Best Robert OShaughnessy Podcasts (2025)

1
Gurwinder Bhogal's Guide to Modern Survival (Infinite Loops CLASSICS) 1:41:22

5d ago1:41:22

1:41:22

Hello everyone, Jim here. We're taking a brief two-week break from new episodes to spotlight a couple of golden oldies from the Infinite Loops archive. Years later, these remain some of my favorite conversations. We’ll be back soon with fresh episodes, but in the meantime, enjoy this trip back to August 2024, when we welcomed the one and only Gurwi…

1
Joe Hudson — The Art of Accomplishment (EP. 280) 1:33:17

12d ago1:33:17

1:33:17

What happens when a self-described "not very good" venture capitalist discovers he has an extraordinary gift for coaching the world's most successful CEOs? Joe Hudson joins Infinite Loops to share his unconventional journey from Alaska fishing boats to Hollywood directing to Silicon Valley boardrooms, ultimately finding his calling in helping high-…

1
Chaim Gingold on Building Sim City & Simulation as Discourse 1:26:31

14d ago1:26:31

1:26:31

Membership | Donations | Spotify | YouTube | Apple Podcasts We live in simulated worlds of our own making, detecting patterns in the chaos and complexity of raw experience and boiling them down into operable categories and generalizations. Sometimes we do this well, and sometimes… This week’s guest, computer scientist and game designer Chaim Gingol…

1
Michael Gibson & Danielle Strachman — The 1517 Rebellion (EP.279) 1:31:19

19d ago1:31:19

1:31:19

Michael Gibson and Danielle Strachman, co-founders of 1517 Fund, join the show to discuss their rebellion against higher education, why universities stifle creativity, why IQ doesn't correlate with innovation, and how betting on "misfit toys" is the way to go—plus we explore Girardian mimesis, the perishable nature of creativity, the laziness of pe…

1
Ed Latimore — The Art of Self-Transformation (EP.278) 1:45:24

27d ago1:45:24

1:45:24

Ed Latimore: boxer, physicist, and author of Hard Lessons from the Hurt Business makes his third appearance on the show to discuss hard-won wisdom about impulse control, self-forgiveness, the challenges of modern parenting and why being discerning (not judgmental) about your social circle might be the simplest rule for a better life. I hope you enj…

1
Sam Arbesman — Science, Complexity and Humanistic Computation (EP.277) 1:45:51

1M ago1:45:51

1:45:51

Sam Arbesman, complexity scientist, author of "The Magic of Code," and scientist in residence at Lux Capital, joins me for a wide-ranging exploration of how we navigate an increasingly complex world that often exceeds human comprehension. We dive into the oral traditions that preserve crucial scientific knowledge, why cognitive diversity trumps dem…

1
Nick Maggiulli — Climbing the Wealth Ladder (EP.276) 1:19:49

1M ago1:19:49

1:19:49

Nick Maggiulli, data scientist turned financial writer and COO of Ritholtz Wealth Management, joins me to discuss his latest book,The Wealth Ladder, which presents a six-level framework for building and managing wealth. Warning: this episode will upend what you think you know about money. We explore why atypical results require atypical actions, ho…

1
Lawrence Yeo — The Inner Compass (EP.275) 1:24:56

2M ago1:24:56

1:24:56

Lawrence Yeo — writer, illustrator and author of “The Inner Compass” — joins the show to discuss the power of intuition in an uncertain world. We explore why embracing uncertainty leads to greater curiosity, how social conditioning pulls us away from our true north, why doing things for their own sake builds authentic conviction and how journaling …

1
Culture, Consciousness, and the Second Renaissance with Rufus Pollock 1:47:01

2M ago1:47:01

1:47:01

Membership | Donations | Spotify | YouTube | Apple Podcasts This week I speak with Rufus Pollock (Website | Twitter | Wikipedia), former Mead Fellow in Economics at the University of Cambridge, entrepreneur, activist, author of Open Revolution and Wiser Societies, RSA Fellow, and co-founder of Life Itself, Open Knowledge Foundation, Datopian, and S…

1
Will Storr—The Status Game (Infinite Loops CLASSICS) 1:24:45

2M ago1:24:45

1:24:45

Hello everyone, Jim here. We're taking a brief two-week break from new episodes to spotlight a couple of golden oldies from the archive. Years later, these remain some of my favorite conversations. We’ll be back soon with fresh episodes, but in the meantime, here's my September 2022 chat with the always interesting Will Storr. _________________ Wil…

1
Rupert Sheldrake — On Scientism, Morphic Resonance and the Extended Mind (Infinite Loops CLASSICS) 1:07:51

2M ago1:07:51

1:07:51

Hello everyone, Jim here. We're taking a brief two-week break from new episodes to spotlight a couple of golden oldies from the Infinite Loops archive. Years later, these remain some of my favorite conversations. We’ll be back soon with fresh episodes, but in the meantime, enjoy this trip back to February 2024, when we welcomed the one and only Rup…

1
Lessons from a Metamodern AI Shaman with George Pór 1:05:32

2M ago1:05:32

1:05:32

Membership | Donations | Spotify | YouTube | Apple Podcasts This week we speak with George Pór, mentee of Doug Englebart, Founder of Future HOW, Enlivening Edge, and Campus Co-Evolve, independent scholar with past academic posts at the London School of Economics, INSEAD, UC Berkeley, California Institute of Integral Studies, and Université de Paris…

1
Aaron Stupple & Logan Chipkin — The Sovereign Child: Liberating Kids from the Tyranny of Rules 1:59:00

2M ago1:59:00

1:59:00

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,…

1
Design for Provably Safe AI with Evan Miyazono 1:09:13

2M ago1:09:13

1:09:13

Membership | Donations | Spotify | YouTube | Apple Podcasts This week’s guest is my friend Evan Miyazono, CEO and Director of Atlas Computing — a tech non-profit committed not to the false god of perfect alignment but to plausible strategy of provable safety. Focusing on community building, cybersecurity, and biosecurity, Evan and his colleagues ar…

1
Nadia Asparouhova — An Antimemetic Rollercoaster 1:31:28

3M ago1:31:28

1:31:28

Nadia Asparouhova, author of "Antimemetics: Why Some Ideas Resist Spreading," joins me for a fascinating exploration of why some ideas go viral while others—often the most important ones—resist transmission entirely. We dive into antimemes, Curtis Yarvin's journey from being canceled to becoming mainstream, St. Paul as history's ultimate memetic en…

1
Miyoba Hamuhuma and Israel Balogun — Grassroots Solutions for Africa’s Impoverished Youth (EP.272) 1:23:14

3M ago1:23:14

1:23:14

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.…

1
Religions of the Future & The New Monstrous with Rina Nicolae 1:24:17

3M ago1:24:17

1:24:17

Membership | Donations | Spotify | YouTube | Apple Podcasts What the hell is going on with culture right now? The Web is running evolution in fast-forward, remixing the very substrates of identity and personhood in a molten broil of post-ironic, post-human, post-truth meme-play that reminds me of nothing more than the porous networked selfhood of b…

1
Dr. Diane Hennacy Powell — Speculations in Post-Materialism (EP.271) 1:26:19

3M ago1:26:19

1:26:19

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 assumptio…

1
Todd Rose — Are We Living in the Truman Show? (EP.270) 1:29:56

3M ago1:29:56

1:29:56

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 simpatic…

1
Self-Actualization in the Global Brain with Cadell Last of Philosophy Portal 1:11:21

3M ago1:11:21

1:11:21

This week’s guest is Cadell Last, the creator of Philosophy Portal, author of Global Brain Singularity and Real Speculations, and organizer of myriad conferences, anthologies, and collaborative volumes exploring biocultural evolution, the mind-matter relation, and speculative futures. Cadell has been the director of psychedelic research at Psirenit…

1
Charles Beames — Welcome to the Second Space Race (EP.269) 1:26:49

3M ago1:26:49

1:26:49

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 call…

1
Natasha Joukovsky — On Recursion, Status Games & Manufactured Nonchalance (EP.268) 1:32:08

4M ago1:32:08

1:32:08

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 …

1
Tiago Forte — Unlocking the Power of the Annual Review (Ep. 267) 1:36:30

4M ago1:36:30

1:36:30

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 r…

1
The Architecture of The Next Creative Economy with Michael Dean 1:24:19

4M ago1:24:19

1:24:19

This week’s guest is the singular Michael Dean, who graduated from architecture school and played in a band before spending years in tech working on virtual reality, only to metamorphose into one of the best essayists I’ve ever read. With support from Humans On The Loop supporters O’Shaughnessy Ventures and Cosmos Institute, Dean is now decoding th…

1
Nir Eyal — The Psychology of Addictive Products (EP.266) 1:02:30

4M ago1:02:30

1:02:30

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 thi…

1
Nathan Baschez — On AI Writing, Thought Design & Solo Foundership (EP.265) 1:31:12

4M ago1:31:12

1:31:12

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 fou…

1
The Art & Technology of Conversation with Robert Poynton 1:26:34

4M ago1:26:34

1:26:34

“When I have a rich, powerful, mind expanding, mind bending conversation like this, I'll need to go and lie down in darkened room afterwards.”– Robert Poynton This week’s guest is my friend and inspiration Robert Poynton, Founder of Yellow Learning, Associate Fellow at the Saïd Business School at Oxford, and author of three beautiful short books — …

1
Tommy Potter — Building the CIA for Entrepreneurs (EP.264) 1:45:51

5M ago1:45:51

1:45:51

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 …

1
Alex Danco — On Strollers, Slop & Citizen Kane (EP.263) 1:42:14

5M ago1:42:14

1:42:14

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 diffe…

1
Scale Theory: Contemplating Everything-At-Onceness with Joshua DiCaglio 1:54:47

5M ago1:54:47

1:54:47

This week’s guest my friend Joshua DiCaglio, Associate Professor of English at Texas A&M University and author of the fabulous Scale Theory: A Nondisciplinary Inquiry. It’s a book bout how contemplating scale can transform us — how it’s one thing to understand the microcosm and macrocosm through our maps and another thing entirely to really sit wit…

1
Vizi Andrei — The Way of the Tinkerer (EP.262) 1:20:09

5M ago1:20:09

1:20:09

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 risk…

1
Jim O'Shaughnessy on Creativity, Crisis, and Trust as The Fabric of Society 1:38:17

5M ago1:38:17

1:38:17

This week Jim O’Shaughnessy (Website | X) joins Humans On The Loop to carry our first on-record conversation on Infinite Loops into bold new terrains! Jim is one of the most renowned investors and asset managers of all the time and the author of several hugely best-selling and influential books on investing, including What Works on Wall Street, Inv…

1
Barry Ritholtz — Make Fewer Errors, Make More Money (EP.261) 1:27:53

5M ago1:27:53

1:27:53

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…

1
Aishwarya Khanduja on Living Inquiry & Fostering Imagination 1:29:17

6M ago1:29:17

1:29:17

Where do we need boundaries, and where do we need flows? And how can we ensure that we can redistribute them according to the changing needs of any given moment? These are the kinds of questions I would ask if I were trying to meta-solve a meta-crisis, and this is why I’m glad to share this conversation with you. Today’s guest Aishwarya Khanduja, i…

1
Jason Carman — Filmmaking at the Frontier (EP.260) 1:45:39

6M ago1:45:39

1:45:39

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 …

1
Matt Segall on Culture as The Lifeblood of The Machine Economy 1:18:48

6M ago1:18:48

1:18:48

This week I dialogue with Matthew David Segall, Associate Professor of Philosophy, Cosmology, and Consciousness at the California Institute of Integral Studies, Chair of the Science Advisory Committee for the Cobb Institute, and author of the Footnotes To Plato blog as well as numerous books on the philosophy of Alfred North Whitehead and Friedrich…

1
Anne-Laure Le Cunff — Experiment Your Way to a Better Life (EP.259) 1:30:05

6M ago1:30:05

1:30:05

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 f…

1
Andrew McLuhan on Needling The Somnambulists about How We've Never Been Autonomous 1:06:56

6M ago1:06:56

1:06:56

This week on Humans On The Loop I welcome Andrew McLuhan, author, teacher, and Director of The McLuhan Institute, a generational ark for media theory in a world that desperately needs more help understanding the relationships between our tools, our minds, and our society. Subscribe, Rate, & Comment on YouTube • Apple Podcasts • Spotify Please consi…

1
Gabriel Kennedy — The Life and Thought Crimes of Robert Anton Wilson (EP.258) 1:26:52

6M ago1:26:52

1:26:52

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 P…

1
J.F. Martel on Machines vs. Fractals, Black Box Personhood, and Navigating The AI Fairy Tale 1:18:04

6M ago1:18:04

1:18:04

Halfway through one of my favorite sci-fi novels, Charles Stross’ Accelerando, we tune in to the members of an interstellar first contact mission as they pass the time debating whether the Technological Singularity has happened yet. Spoiler alert: all of them are uploaded minds appearing in a consensus VR environment as various post-human avatars, …

1
The Art of Retirement — Christine Benz (EP.257) 1:13:03

6M ago1:13:03

1:13:03

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 Ce…

1
Luke Fehily — Ireland's Innovation Playbook (EP.256) 1:10:38

6M ago1:10:38

1:10:38

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 perspecti…

1
Adah Parris on Neurodivergent Cyborg Shamans & Elemental Tech Ethics 1:18:31

7M ago1:18:31

1:18:31

Subscribe, Rate, & Comment on YouTube • Apple Podcasts • Spotify If you value this series, please consider becoming a patron here on Substack or with tax-deductible donations at every.org/humansontheloop (you’ll get perks either way). About This Episode This week we speak with “strategic futurist and pattern navigator” Adah Parris, a London-based w…

1
Rudy Havenstein — How to Fix America’s Accountability Crisis (EP.255) 1:40:11

7M ago1:40:11

1:40:11

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…

1
Howard Rheingold on Lucid Life Online & Attention As A 21st Century Literacy 1:19:03

7M ago1:19:03

1:19:03

Subscribe, Rate, & Comment on YouTube • Apple Podcasts • Spotify If you value this series, please consider becoming a patron here on Substack or with tax-deductible donations at every.org/humansontheloop (you’ll get perks either way). Our next members hangout will be Saturday Feb 15th at 3 pm Mountain Time and I would love to see you in the mix! Ex…

1
Jessica Clark on Making New Realities with New Media 1:19:28

7M ago1:19:28

1:19:28

Subscribe, Rate, & Review on YouTube • Spotify • Apple Podcasts This week I speak with author, futurist, and strategist Jessica Clark of Dot Connector Studio. Jessica has honed her skills for decades on a path that’s carried her from AAAS to The Library of Congress to The Encyclopedia Britannica to the Center for Media and Social Impact to The New …

1
Mark Daniel — How to Find a Kaleidoscopic Alien (EP.254) 1:26:31

7M ago1:26:31

1:26:31

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. T…

1
New Selves of Neural Media & AI as 'The Poison Path' with K Allado-McDowell 1:22:27

7M ago1:22:27

1:22:27

Subscribe, Rate, & Review on YouTube • Spotify • Apple Podcasts This week we speak with K Allado-McDowell, artist, musician, and co-founder of the Artists & Machine Intelligence program at Google. K pioneered human-computer co-authorship with the book Pharmako-AI, as well as Air Age Blueprint, Amor Cringe, and the graphic novel Outside, plus works …

1
John Kennedy — The Hidden Crisis in American Education (EP.253) 1:10:31

7M ago1:10:31

1:10:31

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 t…

1
Michael Strong — Let’s Get Socratical (EP.252) 1:31:36

7M ago1:31:36

1:31:36

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 h…

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