062: The Operators CEO Ryan Durkin

Boston Speaks Up

Guest Ryan Durkin is a serial entrepreneur, operator and product guy who’s interwoven himself into the fabric of Boston’s elite tech talent. Following his latest successful stint serving as head of product at Drizly (sold to Uber for 1.1B), Durkin is now busy building a sports agency for tech professionals in Boston -- The Operators. Durkin’s goal is to represent the top percent of tech talent, and offer them everything that agents provide to professional athletes -- from opening doors and closing deals to creative contracts and fan ownership. Durkin negotiates on their behalf much like a sports agent would, and helps The Operators and founders build strong companies. Durkin is no stranger to startups. He previously founded Wayfund, HeadstoneHub, and OneGoodMeal. Additionally, he was the cofounder of Dailybreak (acquired by Connelly Partners) and was a product manager at Wayfair (pre- and through IPO). We got a chance to catch up with Durkin before he hit the road on his motorcycle for a six-month journey around the country. Enjoy.