Josh Reeves, Angel Investor

Josh Reeves is the Co‑Founder and CEO of Gusto, where he has led the company since 2011 with a mission to empower a better life. Under his leadership, Gusto has transformed payroll, HR, and benefits into simple, personal experiences for businesses and employees. Known for his long‑term vision, Josh continues to build Gusto as a platform that fosters community and financial well‑being. Earlier in his career, Josh focused on creating products that simplify complex business tasks, emphasizing customer service and organizational culture. His leadership reflects a commitment to building companies that combine technology with empathy, helping teams thrive while scaling sustainably. As an angel investor, Josh has made about 15 investments with a focus on SaaS, fintech, and productivity platforms. Recent investments include Owner, Aside, Dashworks, and Almanac, highlighting his interest in supporting founders who are building tools that empower businesses and individuals alike.