Sometimes I think I would enjoy being an artist of some sort - an actor or a writer - to make my living. It just seems like the work would be more rewarding in and of itself than software tends to be. However, it's the peripheral stuff that would really get to me. In software, you learn someone's business, write or fix their software, move on and repeat (sticking around for anywhere from months to years at a time). Deal with a few people, network a bit, but mostly it's the programming you have to worry about. Making a living as an artist is maybe 10% about the art. The remaining 90% is about networking, politics, publicity, advertising - all the most exhausting and sleazy things I can imagine. I don't think that would suit me. Even if an agent did most of it for me, it's not their job to allow me to avoid any public appearances. Quite the opposite. I don't feel like I would do well.
Mokalus of Borg
PS - I know I'm making excuses.
PPS - Mostly that's because risk is terrifying and the potential downfall is catastrophic.