May 14 • 52M

Frameworks for product differentiation, team building, and thinking from first principles | Ayo Omojola (Carbon Health, Cash App)

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Lenny Rachitsky
Interviews with world-class product leaders and growth experts to uncover concrete, actionable, and tactical advice to help you build, launch, and grow your own product.
Episode details

Brought to you by Microsoft Clarity—See how people actually use your product | Eco—Your most rewarding app | LMNT—Zero-sugar hydration

Ayo Omojola is Chief Product Officer at Carbon Health, one of the fastest-growing and most innovative health tech companies in the world. Previously, he was a PM leader at Cash App, where he co-created the Cash Card and scaled it to a nine-figure revenue line for Square. He’s also an angel investor in companies like Mercury, Modern Treasury, Faire, and many others. In this episode, we discuss:

• How Cash App broke through the noise and became a consumer app success story

• Why small teams are better than big ones

• Hard-won lessons on team building and hiring

• Why it’s “criminal” not to connect people in your network to things that they need

• Why you sometimes shouldn’t listen to experts

• The importance of first-principles thinking

• Advice for health tech founders

Listen now on Apple, Spotify, Google, Overcast, and YouTube.

Find the full transcript at:

Where to find Ayo Omojola:

• Twitter:

• LinkedIn:

• Blog:

Where to find Lenny:

• Newsletter:

• Twitter:

• LinkedIn:

In this episode, we cover:

(00:00) Ayo’s background

(04:13) The story of how Ayo used Quora for discoverability 

(06:44) The scale of Cash App 

(07:37) What Cash App did well

(10:12) Lessons from building consumer apps 

(13:08) Why it’s so important to be different

(14:08) What Ayo learned from how Square/Block operates

(16:36) How to succeed at building a startup within a startup

(19:06) How Ayo transitioned from fintech to health tech

(22:51) Why Ayo loves hiring founders 

(28:32) Team-building strategies

(32:12) The importance of going deep and challenging assumptions

(36:58) Why you should always ask questions

(38:45) Lessons in leadership

(41:43) Advice for founders in the health-care space

(44:48) What Carbon Health is

(46:58) Lightning round


• Ayo on Quora:

• Carbon Health:

• Cash App:

• Lob:

• Mailform:

• Venmo:

• PayPal:

• Apple Cash:

• Square:

• Block:

• Pinwheel:

The Three-Body Problem:

• Children of Time:

Children of Memory:

• Children of Ruin:

Stormlight Archive:

Fire in the Deep:

War of the Worlds on Amazon Prime:

Succession on HBO Max:

• No Context Succession on Twitter:

Production and marketing by For inquiries about sponsoring the podcast, email

Lenny may be an investor in the companies discussed.