The IO Podcast: Investor + Operator

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. Eventually he added more businesses to his portfolio before launching the payment platform TrialPay after college and eventually Affirm. Today, Alex invests in some of the largest...

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 insights on venture capital and what it takes to consistently make money for LPs. Geoff discusses the unique decision to raise Bedrock's fund size in a time when other funds are down...

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 the playbook he's used to build billions in pipeline through his career as an executive, sales leader and most famously as a partner at Andreessen Horowitz. If you're a founde...

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 the venture world. CEO of Co-founder Henry Ward sits down with Tyler & Sterling and recounts his journey to entrepreneurship and shares critical advice for other builders wh...

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 companies Garry has worked with are worth a combined $226 billion. Garry gives valuable advice on cofounder dynamics, doing your inner work, and startup strategies for both In...

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 and Youtube. In fact, he's aiming to be the 'Michael Jordan' of the investment world. Now, as a co-founder of Opendoor and Partner at Founders Fund Keith sits down with Tyler an...

The IO 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 product-market fit and being ambidextrous in finding new opportunities while optimizing existing ones is more important than being paranoid in either role. He also discusses th...