Best job: Local Irish musician. Current work. I repented, quit my job, and slacked off...praise "Bob". Now I actually make money doing what I did as a hobby for 10 years. My husband is a Linux C programmer who did the same, his "lust for the machine" just kind of transformed itself into a roof over our head and lots of play money. His mom told him to do for a living what he would do for free and he translated that attitude into an awesome life; now he's helping me do the same.
My worst job was retail assistant manager under a total jerk who replaced the old manager. I held my ground and saved 2 grand before repenting and buggering off to Ireland for a month. Oddly enough, the job as graveyard shift security guard in a homeless shelter I had before that, had some interesting psychological rewards, though the pay was near nothing.