Best job: President and CEO of a company that existed purely to put on Science-fiction conventions. Didn't pay worth beans, but it was fun.
Worst job: My current situation. Senior help-desk for remote access for a global network. I have a manager who is an empire-builder and plays favorites (translate: the only people who get raises are a$$-kissers). Recently, we were "acquired" by another company which cost us all our seniority, including vesting in retirement. New company has much worse benefits, and has been laying people off left and right.
As soon as my wife gets out of school though, I'll be shaking the dust of this place from my heels.