Videos

Dec. 1, 2025

Life is a Movie, Not a Snapshot

Advice on why you should avoid "resulting". #life #advice #motivation #inspiration #help

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Nov. 28, 2025

The Origins of Cheese

Cheesemonger Adam Moskowitz and his resident cheese expert Alex tell the legendary origin story. Discover the magical, irreversible process that turns milk into one of the world's oldest and most beloved foods. #cheesehistory #foodhistory #cheesemaking #funfacts #didyouknow #ancienthistory #foodscience #cheesemonger #cheese #food #foodie

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Nov. 27, 2025

Whale Cheese

The quest for whale cheese (and other mammalian cheese pursuits). Watch the full interview with Adam Moskowitz of A Cheese Course wherever you get your podcasts. #cheese #food #foodie #cooking #recipe

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Nov. 27, 2025

The Way of the Cheesemonger: Art, Passion, and Anti-snobbery

Jim O'Shaughnessy sits down with professional cheesemonger and show host Adam Moskowitz for a wildly comedic and profound dive into passion, purpose, and the art of creation. This isn't just about cheese. Adam shares his incredible journey from a failed rapper to a cheese evangelist, explaining how the craft saved…

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Nov. 24, 2025

What the power of the written word took

Socrates feared the written word would destroy our memory. He was right, but he missed the bigger picture. Author Todd Rose explains how the invention of writing led to a new form of logic (Aristotelian logic) but also how this powerful tool was hoarded by elites for centuries—a crucial lesson…

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Nov. 22, 2025

The Will to Meaning

Author Todd Rose dives into the profound wisdom of Viktor Frankl, arguing that the true "will to meaning" isn't found in grand gestures, but in the small, everyday moments of service, connection, and purpose. #Meaning #Purpose #ViktorFrankl #Philosophy #Psychology #MentalHealth #SelfHelp

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Nov. 20, 2025

The Mechanical Clock and The Hourglass

We think technology drives history, but we have it backwards. Author Todd Rose tells the fascinating story of the mechanical clock and the hourglass—two competing technologies. The "inferior" one won for 200 years, proving that our values, not the tech itself, determine the future. A vital lesson for the age…

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Nov. 20, 2025

How to Succeed by Ignoring the Rules | Todd Rose

Todd Rose, author and co-founder of Populace, joins Jim to share his incredible journey from high school dropout to Harvard professor. He discusses the core ideas from his books, "The End of Average" and "Dark Horse," arguing that our standardized, one-size-fits-all systems fail to account for human individuality. Todd and…

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Nov. 11, 2025

Never Stand Behind A Sneezing Cow

"If I could impart one bit of wisdom, hard-earned, hard-won, from this farm kid from rural Wisconsin, it is this: 'Never stand behind a sneezing cow.'” Michael Perry shares some valuable wisdom learned on a Wisconsin farm. Full video: https://youtu.be/8oPKVU8Hfnk

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Nov. 10, 2025

Michael Perry In Nurse Mode

"What nursing did for me is it taught me to go into a tiny little room with a complete stranger, ask them to take all their clothes off, and within 30 seconds, ask them when's the last time they pooped." Michael Perry on the lessons learned from being in nurse…

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Nov. 9, 2025

Do You Want Cash or Cachet?

"I have a 2002 Toyota that I load up with a bunch of book boxes and some T-shirt tubs. And I got a guy named Tony who's my merch dude, and he comes with me and we do gigs in places like Gilman, Wisconsin. And you know what? I make…

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Nov. 8, 2025

How Michael Perry Learned to be a Storyteller

"I get asked all the time, ‘How did you learn to write and tell stories?’ It was being down at the implement store, listening to the farmers sitting around rolling dice and drinking coffee. Their stories had shape and form and flow, and they often had a payoff. They didn't…

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Nov. 6, 2025

Michael Perry — Improbable Mentors and the Art of Midwestern Storytelling | Episode 289

What happens when a shy farm kid from rural Wisconsin who never dreamed of being a writer becomes one of America's most beloved storytellers? Michael Perry joins Infinite Loops to share his remarkable journey from cleaning calf pens to pitching scripts at Universal Studios, all while maintaining his day job…

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Nov. 4, 2025

How Desire for Objectives is Drilled Into Us

"Sometimes I think about children because I think you don't see it in their firmware. You bring a little toddler to the playground, they're not going to say, 'What are my goals for today?' I'm going to learn how to climb that monkey bar. That's what I like. And then…

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Nov. 3, 2025

Deception Is Everywhere

“…deception is just completely rife throughout complex spaces. That's the way that reality is structured." - Ken Staley on how deception is everywhere. Full video: https://youtu.be/YfdKUsf_cQM

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Nov. 2, 2025

Serendipity is Risk Taking

"Obviously, in order to maximize the opportunity for serendipity, you need to take some risks." Ken Stanley guarantees that if you don't pursue things that interest you, you won't do anything interesting. Full video: https://youtu.be/YfdKUsf_cQM

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Nov. 1, 2025

Pursuing Interestingess Is Not Being Random

"If you think that I'm saying because you pursue novelty and interestingness that you're acting randomly, then you don't understand what randomness is." Ken Stanley on how pursuing 'interestingness' is not being random. Full video: https://youtu.be/YfdKUsf_cQM

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Oct. 30, 2025

Kenneth Stanley - The Trap of the Objective | Episode 288

Ken Stanley – AI researcher and author of "Why Greatness Cannot Be Planned" – joins me to explore why ambitious objectives can blind us to the stepping stones that make breakthroughs possible. Ken is the inventor of the novelty search algorithm and co-creator of Picbreeder, a crowdsourced evolutionary art experiment…

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Oct. 28, 2025

Pragmatic Altruism: Redesigning Capitalism

“One company created today could define capitalism 75 years from now.” Elle Griffin explains why the future belongs to founders who balance realism and altruism, creating ownership models that reward both contribution and community. 🎧 Full episode: https://youtu.be/RUbDLLTvVsg #FutureOfWork #Leadership #Ownership #Capitalism #InfiniteLoops

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Oct. 27, 2025

Why the ESOP Model Is Broken

Elle Griffin explains how America’s ESOP structure, created under the ERISA Act, trapped ownership in retirement plans instead of circulating it through innovation. Employees save. Founders reinvest. That’s why the wealth gap compounds. 🎧 Full episode: https://youtu.be/RUbDLLTvVsg 🔗 Transcript & highlights: https://newsletter.osv.llc

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Oct. 26, 2025

The Most Equitable Way to Share Equity

Elle Griffin explains how companies can make equity fairer and more transparent — through salary-based stock distribution, profit-sharing, and regular liquidity events. 🎧 Full conversation: https://youtu.be/RUbDLLTvVsg 🔗 Transcript & highlights: https://newsletter.osv.llc

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Oct. 25, 2025

Predicting My Critics with ChatGPT

“I upload my entire essays to ChatGPT and I'm like, ‘Tell me what all the commenters are going to say about this,’ and it'll nitpick everything I say. I love it; it's great.” ~ Elle Griffin on using AI to predict criticism and strengthen her work. 🎧 Full episode: https://youtu.be/RUbDLLTvVsg

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Oct. 23, 2025

Elle Griffin — Rethinking Ownership and the Future of Work | Episode 287

Writer, editor, and founder of The Elysian, Elle Griffin joins me on Infinite Loops to discuss her vision for participatory capitalism, a world where ownership, reputation, and creativity are shared more broadly across society. We explore the evolution of capitalism from the industrial era to the networked age, how broad-based…

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Oct. 21, 2025

Inputs vs Outputs

"A lot of low agency people track the inputs...'I put this amount of effort hours in, I should get this amount of stuff out.' [But] high agency people focus on the outputs." ~ Jay Yang echoes Naval: "The only true test of intelligence is whether you get what you want…

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