My worst jobs (chronological order):
1) During high school I worked at a summer day camp. Just prior to summer, before the kids arrived, I would get assigned all the crappy jobs. One year, I had to sand the scuff marks off our white bottomed pool that a bunch of skaters had messed up. I was burnt to a crisp crouching in the pool for hours on end.
2) Just after college before I started teaching in the fall, I took a job at a fabric treatment (Scotch-guard and flame retardant) plant. My job was to climb up in the sprayers and clean the heads. Then I was to roll the fabric that was coming out of the sprayers onto rolls and load them into the delivery van. I would spend the rest of my day sitting in traffic throughout Southern California waiting to deliver fabric to garment, furniture, and interior design businesses.
3) This summer, I worked at the county fairgrounds in the maintenance department. I did a little of everything: unplugging toilets, hauling trash to the dumpster, cleaning out the drain traps from food row after the county fair, shoveling horse/cow/pig manure out of clogged drains, and assisting carnies with landscaping as they set up camp. I also got to do some cool stuff like drive a tractor, a 4x4, a forklift, and a water truck.