Paul Graham on Ambition, Art, and Evaluating ...

At 22, Brendan Foody is both the youngest Conversations with Tyler guest ever and the youngest unicorn founder on record. His company Mercor hires the experts who train frontier AI models—from poets grading verse to economists building evaluation frameworks—and has become one of ...  Show more

Help us keep the conversations going in 2026. Donate to Conversations with Tyler today. On this special year-in-review episode, Tyler and producer Jeff Holmes look back on the past year on CWT and more, including covering the most popular and underrated episodes, why single-subje ...  Show more

Paul Graham is one of the most successful writers and entrepreneurs in Silicon Valley. Sure, he sold a company to Yahoo and co-founded Y Combinator, which has created hundreds of billions of dollars in value. But more than that, Paul is a renowned essayist and his thoughts on wha ...  Show more

This is an 'inbetweenasode' and features an interview Ali did with Austin Kleon as part of his Deep Dive series last month. Austin Kleon is the bestselling author of a trilogy of books about creativity and originality in the digital age. His three books - Steal Like An Artist, Sh ...  Show more

In this episode, we discuss Michael J Samuel's book the Tyranny of Merit, which talks about the problems with the ideals of Meritocracy. We take a look at the history of the Rhetoric of Rising, and end with a discussion about why praising people for their achievements feels probl ...  Show more

Sam Harris speaks with Chris Anderson about generosity in the age of the Internet. They talk about the new spirit of cynicism in tech and finance, the problems with DEI, the Coleman Hughes controversy at TED, the norm of color blindness, the science of generosity, th ...