When Rick Senko started re-selling used items on eBay, he was “flat broke” — a recently unemployed single father who was desperate to earn enough money to support his 5-year-old son.

That was 2008, and the first item he sold — a cell phone he bought for $35 on Craigslist and flipped on eBay for $75 — felt like discovering a “glitch in the Matrix,” says Senko, now 41 and based in Fort Lauderdale, Florida.

Realizing he could turn a tidy profit by flipping used items online, he went all in. He studied brands and sales trends, exploiting market inefficiencies and often working up to 20 hours a day “just going to the flea market, going to the thrift store, making relationships, studying my craft, learning, listing [items] every single day,” he says.

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What started as a way to make ends meet slowly grew into a reselling empire, bringing in millions of dollars a year in sales as one of eBay’s top sellers. In 2023, Senko started a wholesale business called Technsports that sells up to 5,000 items of used clothing per day to other professional resellers. Technsports brought in more than $6.5 million in 2024 revenue, according to documents reviewed by CNBC Make It.