Episodes

Sept. 19, 2024

Alex Danco — Finding Mystery in the Margin (EP.234)

As the saying goes, only three things in life are certain: death, taxes & Alex Danco. Armed with sizzling hot takes on the sad death of Twitter likes and a new secret weapon in the form of his catchphrase-turned-episode theme (“Without mystery,...

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Sept. 12, 2024

Mike Maples, Jr. — How To Become a Pattern-Breaking Founder (EP.233)

Mike Maples, Jr., co-founding partner of the VC firm Floodgate, is the veteran seed investor behind some of the 21st-century’s great success stories, including Twitter, Twitch, and Applied Intuition. His book, Pattern Breakers (co-authored with...

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Sept. 5, 2024

Ben Orlin — Math As Universal Language (EP.232)

As a former quant with six grandkids, my spidey-senses started tingling as soon as I heard about Ben Orlin’s mission to make math fun. A native of St.Paul, Ben is a math educator and popularizer who is known for his “Math With Bad Drawing” blog...

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Aug. 29, 2024

Gurwinder Bhogal's Guide to Modern Survival (EP.231)

“We have created for ourselves a world that we didn't evolve for.” Gurwinder Bhogal is, for my money, one of the most independent, original and insightful thinkers you’ll find in our corner of the internet. He returns to discuss how willpower...

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Aug. 22, 2024

Julia Sonnevend — Charming! (EP.230)

Professor Julia Sonnevend believes that charm is one of the defining political trends of our era. In her latest book, she argues that charm will do no less than “shape the future of democracy worldwide,” exploring how it is weaponized by...

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Aug. 15, 2024

Bilawal Sidhu — How to Unite Reality With Imagination (EP.229)

As a proud owner of the exceedingly rare “two-digit” designation on CompuServe (the internet’s precursor), I’ve always been an early adopter of new tech. I was, therefore, particularly excited to speak to Bilawal Sidhu, a one-man corporation...

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Aug. 8, 2024

Luca Dellanna — How to Play (and Win) Long Term Games (EP.228)

When Luca Dellanna speaks, I listen. Unlike many of the other management, productivity and behavioral gurus out there, Luca is ruthlessly committed to providing actionable, tangible advice that is rooted in the messy, chaotic reality of daily life....

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Aug. 1, 2024

Ateet Ahluwalia — The Many Bosses of a Venture Capitalist (EP.227)

Let me introduce you to the four horsemen of the investment apocalypse: Fear. Greed. Hope. Ignorance. Notice anything? Three of four are emotions. I’ve long argued that effective investing is far more about emotional control than technical know-how...

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July 25, 2024

Audrey Wisch — How to Cultivate Curious Kids (EP.226)

I’ve always tried to encourage curiosity in my three children and now six (!) grandchildren. My kids often reminisce about my default response to their childhood questions: pointing to the bookshelf that flanked our sofa and saying, “look it up in...

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July 18, 2024

Matthew Ball — Into The Metaverse (EP.225)

Matthew Ball is the CEO of Epyllion, which makes angel investments, provides advisory services, and produces television, films, and video games. He’s also a Venture Partner at Makers Fund, Senior Advisor to KKR, Senior Advisor to McKinsey &...

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July 11, 2024

Nat Eliason — Crazy, Crypto, Confidential (EP.224)

Nat Eliason is a writer with a keen interest in writing about challenging and revealing things. His debut book, Crypto Confidential: Winning and Losing Millions in the New Frontier of Finance (out July 9th, 2024), charts his personal odyssey into...

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July 4, 2024

Noor Siddiqui — A Thiel Fellow’s Guide to Having Healthy Babies (EP.2…

Noor Siddiqui is currently building Orchid, a reproductive technology company that measures genetic predisposition to disease and provides embryo screening for couples going through IVF. Noor joins the show to discuss the ambitious culture of the West...

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June 27, 2024

The Fourth Way - Mastering The Self (EP.222)

The Fourth Way is an anonymously run Youtube channel and Twitter page dedicated to the path of psychological and spiritual growth and self-improvement. Built around the philosophy of two thinkers - George Gurdjieff and Peter Ouspensky - the ultimate...

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June 20, 2024

Mona Sobhani — A Neuroscientist’s Journey From Materialism to Beyond …

Mona Sobhani, Ph.D. is a cognitive neuroscientist, researcher, and author. In 2022 she published her first book, Proof of Spiritual Phenomena: A Neuroscientist's Discovery of the Ineffable Mysteries of the Universe, which documents her...

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June 13, 2024

Ellen Fishbein — Make Art, Not Noise (EP. 220)

Described by David Perell as “like Rick Rubin for writing,” Ellen Fishbein is an author, writing coach and founder of Altamira Studio, an independent publisher specializing in short-form books. She joins the show to discuss how traditional...

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June 6, 2024

John A. Paulos — Avoiding Innumeracy (EP. 219)

Professor, Mathematician and Writer John A. Paulos joins the show to discuss math education, the power of puzzles, cognitive biases, and MUCH more! Important Links: Show Notes: Why Do People Hate Math? The Power of Posing Problems with...

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May 30, 2024

Chris Wilcha — Flipside (EP.218)

Chris Wilcha is an award-winning documentary filmmaker and commercial director. His latest film, Flipside, which is co-executive produced by Jim and presented in association with Infinite Films (among others), opens in select US theaters tomorrow (May...

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May 23, 2024

Bridget Phetasy — Comedy is Dead, Long Live Comedy (EP.217)

“PHETASY IS a movement disguised as a company. We just want to make you laugh while the world burns.” Bridget Phetasy is an entrepreneur, writer, podcast host, political commentator, burgeoning media mogul, and standup comedian. Over the past few...

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May 16, 2024

Porter Braswell — Building the Future of Leadership (EP.216)

Porter Braswell is the Founder and CEO of 2045 Studio, an exclusive network for accomplished professionals of color. Porter is also the Co-founder and Executive Chairman of the career advancement platform Jopwell, the host of the Harvard...

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May 9, 2024

Grant Mitchell — The Potential of AI Drug Repurposing (EP. 215)

Grant Mitchell is a seasoned entrepreneur, operator, and investor in the areas of health, technology, and machine learning. He is currently the co-founder and CEO of Every Cure, where he uses AI to research rare diseases and conduct drug repurposing....

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May 2, 2024

Jimmy Soni — The Courage of Creative Risk (EP.214)

Author and friend-of-the-show Jimmy Soni returns to discuss the future of publishing, the changing world of book marketing, the courage of creative risk, and MUCH more! Important Links: Show Notes: Why Traditional Publishing is in Stasis A Case...

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April 25, 2024

Arjun Khemani — The Hunt for Better Problems (EP. 213)

Arjun Khemani is a 17-year-old writer and podcaster who dropped out of high school to help lead support at Airchat, the social network co-founded by Naval Ravikant. As the host of the Arjun Khemani podcast, Arjun has spoken to a wide range of guests...

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April 18, 2024

Eddy Elfenbein — On Crossing Wall Street (EP. 212)

Eddy Elfenbein is an OG finance blogger, ETF manager, and FinTwit legend, with over 25 years of experience working in and around Wall Street. Eddy joins the show to discuss the story behind his longtime blog -  (CWS), the origins of his...

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April 10, 2024

Anna Gát — We Digress (EP. 211)

Friend-of-the-show Anna Gát returns to discuss… well… pretty much everything! On April 13th,  and  are co-hosting a Future of Publishing event at the beautiful Pratt Mansion in NYC. We’re bringing together...

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