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The Investor + Operator (IO) Podcast

The Investor + Operator (IO) Podcast

The Investor + Operator (IO) Podcast hosts the most candid, applicable conversations about building companies with the world’s best operators and investors.

Brought to you by Pelion Venture Partners

Recent Episodes

David Haber of a16z: Building a Firm vs Fund + What a16z is focused on in 2026
March 10, 2026

David Haber of a16z: Building a Firm vs Fund + What a16z is focused on in 2026

In this episode, Tyler and Sterling sit down with David Haber from a16z. David shares many important insights and tactics for both investors and operators, as well as his groundbreaking idea on the concept of "Firm over Fund"...
Why The Second Decade Is The Best For Startups — A convo w/ Spenser Skates, CEO Amplitude Analytics
Dec. 16, 2025

Why The Second Decade Is The Best For Startups — A convo w/ Spenser Skates, CEO Amplitude Analytics

In today's episode, Tyler and Sterling sit down with Spenser Skates, Founder and CEO of Amplitude Analytics, the digital Analytics platform that helps thousand of businesses find ways to grow and improve. Spenser shares how h...
Ex Navy SEAL: When To Quit Vs Persevere In Business + How I Started A Successful Venture Firm!
Oct. 14, 2025

Ex Navy SEAL: When To Quit Vs Persevere In Business + How I Started A Successful Venture Firm!

A question every startup founder has is, "When do I know when to keep going or throw in the towel?" Today, Tyler and Sterling sit down with ex Navy Seal and Olympian, Larsen Jensen, to talk about just that. Larsen is the foun...
Zero To $1 BILLION In Payments In Just One Year: How To Crush Product-Market-Fit w/ Joshua Silver
Sept. 30, 2025

Zero To $1 BILLION In Payments In Just One Year: How To Crush Product-Market-Fit w/ Joshua Silver

Usually small startups fail when trying to take on big companies. Rainforest, however, is a different story. In the payments space dominated by Stripe and PayPal, founder Joshua Silver saw a gap no one was paying attention to...
$500M Founder: Avoid These Critical Mistakes When Competing With Incumbents - A convo w/ Daniel Simon, Coast CEO
Sept. 16, 2025

$500M Founder: Avoid These Critical Mistakes When Competing With Incumbents - A convo w/ Daniel Simon, Coast CEO

Are you a small startup trying to compete with the big dogs? Well then this episode is for you. Tyler and Sterling sit down with Daniel Simon, co-founder of Bread (sold for $500M) who is now working on his next big startup: C...
Kapital: The Future of Latin-American Banking With Mexico’s Best Startup
Sept. 2, 2025

Kapital: The Future of Latin-American Banking With Mexico’s Best Startup

If you need some motivation as an entrepreneur, then this is the podcast episode for you. In today's video Tyler and Sterling sit down with Rene Saul, the CEO and co-founder of Kapital, the $1.3 billion-dollar startup from Me...

Reviews

Must listen for all aspiring entrepreneurs and investors

"Loving this podcast. Tyler and Sterling ask direct and thoughtful questions of some of the smartest startup minds around. Tons of golden nuggets in each episode."

Murph33 | Aug. 19, 2023