Chess

topic on 16 shows · 31 statements across 25 episodes · said 5 times in 4 episodes since 2021

the a16z Podcast 2 Latent Space 1 My First Million 1 How I Built This 1 the Y Combinator Startup Podcast Founders American Optimist the Knowledge Project Masters of Scale Lenny's Podcast the Neon Show No Priors WTF is with Nikhil Kamath All-In 20VC Capital Allocators

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every mention on every show, scene by scene, with the transcript →

31 statements about Chess, every show

NO PRIORS Insight
Allebest: Unpatentable games like chess are won purely on product and community
“The interesting thing is chess is like, Not patentable. There's, you know, thousands, if not tens of thousands of chess apps in the app store and chess websites. And you know, at the end of the day, really product is going to win out and community and content.”
Erik Allebest Aug 13, 2026 ▶ 8:16 How Chess.com Became the World’s Biggest Chess Community with CEO Erik Allebest
NO PRIORS Insight
Superhuman AI pushes humans to improve rather than killing competition
“Fundamentally humans want to do human stuff. That's, you know, humans competing against other humans. It's humans making things. It's human solving problems. And there's certain areas where, you know, machines have gotten better than humans at things, but it r…”
Erik Allebest Aug 13, 2026 ▶ 20:23 How Chess.com Became the World’s Biggest Chess Community with CEO Erik Allebest
NO PRIORS Opinion
Neural-net AI made competitive chess more exciting than ever
“Computers at first made chess a little bit more boring, but then made it so much more exciting. And we're seeing more exciting chess than we ever have. And the players have gotten better and really computers are now able to help us unlock the game in ways that…”
Erik Allebest Aug 13, 2026 ▶ 21:57 How Chess.com Became the World’s Biggest Chess Community with CEO Erik Allebest
NO PRIORS Insight
Infinite content proliferation drives people to timeless classics like chess
“When there's infinite music, sometimes people go back to like the Beatles and Led Zeppelin because it's like the classics that everyone can kind of rally around and have a shared experience. And I think that's the same about chess is like, You know, there's no…”
Erik Allebest Aug 13, 2026 ▶ 31:56 How Chess.com Became the World’s Biggest Chess Community with CEO Erik Allebest
Y COMBINATOR Assertion Open · timeframe Apr 2027
Hassabis: Gemini sometimes identifies chess blunders and plays them anyway
“And so what we see is that, you know, sometimes it will consider a move. It will realize it's a blunder, but it can't find anything better, so it kind of goes back to that move and does it anyway.”
Demis Hassabis Apr 29, 2026 ▶ 14:31 Demis Hassabis: Agents, AGI & The Next Big Scientific Breakthrough · Y Combinator
FOUNDERS Opinion
Hassabis: Elite chess wastes immense mental effort better spent on science
“Surely that immense collective mental effort should have been harnessed to some higher cause, say science or medicine. I thought we were wasting our minds.”
David Senra Apr 1, 2026 ▶ 15:33 The Relentless Missionary Creating AGI: Demis Hassabis
AMERICAN OPTIMIST Assertion Partly supported
Lonsdale: Self-taught chess AI organically reinvents historical human openings
“When we taught AI to play chess, the way it learns, if you start it from just knowing nothing, and it plays against itself billions of times throughout a day, it actually goes through some of the more popular historical openings that people were liked too, and…”
Joe Lonsdale Nov 21, 2025 ▶ 31:59 What Steve Jobs Knew About Innovation That You Don't · Joe Lonsdale
a16z Assertion Supported
Adam D'Angelo: Human chess participation increased after AI surpassed human players
“There's a data point that the people playing chess is up since computers got better at human than humans at chess.”
Adam D'Angelo Nov 7, 2025 ▶ 19:20 Amjad Masad & Adam D’Angelo: How Far Are We From AGI?
LENNY'S PODCAST Assertion Not checkable as stated
Cheng: LLMs are poor at playing chess and hallucinate moves
“You know, interestingly, LLMs themselves are quite bad at playing chess. Like they hallucinate moves. They look at patterns, right? They're very good at pattern recognition, but not so good at going super, super, super deep on a specific chess thing.”
Albert Cheng Oct 5, 2025 ▶ 49:46 Finding hidden growth opportunities in your product | Albert Cheng (Duolingo, Grammarly, Chess.com)
20VC Assertion Not checkable as stated
Kansu: Duolingo Math and Music took double the time of AI-prototyped Chess
“Our experience with doing this is, was with math and music before. It was triple the amount of people and double the amount of time it takes to get a course out.”
Cem Kansu Jun 20, 2025 ▶ 13:12 20Product: How Duolingo Build Product 10x Faster with AI | Duolingo's Biggest Lessons on Paywalls, Push Notifications and In-App Purchases | Why Small Teams are the Future of Product | Why PMs Will Become Extinct with Cem Kansu, CPO @ Duolingo
NEON SHOW Insight
Allebest: Severe online criticism reflects deep community passion for chess
“And, you know, I take all the criticism, including death threats, I take it as a sign of how much people love chess and how passionate they are.”
Erik Allebest Dec 27, 2024 ▶ 1:01:19 How Chess.com Founder Built A $150 Million ARR Empire With Zero VC Funding | Erik Allebest | Neon
WTF Insight
Reinforcement learning is highly inefficient outside of simulated environments like games
“It's very inefficient because the system has to try many things before it gets the correct answer. And so, It's very inefficient. It requires many, many, many trials. And so it works really well for games. You know, you, it's very efficient. If you want to tra…”
Yann LeCun Nov 27, 2024 ▶ 43:38 WTF is Artificial Intelligence Really? | Yann LeCun x Nikhil Kamath | People by WTF Ep #4 · Nikhil Kamath
ALL-IN Insight
Sacks: Chess betting lacks appeal because ratings render outcomes predictable
“No one bets on chess because it's so obvious who's going to win. There's like a very precise rating system and so in poker, the poker is very different because you can have players at the same table and you know, who are the great players who are not the great…”
David Sacks Apr 19, 2024 ▶ 1:22:45 Google fires protestors, NPR chaos, Humane's AI Pin, Startup tax crisis, sports betting scandal
Hoffman: Chess is a flawed business metaphor lacking hidden information
“People say chess is the king of games. Well, chess has a bunch of problems with it relative to parallels to the real world. The bad thing is it's epistemologically shared, which is we both see the same board. It has no randomness, and actually, in fact, you mi…”
Reid Hoffman Feb 9, 2024 ▶ 8:37 5 leadership lessons from gaming | Masters of Scale
20VC Prediction Not checkable as stated
Allebest: Chess will remain the preeminent strategy game as media proliferates
“People go back to the classics and for a little bit of just like safety. I mean, my kids listen to music from generations past because there's something that's like just classic about that. And I think that chess will be the fallback Of the greatest strategy g…”
Erik Allebest Feb 7, 2024 ▶ 1:22:27 Erik Allebest: Scaling to $100M Revenue, 150M Members and 700 People, All with No Vc Funding | E1113 · 20VC with Harry Stebbings
Michelakis: Mastery Requires Analyzing Lost Games Rather Than Celebrating Wins
“I think this is one of the learnings from chess, is that you want to get good at chess, you probably have to spend the most amount of time looking at the games you lost, because there's something you didn't understand about that game, or somebody understood be…”
George Mikulakis Jan 15, 2024 ▶ 46:26 George Michelakis – Chess Master's Approach to Long-Short Equity at Gladstone (EP.362)
ALL-IN Insight
Botez: The personalities of great chess players align with poker success
“It's not like, because you're good at chess, you'll be good at poker, but it's more like the kind of people who are good at chess tend to be good at poker.”
Alexandra Botez Oct 2, 2023 ▶ 33:51 All-In Summit: Alexandra Botez takes on the Besties in a 1v4 simultaneous chess match
Adam Robinson: Capital preservation is critical because investing mistakes permanently deplete learning capital
“In a chess game, if I lose it, the next round, tomorrow, I'm the same chess player. But investing, if I've lost money today, I have less money tomorrow to invest with. And the problem with a lot of people in investing is that they're, to become a decent invest…”
Adam Robinson Jun 13, 2023 ▶ 18:52 Adam Robinson: Positioning Yourself For Success
NO PRIORS Assertion Supported
Supervised learning on human games fails to produce expert players
“Like we also found in chess and go, we actually ran this experiment. If you do. Just pure supervised learning on a giant data set of human chess and go games. The bot that you get out from that is not an expert chess or go player. Even if it's like conditioned…”
Noam Brown Apr 25, 2023 ▶ 20:08 No Priors Ep. 1 | With Noam Brown, Research Scientist at Meta
NO PRIORS Prediction Not checkable as stated
AI will eventually make human partners marginal in centaur Diplomacy play
“Eventually I'd imagine that these systems become so strong that, like, it kind of goes the way of chess, where, like, the human's just kind of, like, adding a marginal difference at the end.”
Noam Brown Apr 25, 2023 ▶ 48:56 No Priors Ep. 1 | With Noam Brown, Research Scientist at Meta
NO PRIORS Assertion Not checkable as stated
All professional poker players now use AI bots for training
“And I should also say like the way professional poker players train now, They all use bots to assist them. It's a lot like chess where you play the game and then you have a bot analyze your play at the afterwards and see like, okay, did you make mistakes? Wher…”
Noam Brown Apr 25, 2023 ▶ 58:10 No Priors Ep. 1 | With Noam Brown, Research Scientist at Meta
NO PRIORS Insight
Poker is essentially high-dimensional chess over action probabilities
“I kind of describe poker as essentially high dimensional chess. It's chess. It's like chess where you have to reason about like a probability distribution over actions instead of just like discrete actions.”
Noam Brown Apr 25, 2023 ▶ 58:33 No Priors Ep. 1 | With Noam Brown, Research Scientist at Meta
MY FIRST MILLION Prediction Not checkable as stated
Puri: Offline sports like chess and poker will adopt dedicated anti-cheat providers
“I think that the offline world needs to sort of learn more from the gaming world about anti-cheat, because there's these companies that are quite big that are anti-cheat providers to all games, because each game individually can't build the security system tha…”
Shaan Puri Oct 13, 2022 ▶ 40:22 5 Business Ideas With High Demand & Low Supply | Start These In 2022 (#374)
ALL-IN Assertion Not checkable as stated
Chamath: Poker is meaningfully more complicated than chess
“Now, poker is meaningfully more complicated than chess, as it turns out, because again, you have, you're not playing against one player, you're playing against some umpteen number of players.”
Chamath Palihapitiya Sep 23, 2022 ▶ 1:12:57 E97: SPAC updates, public/private market overview, Putin's end game & more
Sean Puri: The word game audience equals or exceeds chess players.
“Word games are all, I think they're almost as big, if not, I think it would be, I wouldn't be shocked if it was bigger than chess, I wouldn't be shocked, I would be more shocked if it was like a 10th the size of the chess enthusiast audience I would guess it's…”
Shaan Puri Jul 12, 2022 ▶ 45:10 How To Come Up With Billion Dollar Business Ideas | Hubspot Co-Founder Dharmesh Shah
Duke: Complicated problems like chess are solvable, but poker is fundamentally complex
“So the way I think about the difference between complicated and complex would actually be the difference between chess and poker. So a complicated decision is one that's hard. It's got a lot of levels. It's very deep, but there is a solution. So whatever groun…”
Annie Duke Apr 20, 2020 ▶ 8:01 Annie Duke – Decision Making in a Crisis (Capital Allocators, EP.132)
a16z Insight
Hastings: Business strategy requires pruning decision trees like grandmaster chess
“And really, to be great at business, it's like being great at chess, and you have to anticipate which series of things, seven, eight moves down, are likely to happen, And by the time in chess you go seven or eight moves, the tree of possibilities, you know, is…”
Reed Hastings Jan 2, 2019 ▶ 28:13 a16z Podcast | Tech and Entertainment in the 'Era of Mass Customization'
KNOWLEDGE PROJECT Assertion Supported
Robinson: AlphaZero surpassed all human chess knowledge within four hours
“And in four hours, that program leapfrogged all existing human knowledge of the game, and has a chess rating of, hard to estimate, like, 36, 3700, compared with 3300.”
Adam Robinson Dec 26, 2018 ▶ 8:44 #48 Adam Robinson: Winning at the Great Game (Part 2)
Lantz: Game designers should aspire to chess and basketball, not movies
“Video games are awesome, but we should not be aspiring to be as successful as a successful movie, right? We should be looking at the history of, like, look at chess. Look at Go. Look at poker. Look at basketball. And that's what games can do, right? They can b…”
Frank Lantz Dec 20, 2018 ▶ 49:31 Frank Lantz - Director of NYU's Game Center and Creator of Universal Paperclips · Y Combinator
Cowen: Intellectual improvement requires actively confronting personal analytical errors
“You want to really figure out what are your mistakes. You're like, most of the time, not making the best chess move, intellectually speaking. And if you face up to that, you'll improve. If not, at some point, you'll ossify, and you can play devalue and dismiss…”
Tyler Cowen Aug 21, 2018 ▶ 43:17 #39 Tyler Cowen: Thinking About Thinking
KNOWLEDGE PROJECT Assertion Supported
Domingos: Human-AI Centaur Teams Outperform Standalone Computers in Chess
“The best chess players in the world today are what are called centaurs in the community. They're a team of a human and a computer. So a human and a computer can actually, together, can actually beat the computer.”
Pedro Domingos Aug 30, 2016 ▶ 26:27 #13 Pedro Domingos: The Rise of The Machines

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