Daniel L. Rosensweig is an angel investor and the Executive Chairman of Chegg. See sector focus and contact routes.
Daniel L. Rosensweig is an angel investor and the Executive Chairman of Chegg, a student services company he previously led as CEO and President. His executive background includes serving as Yahoo’s Chief Operating Officer from 2002 to 2007 and leading CNET Networks and ZDNet earlier in his career. As an angel investor, he has made approximately 16 to 19 personal investments in promising companies, typically acquiring equity. His investment activity spans sectors like leisure (e.g., Unrivaled Basketball) and media (e.g., Classic Football Shirts), with recent deals in 2024. While specific check sizes and lead/follow behavior are not publicly documented, his portfolio includes notable exits such as SurveyMonkey, which he exited in September 2018. His portfolio companies include Chegg, Rent the Runway (where he serves on the board), Adobe (as an independent director), and Birchbox. Rosensweig does not appear to have published distinctive public writing or a stated investment thesis beyond his operational roles and board memberships.
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