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Please contribute by sending email to info@theprostituteguide. Below are 32 truly engaging jobs that pay 20 dollars an hour or more, on average, and are relatively quick to train for. Top picks for jobs that pay $20 an hour or more. Plumber This is one of the best-paying jobs that pay $20 an hour out there, and it’s not too hard to get started. The top three jobs that pay over $20 an hour are personal trainer, photographer, and medical equipment repairer.