things like this if/when they fall for someone.

Yeah, this is why I described it as "maybe unfortunate". I do believe there are roles where you will end up being "permanent boss" to a group of people, and short of losing all of your money/influence there's no way out.

A burden of being incredibly wealthy and influential, I suppose.