My guests today are Chetan Puttagunta and Modest Proposal. Chetan is a General Partner at venture firm Benchmark, while Modest Proposal is an anonymous guest who manages a large pool of capital in the public markets. Both are good friends and frequent guests on the show, but this is the first time they have appeared together. And the timing couldn’t be bette ... Show More
Jun 27
Charlie Songhurst – Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]
Welcome to this classic episode. Classics are my favorite episodes from the past 10 years, published once a month. These are N of 1 conversations with N of 1 people. Charlie Songhurst is a brilliant strategist, accomplished executive, and prolific angel investor. This episode is ... Show More
1h 8m
Jul 2
Startup Valuations, Biotech’s Crunch & AI’s Massive TAM | E2147
Today’s show:It’s another blockbuster panel of insiders, as Alex sits down with Astasia Myers from Felicis, Matt Turck from First Mark Capital, and D.A. Wallach of Time BioVentures. AI is reshaping early-stage investing, with startups raising record-setting rounds adn chasing $10 ... Show More
1h 16m
Jun 25
Building Cluely: The Viral AI Startup that raised $15M in 10 Weeks
What if virality wasn’t a tactic — but the entire product?In this episode, a16z General Partners Erik Torenberg and Bryan Kim sit down with Roy Lee, cofounder and CEO of Cluely, one of the most talked-about consumer AI startups of 2025. Cluely didn’t raise a mega round or drop a ... Show More
38m 24s
Aug 2024
#364: Ben Goertzel, CEO of SingularityNET, on The Relationship Between AI & Blockchain, The Future of AI, and AGI
Dr. Ben Goertzel is a highly influential figure in the fields of artificial intelligence, robotics, and computational finance. Born in 1966, he has been a pioneering force in multiple scientific and technological domains. With a Ph.D. in Mathematics from Temple University, Goertz ... Show More
45m 12s
Oct 2021
Michael Mauboussin Master Class — Moats, Skill, Luck, Decision Making and a Whole Lot More
We sit down with the one & only Michael Mauboussin to dive deep into his incredible body of work: untangling skill and luck, measuring moats, persistence of returns in venture capital, decision making and — particularly timely — expectations investing and how to think about valua ... Show More
1h 23m
May 13
#228 Elad Gil: How to Spot a Billion-Dollar Startup Before the Rest of the World
What if the world’s most connected tech investor handed you his mental playbook? Elad Gil, an investor behind Airbnb, Stripe, Coinbase and Anduril, flips conventional wisdom on its head and prioritizes market opportunities over founders. Elad decodes why innovation has clustered ... Show More
1h 38m
Apr 15
#224 Bret Taylor: A Vision for AI’s Next Frontier
What happens when one of the most legendary minds in tech delves deep into the real workings of modern AI? A 2-hour long masterclass that you don’t want to miss. Bret Taylor, current chairman of OpenAI, unpacks why AI is transforming software engineering forever, how founders can ... Show More
2h 11m