I worked for a shady evil company, and when they illegally fired me, I never ended up returning a laptop - thinkpad running windoze.
Let’s say I wanted to put Win 8 or similar on it so I can play some video games. What would potentially be barriers to doing this? Said evil company is hopefully going out of business soon, and is a clusterfuck anyway, so they might not end up asking for it back.
“More documentation” is a double-edged sword. Under the BSDs, the documentation is shorter, but better; and much of it is also much less complicated, so you don’t even have to look at it all the time.
It depends.