DiscoverIn DepthHow Gusto built a $9.5 billion company by identifying a burning problem
How Gusto built a $9.5 billion company by identifying a burning problem

How Gusto built a $9.5 billion company by identifying a burning problem

Update: 2025-07-01
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Description

Tomer London is the co-founder and Chief Product Officer at Gusto, the payroll and people platform used by over 400,000 businesses. He grew up helping run his dad’s clothing store in Israel — an experience that sparked his mission to build better tools for small business owners. After moving to the US for a PhD at Stanford, he met his co-founders and started Gusto.




In today’s episode, we discuss:



  • Reinventing payroll without any prior experience

  • Why you should hire for humility, not just talent

  • Gusto’s scrappy customer research: cold calling from a walk-in closet

  • Why founders should embrace customer rejection

  • Why “emotional urgency” matters more than polite feedback

  • The weekly co-founder ritual that built trust

  • How Gusto expanded from payroll to a multi-product platform

  • Building products customers actually love

  • And so much more


Referenced:





Where to find Tomer:





Where to find Brett:





Where to find First Round Capital:





Timestamps:


(00:00 ) How a childhood around SMBs shaped Tomer’s founder mindset


(03:24 ) The three things that led to the creation of Gusto


(07:17 ) Hiring for humility, not just talent


(09:28 ) The tug-of-war test for product-market fit


(11:58 ) Why founders should actively seek rejection


(15:34 ) Gusto’s scrappy customer research: cold calling from a walk-in closet


(17:45 ) Betting on SMBs – and ignoring investor advice


(20:44 ) “It’s not an MVP, it’s something that wows people”


(24:09 ) Serving SMBs vs. startups


(28:36 ) How to find the right co-founders


(31:09 ) The weekly co-founder ritual that built trust


(35:02 ) Reinventing payroll without any prior experience


(38:49 ) Gusto’s “start small” GTM playbook


(42:16 ) The big opportunity Gusto wishes they tackled sooner


(43:58 ) How switching costs became Gusto’s moat


(47:25 ) The two lucky breaks that gave Gusto an edge


(51:56 ) What Tomer learned about customers from his dad’s clothing store

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How Gusto built a $9.5 billion company by identifying a burning problem

How Gusto built a $9.5 billion company by identifying a burning problem

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