Every Thursday, join Jim O'Shaughnessy and his favorite people as they arm you with the tools & fresh perspectives required to upgrade your HumanOS and thrive in our messy, probabilistic world.
Visit our Substack at newsletter.osv.llc for full transcripts, highlights, weekly doses of timeless wisdom, and a bounty of other goodies designed to make you go, "Hmm that’s interesting!"
What if everything we think we know about raising children is not just wrong, but actively harmful? Aaron Stupple and Logan Chipkin, authors of "The Sovereign Child," join Infinite Loops to make a case so compelling and radical that it challenges the very foundation of modern parenting and education. From birth, we're told that children need rules, structure, and authority to thrive. But what if this approach is crushing their natural creativity, problem-solving abilities, and authentic self-dev...
Jim O'Shaughnessy interviews author Nadia Asparouhova about her book "Antimemetics: Why Some Ideas Resist Spreading." They explore why some ideas resist transmission while others go viral, contrasting antimemes with traditional memes and mimetic theory. The discussion covers historical examples, the impact of the internet's fragmentation, the role of private groups, and strategies for navigating the complex modern information landscape, including the potential for inoculating against harmful mind viruses.
I’m joined today by two remarkable men I met through the O’Shaughnessy Fellowships and Grants program. Israel Balogun was homeless and illiterate until the age of 22. Now, he leads a Nigerian youth rehabilitation nonprofit for street kids and is building a self-sustaining village for 200 out-of-school children with the support of an OSV Fellowship. Miyoba Hamuhuma lost both parents by 12 and battled polio as a child. Now he runs Enlight Abilities, a Zambian organization advocating for inclusive ...
Dr. Diane Hennacy Powell, neuropsychiatrist and author of "The ESP Enigma," joins me for a mind-bending exploration of consciousness, savant abilities, and the limitations of materialist science. Trained at Johns Hopkins under a neurologist-turned-psychiatrist, Diane has spent decades investigating phenomena that challenge our fundamental assumptions about how the brain works. We dive deep into why the scientific establishment reacts so emotionally to consciousness research, her fascinating work...
Todd Rose, co-founder and CEO of Populace and author of books including "Collective Illusions" and "The End of Average," joins the show to discuss the science behind collective illusions and their impact on society. We explore why so many Americans self-silence, the dangers of conformity, and how one person can spark change. Todd and I are simpatico on… pretty much everything! So this was a fun one. I hope you enjoy the conversation as much as I did. For the full transcript, episode takeaways, a...
Aerospace investor and York Space Systems chairman Chuck Beames joins me for a fascinating discussion on the commercial space revolution and the future of satellite security. A retired Air Force colonel with over 20 years experience as a space and intelligence officer, Chuck brings unparalleled expertise to our conversation about what many are calling "the second space race”. We explore how America can leverage her free-market strengths, why ‘zero trust’ protocols could revolutionize cybersecuri...
Strategy consultant turned writer Natasha Joukovsky joins me to discuss why bourgeois comfort is more conducive to writing than you think, why choice-plots make for better fiction, the eyerolling prevalence of manufactured nonchalance, our shared distaste for Atlantis Bahamas, and MUCH more! I hope you enjoy this conversation as much as I did. For the full transcript, episode takeaways, and bucketloads of other goodies designed to make you go, “ Hmm, that’s interesting!”, check out our Substack ...
I’ve said before that one of the best parts of hosting Infinite Loops is the chance to connect with people who consistently make me think differently — and few do that quite like Tiago Forte. Tiago Forte joins Infinite Loops for the first time, and within minutes we closed the door on his best-selling “Building A Second Brain” and were off to the races: from digitizing 50,000+ words of personal data to build an AI-powered life coach, to the emotional intelligence hiding inside envy, to the surpr...
Author, speaker, founder, investor and behavioral design maestro Nir Eyal joins me for his second appearance on the show. Today, we dig into Nir’s first book, “Hooked: How to Build Habit-Forming Products.” We also discuss the difference between coercion and persuasion, AI’s use case as our personal Jiminy Cricket and MUCH more! I hope you enjoy this conversation as much as I did. For the full transcript, episode takeaways, and bucketloads of other goodies designed to make you go, “ Hmm, that’s i...
Nathan Baschez is the cofounder and CEO of Lex, an AI word-processor. He also cofounded Every, was the first employee at Substack AND co-created Product Hunt. Suffice to say, Nathan knows a thing or two about building on the internet. He joins the show to discuss how AI is changing writing, why it’s time to rethink the article, the rise of solo founders and MUCH more. I hope you enjoy this conversation as much as I did. For the full transcript, episode takeaways, and bucketloads of other goodies...
Young, polymathic, and full of energy — Tommy Potter is on a quest to build a “CIA for Entrepreneurs.” He calls it “The Power Hour” — a startup community in Michigan that hosts dropouts, undergrads and PhDs across many industries: enterprise, consumer, CPG, aviation, gaming, robotics and AR/VR, as they work together to build cool projects. I had a great time chatting with Tommy as we spoke about non-linear career paths, embracing authenticity, working with dazzling, delusional people and more! I...
Shopify Product Director Alex Danco returns for his NINTH appearance on the show — and he comes in hot. As you’ll hear, I didn’t even get a chance to introduce him before he launched into his take on what everyone gets wrong about Citizen Kane. We also unpack the performance art of parenting, why dinner parties are the new status signals, the difference between meme and slop culture and MUCH more. Unsurprisingly, this was a fun one. For the full transcript, episode takeaways, and bucketloads of ...
My guest today is my former teammate Vizi Andrei, founder of The Sovereign Artist program and author of Sovereign Artist: Meditations on Lifestyle Design . Vizi’s journey has been anything but conventional. After dabbling in various creative projects, he realized that the internet offers a unique opportunity: the freedom to take countless small risks without catastrophic consequences. He built The Sovereign Artist program to help creators step away from the toxic hustle culture and build sustain...
My friend Barry Ritholtz has spent his career being an astute market observer, investigating behavioral finance and data analytics. He runs Ritholtz Wealth Management which has been named ETF Advisor of the Year, Financial Times Top 300 Advisors, and one of America’s fastest-growing RIAs. He’s also the host of Masters in Business , Bloomberg Radio’s most popular podcast (50+ million streams/downloads), which he started way back in 2014. In his new book, How Not To Invest , Barry emphasizes how a...
The relentlessly prolific Jason Carman is making the films our culture needs: optimistic, inspiring and positioned at the frontiers of modern tech and science. In under two years, he has shipped more than 70 high-quality mini-documentaries exploring the startups shaping the future, racking up over 130,000 YouTube subscribers along the way. His new venture, Story Company, premiered “New Space”, its 100+ minute-long exploration of the modern space industry, to a packed San Francisco theater this y...
Anne-Laure Le Cunff discusses her journey from traditional success to a life of tiny experiments and curiosity-driven exploration. She emphasizes breaking free from societal scripts, embracing uncertainty, and the importance of self-awareness and experimentation. The conversation covers topics like cognitive biases, productivity, and leveraging AI for personal growth and community impact, highlighting the power of living a life of intention and continuous learning.
If you’ve heard me speak for more than five minutes you’ve probably caught me dropping a Robert Anton Wilson reference (or several). Wilson is one of the most interesting (and underappreciated) writers I’ve ever come across — a Nostradamus for modern times. I was delighted to sit down with Gabriel Kennedy, author of the excellent biography Chapel Perilous: The Life and Thought Crimes of Robert Anton Wilson . I could talk about this stuff for days, and we had a blast discussing Wilson’s ideas, in...
Christine Benz is the Director of Personal Finance and Retirement Planning at Morningstar, where she has spent over three decades helping investors navigate the complexities of financial planning. She is also the author of "How to Retire: 20 Lessons for a Happy, Successful, and Wealthy Retirement" and serves as the president of the John C. Bogle Center for Financial Literacy. Before focusing on retirement planning, Christine worked as a fund analyst, bringing a unique perspective that combines d...
Luke Fehily is the Director of Innovation Policy at Progress Ireland — an independent think tank backed by the likes of the Collison brothers — that’s on a mission to connect Ireland to proven policy solutions from around the world. Before joining Progress Ireland, Luke cut his teeth in both public and private sectors, developing a unique perspective on how to navigate bureaucratic challenges while maintaining ambitious visions for change. His current work spans housing, infrastructure, and inno...
Rudy Havenstein is a writer and satirist known for his sharp critiques of America’s sprawling institutions and the elites who run them. He joins the show to discuss the accountability crisis in America — how it manifests across political life and, most importantly, what we can do to fix it. Important Links: Rudy’s Twitter Rudy’s Substack Show Notes: Why we should fear hyperinflation “The Fed is Congress’ drug dealer” The Great Financial Crash & America’s accountability crisis How to disagree...
Mark Daniel is the co-founder and managing partner of the investment firm Digital, whose portfolio extends across accelerated computing, gaming, crypto, social networking, AI, extended reality, cybersecurity, creator tools, spatial computing, and immersive learning. Back in 2013, he was also one of the very first recipients of a Thiel Fellowship. This was a fun one. Mark joins the show to discuss why podcasts are dangerous (😬), why content creators should have a 10 post limit, how he identifies...
John Kennedy, a director at the Corsi-Rosenthal Foundation, is tackling an overlooked crisis in American education: air quality. With the ingenious use of a simple $60 box fan, he's on a mission to revolutionize the health and learning environments of students nationwide. It's mind-boggling how much low-hanging fruit there is here. The difference that clean air makes to health and brain capacity is enormous, and it's a surprisingly cheap problem to fix. In fact, as you'll hear about halfway thro...
Michael Strong has spent decades quietly revolutionizing education by designing innovative schools and programs built around agency, critical thinking, entrepreneurship and creativity. He is the founder and CEO of The Socratic Experience, a virtual school that equips students for lifelong happiness and success through Socratic dialogue. Alongside his work in the US, he has educational consulting experience in multiple developing nations. And… he’s a fellow Minnesotan! Michael joins the show to d...
Sahil Bloom, a prolific creator, founder and investor, has mastered the art of translating complex ideas about wealth and success into wisdom that resonates with millions. His newsletter, The Curiosity Chronicle, grew from just 100 readers to over 800,000 subscribers in three years - a testament to his ability to cut through the noise with clarity and insight. His upcoming book, "The 5 Types of Wealth," challenges our conventional understanding of what it means to be truly wealthy, arguing that ...
Seth Stephens-Davidowitz, a data scientist and bestselling author, is known for his brilliant use of data to upend conventional wisdom - often with humorous, surprising, and occasionally shocking results. His latest book, Who Makes the NBA, uses data to interrogate some of basketball’s biggest questions, consistently yielding unexpected insights. Here’s the kicker - he wrote the entire book in just 30 days after discovering Code Interpreter. Unsurprisingly for a former quant, I had a blast chatt...
Julian Gough sums up his career as follows: “ I just sit in my room and write.” Well, I think being an acclaimed children’s author, novelist, stage playwright, poet and top-ten Irish musician is a little more impressive than he’s letting on… Oh, and I didn’t even mention that he wrote the ending to the computer game Minecraft! His current project, The Egg and The Rock, puts all of this to shame. This book, which Julian is writing in public on Substack, seeks to do no less than redescribe the uni...
Ben Reinhardt is the founder of Speculative Technologies “ a nonprofit industrial research lab that’s working to unlock a wonderful, abundant future through technologies that don’t have a home in other institutions.” He has previously worked at NASA and Bay Area startups/VC firms, founded a startup building robotics for eldercare, and helped entrepreneurs start companies in Singapore. Oh, and he has a Ph.D. in space robotics from Cornell University and is one of the few people with a B.Sc . in h...
My guest on Infinite Loops this week knew he wanted to be an entrepreneur from the time he was buying and selling things on eBay. Jay Reno claims he didn’t know what the word ‘arbitrage’ meant back then, but if you tug on the colourful threads of his career, you’d reveal the kind of tenacity and resourcefulness that allows special founders like him to repeatedly find value in places that have long been deserted by everybody else. If you listen in on today’s episode, it will become apparent why O...
My guest today is Michael Garfield, a paleontologist, futurist, writer, podcast host and strategic advisor whose “mind-jazz” performances — essays, music and fine art — bridge the worlds of art, science and philosophy. This year, Michael received a $10k O’Shaughnessy Grant for his “Humans On the Loop” discussion series, which explores the nature of agency, power, responsibility and wisdom in the age of automation. This whirlwind discussion is impossible to sum up in a couple of sentences (just l...
My guest today is Max Meyer, the proprietor of Arena Magazine , a new quarterly publication exploring technology, capitalism and civilization. Arena’s aim? To “ make it okay to dream in public again.” Max and I discuss why he launched a print magazine in 2024, WTF happened to legacy media, the wisdom of Ratatouille and MUCH more. I hope you enjoy this conversation as much as I did. For the full transcript, episode takeaways, and bucketloads of other goodies designed to make you go, “ Hmm, that’s...
