How I Almost Gave Up on Reselling (Before Finally Figuring It Out)

I first heard about reselling from my friend Matt who casually mentioned how his wife made $300 selling his old video games on eBay

$300.

That number lit up my brain like a neon sign. At the time, I was secretly experiencing anxiety over drowning in bills—my mortgage, my wife’s student loans, and the endless “surprises” of life with a newborn. Diapers weren’t cheap, and neither was daycare. Reselling felt like a lifeline.  

But there was one problem, unlike Matt’s wife, I didn’t have a closet full of old video games to sell. In fact, I had nothing worth reselling. So I did what any person would do, I fell headfirst into a Google search rabbit hole at 1 a.m. while rocking the baby to sleep.

  • “How to source items for resale cheap.”
  • “Best flipping niches.”
  • “Is dumpster diving legal?”

The more I searched, the more lost I felt. Every self-proclaimed reselling guru had a different “secret sauce”:  

  • “Only buy liquidation pallets!” 
  • “Never touch liquidation pallets!”
  • “You need a $200 scanner app!”
  • “Just stalk yard sales at the crack of dawn!”

I felt paralyzed. What if I wasted money we couldn’t spare? What if I bought junk that wouldn’t sell? What if I got scammed? What if I shipped something wrong and lost it all?

But the bills kept coming and with no regret I dove into the ocean before actually learning how to swim.

My first attempt was a disaster. I had found SpongeBob SquarePants toys on clearance and thought they were an opportunity… only to realize that they were on clearance for a reason. Luckily, I was able to quickly return them.

Then came the low point when I drove 45 minutes to a flea market at 5 a.m., convinced I could find old video games because I had seen a show called Game Chasers on Youtube of people doing that. Two hours later? The only thing I left with was a sunburn. I sat in that parking lot, absolutely defeated and embarrassed. I thought about giving up.

But here’s where it changed

Shortly after my misadventures, I stopped trying to replicate “guru” advice I had seen online and started thinking like a dad on a budget.

  1. No longer was I going to drive around from store to flea markets wasting time and gas. 
  2. I wanted a scrappier and cheaper way to source products.
  3. I learned to spot “safe” inventory. Absolutely no gambling on mystery boxes. No scanners. No pallets. No storage units. No questionable 3 a.m. dumpster diving.
  4. Just common sense and an immutable rule: Never risk more than $10 on an item until I knew what I was doing

The result?

That first month, I made $224. Not life-changing, but enough to cover diapers and a celebratory indoor date night of dinner and Netflix.

Fast-forward to today. I now consistently average $8k a month. Not because I am a genius or because I am special. But because I finally ignored the noise and focused on what worked for my life. I refused to let fear of risk (or ego) stop me from starting small, learning slowly, and prioritizing low-stress and safety over shortcuts.

This is why I am sharing my playbook. There’s no gatekeeping, no hype. I firmly believe that reselling shouldn’t require a trust fund or blind luck. Just a little grit and permission to start small and someone in your corner telling you, “Start here. You’ve got this!”

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