Still from Between Two Founders Episode 006

Between Two Founders Episode 006 - Josh Reeves

Episode Summary

Episode 006 of Between Two Founders - Dive into an inspiring conversation between Jeff and Josh Reeves, Co-Founder and CEO of Gusto. Explore how Josh turned Gusto into a category-defining company in HR, payroll, and benefits, with insights from his unconventional leadership journey.

Josh shares behind-the-scenes stories, from taking bold bets to overcome early struggles, to driving across the U.S. in an RV to connect directly with customers. Discover how Gusto grew under his leadership to serve over 400,000 businesses, processing billions in payroll while championing thriving workplace cultures.

Plus in this special episode of Between Two Founders, we launched our partnership with Gusto! Learn more here!

Watch the full video here

Between Two Founders is an enlightening series of fireside chats, hosted by Jeff Seibert of Digits, featuring seasoned founders from VC-backed startups offering rare insights from their journeys, and first-hand experience.

Featured Guest

Josh Reeves
Josh Reeves Co-founder and CEO of Gusto
Josh Reeves is the Co-Founder and CEO of Gusto, a company committed to transforming how businesses handle HR, payroll, and benefits. With a focus on innovation and customer engagement, Josh has been instrumental in expanding Gusto's reach to over 400,000 businesses nationwide. He brings a unique leadership style and a passion for impactful business solutions, supported by a B.S. from Stanford University.

Switch to Digits today

Experience accounting, reimagined.