Probably the most trouble I got into when I was at Apple was when I emailed a VP directly asking if I could maybe contribute some code (in my own time, on my own hardware, at home) to an open source project.

The VP didn't just say "no", but also ratted me out to like the six managers between me and him, and each manager thought it was a good use of company time to schedule half-hour meetings explaining to me that I needed to go through the proper bureaucratic channels because the VP's time is "extremely valuable". Honestly kind of poisoned the entire job for me.