That it’s always a terrible idea but once in a while it works out. Those are survivorship bias though. The vast majority end very poorly but you usually don’t hear about them.
If you’re being admonished for hitting on girls at the office, you’re gonna get fired. They just need documented evidence that they told you to stop, so they can have an open-and-shut case should you sue.
How is that not retirement? You’d be doing whatever you want with no pressure. If monetizing a hobby is what you want, that’s not a job.
I would do the same thing and I can’t wait. I’m 49 and hoping to retire at 55.