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

Lenny's Podcast: Product | Growth | Career

May 14 2023 • 52 mins

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

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.

Get full access to Lenny's Newsletter at

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