7. Skycap
While not as glamorous as being a pilot, skycaps that are up next on our list of weird jobs that make over $100000 a year actually can, and often do, earn more money than some of the airline pilots. Skycaps have descended from redcaps, iconic railway attendants that helped people with their luggage and boarding. Once commercial airlines became viable, it was deemed normal that airports should have their own version of redcaps, so skycaps are born. The basic salary is pretty meager, but what makes this job viable for our list are tips. According to the CNN, a good skycap can easily clear $75,000 to $100,000 a year from tips alone. Not bad for hauling people’s luggage around the airport.