17-year-old Steven Ortiz used Craigslist to trade up from an old cell phone to a 2000 Porsche Boxter:
Steven started his lucrative journey when his friend gave him an old cell phone – the sort most people would throw away or shove into a junk drawer. He traded that phone for a better phone, which he then traded for an i-Pod touch. He traded that for a series of dirt bikes, a MacBook Pro, and a 1987 Toyota 4Runner.
At the time, Steven was just 15 and unable to drive his new acquisition. So he quickly swapped it out for a souped-up off-road golf cart, another more valuable dirt bike, a streetbike, then a series of cars ending with a 1975 Ford Bronco. He spent a few months enjoying each acquisition before determining he was looking for something else.
Steven made 14 swaps over two years. The Bronco (his second-to-last item) was probably worth more than the Porsche. Someone offered him a locksmith business in exchange for the Ford, but he turned it down to get the Boxter instead.