For purposes of this post, I’m not including what would be considered traditional jobs that included an employment agreement. Some of those included working stadium security at college and professional sporting events (awesome), working in a call center (not awesome), coaching soccer and basketball around the country (awesome), working construction (semi-awesome), serving as a handyman at an apartment complex (surprisingly awesome) and working at a digital marketing agency. The other category that I am not including is selling my own possessions on sites like eBay, Craigslist or OfferUp. I have certainly done this, but don’t really consider it a way of making money since those were mostly items that I purchased then resold for a lower price after I was done with them.
My First Side Hustles | 15-19 Years Old
Purchasing closeout CDs from Columbia House and reselling them
Selling Sound Dampening Products for Car Audio
Shoveling Snow
Selling Sneakers on eBay
Selling Jerseys
Making Money in College | 20-23 Years Old
Ghostwriting books
Selling license plate covers
Repairing iPods and selling them
Cleaning up trash at concerts and festivals
Working stadium security
Buying and flipping my first property
Scalping Tickets at Sporting Events
First Job Years | 24-28 Years Old
Building websites and marketing them
Creating a real estate directory site and charging for leads
Second Property Flip
The Side Hustling Era | 29 Years Old – Present
Renting my car on Turo
Renting our guest house on Airbnb
Completing tasks on Amazon Mechanical Turk
Building websites and marketing them
Driving for Lyft and Uber
Delivering food for Postmates
Delivering packages for Amazon
Taking online surveys for money
Mining Cryptocurrency