Toss up between the time I sold tickets door to door for the women's Olympic volleyball team exhibition game (before the '76 Olympics) and managing a boiler room of telemarketers for a photography studio.
I did sell 2 tickets to the volleyball game, but only because the lady at the door took pity on me. I quit after the first day and never got paid.
The boiler room experience lasted about a month. I really hated this job because we really were preying on a lower middle income class neighborhood selling them a package of 1 plastic 35mm camera, one 8.5 by 11 inch photo and some cheap coupon for $19.95. When a package was sold, we would page (late 80's) a driver we had in the neighborhood who would immediately go to the house and pick up the money so this prevented someone from thinking too long about the sale (buyers remorse). When they would come in to take the photo, they would be hard sold into buying a larger photo package costing somewhere in the neighborhood of $300 to $400. I really needed the money, but I couldn't sleep at night knowing we were taking advantage of people.