Reeves: Gusto's early angels included Systrom, Stoppelman, Shah, and Collison
Josh Reeves · From A Pivot To Building A $9.6 Billion Payroll Company · Y Combinator · Mar 18, 2025 · at 16:25
Josh Reeves, CEO and co-founder of Gusto, discusses the founder peer network he leaned on for operational and scaling advice in the company's early days.
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“Kevin is a friend from college, and Instagram, I mean, he's an investor in Augusto, so, you know, it was fun to talk to him about some of the scaling stuff, but actually, I think, ah, you know this more than anyone, like, tech is pretty broad, so even back then, right, like, was everyone building mobile showing arms? No, like, Jeremy Stauffman from Yelp is one of our angel investors. He's been passionate about small business forever, right? Dharmesh Shah from HubSpot, Cares a lot about small business. He was also one of our angel investors. It was fun to talk to him about how they approached the front office component to this. Max Levchin, PayPal, you know, obviously fintech, and that was, you know, predating that time period. But, like, really cool to talk to him and geek out on how he approached company building. Patrick at Stripe was an angel investor.”
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