Episodes

Immad Akhund had the idea for Mercury years before they started. In fact, he'd launched 3 other startups and been through YCombinator twice before even starting initial validation on what would become the beloved neobank of s...

Andreessen Horowitz General Partner Alex Rampell may be the most true version of an investor-operator. Alex's first entrepreneurial endeavor started as a child when he built and sold shareware out of his parent's house. Event...

Geoff Lewis is a titan in the VC world as both the lead investor and founder of Bedrock Capital, the firm backing some of the world best-known tech companies. Geoff joins Tyler and Sterling on the podcast to share his insight...

How did this small town farm kid go on to lead the revenue orgs for Silicon Valley's biggest companies? Mark Cranney credits his success to the lessons he learned growing up: work hard and run things efficiently. Mark shares ...

This isn't Henry Ward's first shot at entrepreneurship. In fact, the first company he founded failed. But Henry says the things he learned were pivotal for starting Carta, a multi-billion dollar company that's a darling of th...

President and CEO of YCombinator Garry Tan sits down with Tyler & Sterling and recounts his time as an early hire at Palantir, starting his company Posterous and becoming an investor of dozens of well-known startups. The comp...

If there was a Mount Rushmore of Investors, Keith Rabois would definitely be on it. Over his decades long career as both an investor and operator, Keith has had a hand in Silicon Valley unicorns like Square, Paypal, Airbnb an...

The I O podcast with Sterling and Tyler features Andy Rachleff, the founder of Benchmark Capital and unicorn startup Wealthfront, and explores the intersection between investing and operating. Ratcliffe believes that finding ...