Career: Pick something that you would never want to retire from.

Quick Cash: College-Town or Beach/Tourist Resort bartenders or any bar with a lot of volume and a lot of drunks. Couple of hundred $$ per night, all cash. Older folks (not college students) seem to have good luck getting these jobs because their older and therefore supposedly more responsible. Hippie's don't tip too well, so avoid that scene. Gay bars typically have a higher tip ratio than most others, and there is typically less trouble... I hear.