Roger Dickey is a serial entrepreneur and active angel investor based in San Francisco who previously founded Gigster. See sector focus and contact routes.
Roger Dickey is a serial entrepreneur and active angel investor based in San Francisco who previously founded Gigster, a managed software development marketplace backed by Andreessen Horowitz and Y Combinator, and Made Renovation, a tech-enabled home renovation firm. He invests primarily in consumer companies at the pre-seed and seed stages, with a specific focus on high-ticket SaaS and sectors including real estate and home living. While his typical check size remains undisclosed, he has made over 130 investments, including 11 unicorns, and often serves as an advisor or mentor rather than a lead investor. His notable portfolio companies include Rappi, Opendoor, Boom Supersonic, Docker, and ClassDojo. Dickey holds mentorship roles with the Disney Accelerator and Thiel Fellowship, reflecting his commitment to supporting early-stage founders. He has publicly discussed his investment playbook in interviews, emphasizing market size as the primary criterion for angel investing and noting that Series A represents a hiring decision for startups.
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