Andy Samberg din't ask his boss

When he was 20-something and new at Saturday Night Live, Andy Samberg never told producer Lorne Michaels what he was doing until he handed him a tape of a short film he made with a borrowed camera. Andy has since then made lots of digital shorts.

I almost never asked for permission to do something, unless I needed the company to invest (like when I set up a lab at Cognizant). Simple reason: doing it was good for the customer and therefore for the company and employees. And "If you don't ask your boss, he can't say No." (quoted in the book Culturematic).