Paul Graham on Ambition, Art, and Evaluating Talent | Conversations with Tyler

Published 2023-11-21
Tyler and Y Combinator co-founder Paul Graham sat down at his home in the English countryside to discuss what areas of talent judgment his co-founder and wife Jessica Livingston is better at, whether young founders have gotten rarer, whether he still takes a dim view of solo founders, how to 2x ambition in the developed world, on the minute past which a Y Combinator interviewer is unlikely to change their mind, what YC learned after rejecting companies, how he got over his fear of flying, Florentine history, why almost all good artists are underrated, what's gone wrong in art, why new homes and neighborhoods are ugly, why he wants to visit the Dark Ages, why he's optimistic about Britain and San Fransisco, the challenges of regulating AI, whether we're underinvesting in high-cost interruption activities, walking, soundproofing, fame, and more.

Transcript and links: conversationswithtyler.com/episodes/paul-graham/

Recorded July 15th, 2023.

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Photo credit: Dave Thomas

All Comments (5)
  • @LukeI
    Tyler sounds like that one guy from NPR
  • @dream_machine812
    This guy is too aggressive with his questions. The style of interviewing doesn't allow the guest to explore topics deeply. It feels rushed. Also, it's annoying that the host constantly interrupts to ask follow-up questions before the guest is done talking. There are some high quality questions from the host though, thanks for the upload. Hope you can change the interview style