This as-told-to essay is based on a conversation with Robbie Cartwright, founder of Yorkshire Trainers . It has been edited for length and clarity .

I’ve been selling things since I was a child: candy bars, fidget spinners — you name it.

My middle school had a challenge to see which student could take a small investment of about $10 and make the most profit. I won, selling hooks to hang handbags on. I profited more than $1,000 over the six weeks of the challenge, although it was all for charity.

By the time I was about 14, I was reselling sneakers. Some kids have hobbies or play sports, but I would troll eBay, looking for deals that I could…