What's crazy to me (besides literally everything) is that he's clearly miserable most of the time with this job, he doesn't give a shit about or understand any of the work-related stuff, he's drawing all sorts of legal scrutiny that he would have avoided by just being a regular sketchy rich guy, and he's going to cling to this position like a barnacle anyways.
He could be living out his retirement years golfing, randomly calling in to talk radio, and cruising charity events for women who remind him of his daughter, but nope.