Fintech Leaders

Josh Reeves, CEO of Gusto – Building a $9.6 Billion Company to Serve Small Businesses


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[Original air date, October 10, 2023]  Miguel Armaza sits down with Josh Reeves, CEO & Co-Founder of Gusto, one of the largest HR & Payroll companies in the US, focused on serving small and medium-sized businesses. In addition to HR, payroll, and benefits, Gusto is a strong player of embedded fintech solutions and in 2023 announced a very large partnership with JPM Chase.

Founded in 2011, Gusto now serves over 300,000 businesses in the US and in 2022 Gusto had revenues of more than $500 million dollars. They are backed by General Catalyst, YC, Kleiner Perkins, Obvious Ventures, Felicis, Ribbit, CapitalG, Altimeter, and a very long list of fintech investors.

We discuss:

  • Finding Product-market fit in the highly complex SMB sector 
  • Becoming a strategic partner and building the people platform for small businesses
  • Lessons from building and launching Gusto’s embedded fintech strategy
  • How Gusto built a structured and scalable hiring process
  • Insights and learnings from the evolving role of CEO… and a lot more!

Want more podcast episodes? Join me and follow Fintech Leaders today on Apple, Spotify, or your favorite podcast app for weekly conversations with today’s global leaders that will dominate the 21st century in fintech, business, and beyond.

Do you prefer a written summary? Check out the Fintech Leaders newsletter and join ~70,000+ readers and listeners worldwide!

Miguel Armaza is Co-Founder and General Partner of Gilgamesh Ventures, a seed-stage investment fund focused on fintech in the Americas. He also hosts and writes the Fintech Leaders podcast and newsletter.

Miguel on LinkedIn: https://bit.ly/3nKha4Z

Miguel on Twitter: https://bit.ly/2Jb5oBc

Fintech Leaders Newsletter: bit.ly/3jWIp

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Fintech LeadersBy Miguel Armaza

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