Dylan O’Sullivan is a writer and media specialist based in Cork, Ireland. Dylan’s work has been published in magazines such as The Spectator and Areo. He is also the creator of Essayful, a Substack dedicated to becoming “a new home for writing.” Following his participation in David Perell’s Write of Passage course last year, Dylan joined us as an intern at O’Shaughnessy Ventures. He joins the show to discuss the problem with traditional education, the blurry border between fiction & nonfiction, how AI is going to impact writing, why Ireland has such cultural influence, and more! Important Links: Dylan’s Twitter Essayful Write of Passage Show Notes: Losing the O’s The collapse of the old institutions An introduction to Essayful "There's nothing new under the sun.” The blurry border between fiction & nonfiction Rebuilding the Tower of Babel A book as a living thing How is AI going to impact writing? Why Dylan took Write of Passage Why are academic papers so hard to read? Why does Ireland have such cultural influence? What’s next? More! Books Mentioned: Old God’s Time; by Sebastian Barry Unflattening; by Nick Sousanis The Island of Saints and Scholars; Sean McMahon Ulysses; by James Joyce

After starting his career on a market stall in Essex, John Sills has spent the last twenty-five years working to make the world a better place for customers. John is the Managing Partner at the customer-led growth company The Foundation, and his writing has also been featured in publications such as The Guardian and Management Today. He joins the show to discuss his thought-provoking and timely new book The Human Experience: How to make life better for your customers and create a more successful organization. Important Links: John’s Website John’s Twitter John’s Substack Show Notes: John’s time working on an Essex market stall Human vs functional customer experience What’s blocking the human experience? Why do leaders stay away from the frontline? Escaping Vogonization Does the human experience scale? The benefits of starting from first principles Why companies should empower their staff The link between curiosity, creativity & customer experience Why aren’t companies changing & why aren’t more startups disrupting? Are frictionless customer experiences desirable? The myth of customer loyalty Tech upgrades & immersion MUCH more! Books Mentioned: The Human Experience: How to make life better for your customers and create a more successful organization; by John Sills The Genius of the Beast: A Radical Re-Vision of Capitalism; by Howard Bloom The Customer Copernicus: How to be Customer-Led; by Charlie Dawson The Hitchhiker’s Guide to the Galaxy; by Douglas Adams

Billy Oppenheimer is a researcher for Ryan Holiday. He is also known for his viral long-form tweets and Six at 6 on Sunday newsletter. Billy is insatiably curious. He is a master at drawing lessons from anecdotes from the worlds of sports, music, comedy, business, and more. He joins the show to discuss how to cultivate good taste, whether everything is a remix, why he learns through introjection, and a whole lot more. Important Links: Six at 6 on Sunday Billy’s Twitter Billy’s website Our episodes with David Senra (1, 2) 'A Bicycle of the Mind' - Steve Jobs on the Computer Our episode with Edward Rooster To His Coy Mistress; by Andrew Marvell Kubla Khan; by Samuel Taylor Coleridge Show Notes: Focus on doing the thing SIX at 6’s origin story Learning through introjection Developing taste & cultivating curiosity “People don’t have ideas, ideas have people” How Billy practices his scales Fiction vs non-fiction Repetition, repetition, repetition Should we study more failures? Process compounds “Care, but don’t care too much” Has anyone succeeded without persistence? Conceptual ancestors Everything’s a remix Taste, tools, markets & feedback Finding your pain points MUCH more! Books Mentioned: Trust Me, I'm Lying; by Ryan Holiday Psychology of Money; by Morgan Housel Atomic Habits; by James Clear The Immortality Key : The Secret History of the Religion with No Name; by Brian C. Muraresku Reality Hunger; by David Shields The Power of Myth; by Joseph Campbell & Bill Moyers Cloud Atlas; by David Mitchell The Great Gatsby; by F. Scott Fitzgerald The Da Vinci Code; by Dan Brown

Friend-of-the-show (and new O’Shaughnessy Ventures team member) Liberty RPF joins Jim and fellow friend-of-the-show Jimmy Soni to discuss the current state of the publishing industry and the new opportunities emerging for current and aspiring authors. Important Links: Jimmy’s Website Jimmy’s Twitter Liberty’s Newsletter Liberty’s Twitter 10 Reasons Why I’m Publishing My Next Book on Substack Kurt Vonnegut: Unstuck in Time Show Notes: How has the publishing industry changed? Reinventing the audiobook The living book Towards new book pricing models Why the traditional publishing industry is becoming unsustainable The tragedy of unwritten books A rejection from a traditional publisher is meaningless What do traditional publishers do well? The importance being invested in the success of a product Leveraging AI & other tools in the writing process Why the publishing industry is successful Increasing the power of individual creators Change, prestige & disruption Playing the right kind of status games Aligning quality with meritocracy MUCH more! Books Mentioned: The Founders; by Jimmy Soni A Mind at Play; by Jimmy Soni & Rob Goodman Rome's Last Citizen: The Life and Legacy of Cato, Mortal Enemy of Caesar; by Jimmy Soni & Rob Goodman What Works on Wall Street; by Jim O'Shaughnessy Invest Like The Best; by Jim O'Shaughnessy Can't Hurt Me: Master Your Mind and Defy the Odds; by David Goggins The Psychology of Money; by Morgan Housel The 4-Hour Work Week: Escape the 9-5, Live Anywhere and Join the New Rich; by Tim Feriss Harry Potter; by J. K. Rowling Reality Hunger; by David Shields $100M Offers: How To Make Offers So Good People Feel Stupid Saying No; by Alex Hormozi The Status Game: On Social Position and How We Use It; by Will Storr

Alex Danco returns for his seventh (yes, SEVENTH) appearance on Infinite Loops to discuss, as usual, pretty much everything other than the topics we had prepared in advance. This week, we discuss: The two types of lawyers, what Alex learned from reading Don Quixote, Elon the Reply Guy, the psychology of Seinfeld, the best Wall Street Movies, and much more. Important Links: Twitter: https://twitter.com/Alex_Danco Website: https://alexdanco.com/ Newsletter: https://danco.substack.com/ Show Notes: The two kinds of lawyers Medicine, placebo, Don Quixote & theatre Heroes, villains & main characters Elon the Reply Guy Safe words, scams & narrative collapse Self-deception is multiplayer The psychology of Seinfeld To what extent are great innovations already baked into the systems? Margin Call: The two schools of thought The best Wall Street movies MUCH more! Books Mentioned: The Theory And Practice Of Gamesmanship Or The Art Of Winning Games Without Actually Cheating; by Stephen Potter Don Quixote; by Miguel de Cervantes The Fifth Science; by Exurb1a The Status Game: On Human Life and How to Play It; by Will Storr The Lucifer Principle: A Scientific Expedition into the Forces of History; by Howard K. Bloom Games People Play: The Psychology of Human Relationships; by Eric Berne Mendel's Dwarf; by Simon Mawer The Big Short: Inside the Doomsday Machine; by Michael Lewis The Bonfire of the Vanities; by Tom Wolfe The Smartest Guys in the Room: The Amazing Rise and Scandalous Fall of Enron; by Peter Elkind & Bethany McLean

Gurwinder Bhogal is a writer and programmer who writes about the myriad ways in which technology and psychology conspire to fool us and how we can withstand the covert assault on our senses. Gurwinder is known for his epic Twitter ‘Megathreads’ which set out a series of powerful concepts for understanding the world. He joins the show to discuss our tendency to narrativize information, how to overcome the bandwidth tax, why Wikipedia is the world’s largest source of misinformation, and MUCH more! Important Links: Megathread: Feb 7, 2020 (53,000 likes) Megathread: Feb 11, 2022 (62,000 likes) Megathread: March 18, 2023 (most recent) Gurwinder's Substack Gurwinder's Twitter The Toxoplasma of Rage Show Notes: Megathreads & the Woozle effect AI, the Encyclopedia Disinformatica, and cultivating a garden of Mithridates Capturing the nuance between dishonesty and lying The Toxoplasma of Rage Overcoming the bandwidth tax Brandishing the golden hammer; why we can’t comprehend large numbers Tribalism & intersubjectivity The purity spiral Are we facing a lost generation? We are programmed to like complex explanations Narrativizing information “Certainty is the death of thought” Climbing the thinking ladder MUCH more! Books Mentioned: The Fifth Science; by Exurb1a Talking to Strangers; by Malcolm Gladwell Tao Te Ching; by Lao Tzu What's Our Problem?: A Self-Help Book for Societies; by Tim Urban

This week, we’re delighted to welcome Ed Latimore back for his second Infinite Loops appearance. Ed is a best-selling author, former professional heavyweight boxer, competitive chess player, Physics graduate, father, and husband. He joins us to discuss stoicism, progress & pain, demonstrating authenticity, being liked vs. being respected, and a whole lot more. Important Links: Ed’s Twitter Ed’s website Ed’s Substack Ed’s first Infinite Loops appearance Show Notes: New child; new house; new book How Ed’s new book has developed Humor and progress Understanding addiction Being liked vs being respected “Stoicism found me” Is progress possible without pain? “Humans are very bad at the future” Demonstrating authenticity Being cast as a father figure What’s next for Ed Ed’s three step process for self-improvement “I don't think any situation has ever gotten worse because someone has good manners.” Books Mentioned: The Founders: The Story of PayPal and the Entrepreneurs who Shaped Silicon Valley; by Jimmy Soni The Art of Learning: An Inner Journey to Optimal Performance; by Josh Waitzkin Can't Hurt Me: Master Your Mind and Defy the Odds; by David Goggins The Subtle Art of Not Giving a F*ck: A Counterintuitive Approach to Living a Good Life; by Mark Manson

Edward Rooster is one of our favourite writers. His themes include the future, mythology, time and history. He has written two books, Box of Stars and Harvest, and he is currently working on a third. Edward joins the show to discuss embracing uncertainty, avoiding becoming Icarus, unsticking yourself from time, and MUCH more! Important Links: Edward’s Mirror Edward’s Substack Edward’s Typeshare Edward’s Twitter The Days Dad Started Over Leaving Eternity’s Parking Lot You Do Not Have to Be Perfect Looking Back from the Future Show Notes: The Days Dad Started Over: Why Edward started writing Edward’s book writing process Unsticking yourself from time Sources of storytelling inspiration Embracing uncertainty Avoiding the content trap The ‘create you own adventure’ approach to writing [Finding inspiration in music] Storytelling & common knowledge Writing as found art Not as much matters as we think it does How can we avoid becoming Icarus? Editing; Editors The opportunities of generative AI MUCH more! Books Mentioned: Stray Reflections; by Jawad Mian Box of Stars; by Edward Rooster Harvest; by Edward Rooster Retrieve; by Edward Rooster What Works on Wall Street: A Guide to the Best-Performing Investment Strategies of All Time; by Jim O’Shaughnessy Cloud Atlas; by David Mitchell The Great Gatsby; by F. Scott Fitzgerald American Gods; by Neil Gaiman Reality Hunger; by David Shields Zen and the Art of Motorcycle Maintenance; by Robert Pirsig Looking Backward; by Edward Bellamy

Venkatesh Rao is a writer, consultant, and author. He has been writing about indie consulting for years and has recently published The Art of Gig, Volumes 1 & 2, which together take an in-depth look at the gig economy. Venkatesh joins the show to discuss tragic luck, becoming slightly nonsensical, the advantages of mediocrity, and a whole lot more! Important Links: Venkatesh's Website Venkatesh's Blog Venkatesh's Substack Venkatesh's Twitter The Art of Gig The Art of Gig: our synthesis The Gervais Principle Show Notes: Origins of The Art of Gig Paycheck People Learning how to take risks Is there a risk-taking gene? The case for fixed-point futurism Finding meaning Personality types, narrative, and becoming a courageous thinker Don’t get tragically lucky Generational agency Sparring, pressure and meaning-making Be slightly nonsensical Teaching others to appreciate randomness Towards infinite games; be mediocre Understanding divergentism MUCH more! Books Mentioned: The Art of Gig: Volumes 1 & 2; by Venkatesh Rao The 4-Hour Work Week: Escape the 9-5, Live Anywhere and Join the New Rich; by Tim Feriss Free Agent Nation: The Future of Working for Yourself; by Daniel H. Pink The Pathless Path: Imagining a New Story For Work and Life; by Paul Millerd Tempo: timing, tactics and strategy in narrative-driven decision-making; by Venkatesh Rao The Redemptive Self: Stories Americans Live By; by Dan P. McAdams Finite and Infinite Games: A Vision of Life As Play and Possibility; by James Carse Getting Things Done: The Art of Stress-free Productivity; by David Allen

Ananyo Bhattacharya is the author of The Man from the Future: The Visionary Life of John von Neumann, a brilliant biography of one of the most prolific and influential scientists to have ever lived. He joins the show to discuss von Neumann’s contributions to quantum physics, game theory, the Manhattan Project, and much more! Important Links: Ananyo’s Twitter The Man from the Future Show Notes: How did John von Neumann even exist? Would von Neumann’s discoveries have happened without him? The Martians of Hungary The migrant mentality Innovation in the face of extinction Science, genius & the herd mentality Von Neumann’s contribution to quantum physics Game theory, Minimax and zero-sum games von Neumann: quant in the streets; romantic in the sheets The eccentricity of brilliance Von Neumann and the Manhattan Project The godfather of the open-source movement Von Neumann as a project manager How writing the book changed Ananyo’s understanding of von Neumann Ananyo’s next projects MUCH more! Books Mentioned: The Man from the Future: The Visionary Life of John von Neumann; **by **Ananyo Bhattacharya The Beginning of Infinity: Explanations That Transform the World; by David Deutsch The Genius of the Beast: A Radical Re-Vision of Capitalism; by Howard Bloom Theory of Games and Economic Behaviour; by John von Neumann and Oskar Morgenstern