Claire Smilow helped BoxGroup make a roughly $1 billion return on Cursor. Now she’s scouting college campuses for the next generation of founders

Source: Fortune ·

Claire Smilow helped BoxGroup make a roughly $1 billion return on Cursor. Now she’s scouting college campuses for the next generation of founders

BoxGroup partner Claire Smilow delivered a massive return for her firm after betting early on Gen Z-led company Cursor. She’s scouting the next big thing at Havard and MIT.

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Claire Smilow has spent years scouting talented people before they become the next big thing in tech. That instinct paid off in 2019, when she was blown away by a sophomore at MIT who already had a strategic and commercial vision. Smilow played the long game in seeing his talents through—and it led to a billion-dollar payoff. The investor first met Michael Truell while conducting case study interviews for her student VC firm, Dorm Room Fund. At the time, Truell hadn’t founded a company; but three years later, the venture capitalist persuaded her firm, BoxGroup, to invest in the Gen Z engineering savant’s adolescent business. The firm poured $750,000 into the recent graduate’s little-known start-up: an AI coding company called Cursor. And a couple follow-on checks and a few years later, Cursor swelled into an industry sensation, with SpaceX eventually acquiring the business for $60 billion in 2026—a deal estimated to drive $1 billion in returns to BoxGroup. That bet cemented Smilow as…

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