Joshua Reeves is the co-founder and Executive Chairman of Gusto, a San Francisco-based cloud payroll and HR platform. See sector focus and contact routes.
Joshua Reeves is the co-founder and Executive Chairman of Gusto, a San Francisco-based cloud payroll and HR platform, while also serving as an active angel investor in early-stage technology startups. He primarily invests at the Pre-seed and Seed stages, focusing on sectors including Analytics, E-commerce, Enterprise, and SaaS, with a geographic emphasis on business solutions. His typical check size is up to $50,000 per deal, leveraging his entrepreneurial background to support early companies. Notable portfolio companies include HelloSign, Simple Habit, Mercury, and Pilot, among others like Titan and Retool. Reeves distinguishes himself by emphasizing that pitch meetings should clearly convey vision, paint a future picture, and demonstrate team quality and progress. He has also publicly advised startups to use a strong 2–5 word tagline and ensure their vision stands out on its own slide.
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