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I'm also looking to supplement the income from my 9-5. I have a CDL-B, so I'm considering a p/t bus driving gig for the city. That may be an option for you if they're willing to train you. I can't imagine a more laid back gig than driving around in the evenings. Bus driving can be fatiguing, though, so don't take it for granted.
I'm guessing anything in retail, food & beverage, or hospitality.
My roommate was a p/t hockey referee in college. He said they get decent compensation, and often times, it's under the table. Youth baseball leagues should be starting up soon, so there may be opportunities there.
National Guard or Reserves, if you're willing to make that commitment.
Pizza delivery or anything delivery for that matter.
A lot of banks are open longer hours, so they need part timers to fill in the gaps. This is a more white collar option.
Janitorial services at office buildings. They often clean after hours.
Customer Service or Telemarketing
Babysitting
Office Cleaning or other Janitorial Work
Whole Foods, Trader Joe's, Costco or Target
Tutoring
Market Research Surveys
Courier, Deliver Food or other things
PT Limo Driver
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