24-year-old turned his side hustle selling sneakers into a $40 million business
Briefly

24-year-old turned his side hustle selling sneakers into a $40 million business
"Whenever an idea pops into Oscar Rachmansky's head, he whips out a notebook or whatever scrap of paper is closest and writes it down. It's a habit you might expect from a Gen Xer or elder millennial clinging to analog comfort. Rachmansky is neither. He's 24, and the company he founded about five years ago generated $40 million in sales revenue in 2025 (confirmed from documents reviewed by Business Insider)."
"Rachmansky launched OS Group in 2019, before he'd turned 20. The company is a B2B wholesaler of branded footwear and streetwear that he bootstrapped from the ground up, he said. What started with sneaker sales out of his bedroom has turned into a team of 30 employees distributing about 25,000 items a month from a large New Jersey warehouse. Rachmansky says he always thought he'd run his own business someday. He just didn't expect it to involve so many sneakers."
Oscar Rachmansky founded OS Group in 2019 before turning 20 and grew it into a B2B wholesaler of branded footwear and streetwear. The company generated $40 million in sales revenue in 2025. OS Group operates from a large New Jersey warehouse, distributes about 25,000 items monthly, and employs roughly 30 people. The business began with sneaker sales from a bedroom and was bootstrapped from the ground up. Rachmansky built the company by targeting inefficiencies in sneaker supply chains and thrived during market downturns. He aims to expand OS Group beyond footwear into full-service B2B industry solutions. He has an entrepreneurial habit of recording ideas and showed early initiative with ventures such as a childhood sunflower seed stand.
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