Drew Houston is the co-founder and CEO of Dropbox and an active angel investor who backs companies solving real workflow. See portfolio and contact routes.
Drew Houston is the co-founder and CEO of Dropbox and an active angel investor who backs companies solving real workflow problems, especially in developer tools and productivity[1][2]. His investment thesis targets Pre-seed and Seed stages, primarily within the Consumer Internet and Enterprise sectors, with a focus on cloud-first companies[1][9]. Houston typically writes checks between $10,000 and $50,000, with a sweet spot around $25,000, and has made approximately 35 to 37 recorded investments[1][3]. Notable portfolio companies include Gusto, Scale AI, Pilot, and Superhuman, all early-stage ventures in productivity and enterprise infrastructure[1][7]. He is known for a cloud-first, workflow-oriented point of view, emphasizing tools that streamline how developers and teams operate[1]. While he does not publish extensive public writing on investing, his portfolio pattern reveals a consistent preference for infrastructure and productivity software that addresses tangible operational friction[1].
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