Tommy Potter — Building the CIA for Entrepreneurs (EP.264)
Infinite Loops
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 hope you enjoy this conversation as much as I did. For the full transcript, episode...
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Alex Danco — On Strollers, Slop & Citizen Kane (EP.263)
Infinite Loops
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 other goodies designed to make you go, “Hmm, that’s interesting!”, check out...
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Vizi Andrei — The Way of the Tinkerer (EP.262)
Infinite Loops
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 sustainable, meaningful lives rooted in creativity, deep work, and sacred leisure. His insights into Slow...
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Barry Ritholtz — Make Fewer Errors, Make More Money (EP.261)
Infinite Loops
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 avoiding rookie mistakes can significantly help you do better financially. He blends engaging...
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Jason Carman — Filmmaking at the Frontier (EP.260)
Infinite Loops
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 year. Story Company has multiple projects in the pipeline, including a full-length sci-fi...
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Anne-Laure Le Cunff — Experiment Your Way to a Better Life (EP.259)
Infinite Loops
My guest today is Anne-Laure Le Cunff, founder of Ness Labs and author of Tiny Experiments: How to Live Freely in a Goal-Obsessed World. On paper, Anne-Laure had it all: top grades, a high-flying job at Google, and a life that seemed to hit all the markers of success. But something was off. No matter how “traditionally” successful she became, she felt… “empty.” So, she decided to do something about it. A neuroscience PhD, 100,000+ newsletter subscribers, and a newly published book later, she’s developed a new model of success — one built around conducting “tiny experiments”...
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Gabriel Kennedy — The Life and Thought Crimes of Robert Anton Wilson (EP.258)
Infinite Loops
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, influence and impact. Consider it a beginner’s guide to avoiding cosmic schmuckery. I hope...
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The Art of Retirement — Christine Benz (EP.257)
Infinite Loops
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 deep investment knowledge with practical financial wisdom. Christine joins the show to discuss why...
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Luke Fehily — Ireland's Innovation Playbook (EP.256)
Infinite Loops
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 innovation policy, with a particular emphasis on meta-scientific approaches to research funding...
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Rudy Havenstein — How to Fix America’s Accountability Crisis (EP.255)
Infinite Loops
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: Show Notes: Why we should fear hyperinflation “The Fed is Congress’ drug dealer” The Great Financial Crash & America’s accountability crisis How to disagree agreeably How democracy REALLY works Why we should bring back Glass-Steagall The problem of cluelessness...
info_outlineShopify 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 other goodies designed to make you go, “Hmm, that’s interesting!”, check out our Substack.
Important Links:
- Twitter: https://twitter.com/Alex_Danco
- Substack: https://danco.substack.com
- Website: https://alexdanco.com/
- Previous episode: https://newsletter.osv.llc/p/finding-method-in-the-madness?utm_source=publication-search
Show Notes:
- What EVERYONE gets wrong about Citizen Kane
- Jim’s hardest interview question
- Elon & Lutnick: clash of the cartoons
- The status hierarchy of baby strollers
- What happened to Yuval Noah Harari? (With a diversion via digital girlfriends and North Korean crypto hackers)
- Dinner parties as status signals
- Parenting as performative art
- History’s greatest memers
- Infinite Jest: the sequel (an Alex Danco & Jim O’Shaughnessy production)
- GIF culture vs AI slop
- From “code is capital” to “code is labour”
- “Did I mention that I dropped out of Stamford?”
- From Clint Eastwood to Cloud Atlas
- MORE!
Books, Articles & Films Mentioned:
- Two Thoughts: A Timeless Collection of Infinite Wisdom; by Jim O'Shaughnessy and Vatsal Kaushik
- Finnegans Wake; by James Joyce
- Invest Like the Best; by Jim O'Shaughnessy
- Sapiens: A Brief History of Humankind; by Yuval Noah Harari
- Underwriters of the United States: How Insurance Shaped the American Founding; by Hannah Farber
- The Magic Mountain; by Thomas Mann
- The Gervais Principle; by Venkatesh Rao
- Scarcity & Abundance in 2025; by Alex Danco
- Cloud Atlas; by David Mitchell
- Citizen Kane; directed by Orson Welles
- F for Fake; directed by Orson Welles
- My Dinner with Andre; directed by Louis Malle
- Letters from Iwo Jima; directed by Clint Eastwood
- Million Dollar Baby; directed by Clint Eastwood
- Fawlty Towers (TV show)
- Absolutely Fabulous (TV Show)