Jesse has founded, operated, and sold multiple technology ventures.
Jesse started Sportsmemorabilia.com, growing it from a raw domain into the world’s largest autograph store and a Top 500 Internet Retailer before its sale to Fanatics.
Before that, he built a direct-to-consumer skincare brand to $48 million in revenue in its first two years, selling it to a direct-marketing conglomerate.
Earlier, he was Co-Founder and CEO of Soho Digital, a $28 million digital agency with more than 200 clients, acquired by a portfolio company of Insight Ventures.
Jesse is also the Founder and CEO of DietSpotlight.com, an Inc. 5000 fastest-growing company whose nutrition content reached more than 140 million visitors.
Jesse has acquired, developed, and sold category-defining domains including Hobbies.com, Boating.com, Yachting.com, and Biking.com.
An active angel investor, Jesse has backed companies including Integral Ad Science (acquired by Vista Equity Partners), Data.World (acquired by ServiceNow), TMRW, Dstillery, and Letterhead.
He was a finalist for the Ernst & Young Entrepreneur of the Year award in Retail and Consumer Products.
Jesse teaches digital marketing at The Wharton School, for YPO chapters worldwide, and through his Instagram (@Jesse.steinn), where he has built an audience of nearly 86,000.
A longtime YPO member, he served as Chapter Chairman and Co-Chaired the 2025 Global Marketing Summit.
Jesse holds an MBA from The Wharton School, an MA in International Studies from the University of Pennsylvania, and a BA with Honors from UC Santa Barbara and Sophia University in Tokyo.
Before his technology ventures, he lived and worked in Tokyo for six years - where his first job was door-to-door sales, in Japanese.
