Yuk Chi Chan — On Rockets, Dog Years & Robotic Space-Snakes (EP.238)
Infinite Loops
My guest today is the human Swiss Army Knife, Yuk Chi Chan, who has packed more into the last decade than many people do in a lifetime. Yuk Chi is the founder of Charter Space, the first British space company to graduate from the Techstars Space Accelerator. Before that, he served as an officer in the Singapore army (hmm, so maybe I should have described him as a Singaporean Army Knife) and practiced as a space lawyer (it’s funny how much cooler being a lawyer becomes when you preface it with the word “space”). Suffice to say, Yuk Chi knows a lot about space. We had a blast discussing...
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Dan Shipper — I, Writer (EP.237)
Infinite Loops
“Ignoring what is obvious incurs a huge cost. It requires you to go about your day numbing yourself to the reality of who you are and what you want—which is a waste of time for you and everyone around you. By contrast, admitting what is obvious is freeing and motivating. But it’s terrifying to do it. Sometimes the most obvious truths about ourselves are hard to see because the consequences of those truths seem so dire.” Those are the opening lines of one of my I’ve read in the last year, written by this week’s guest on Infinite Loops - Dan Shipper. Dan is the Co-founder and CEO of...
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Dr. Gena Gorlin — How to Build a Builder (EP.236)
Infinite Loops
My guest today is Dr. Gena Gorlin, a psychologist specializing in the unique needs of the ultra-ambitious. Unlike many in her field. Gena doesn’t aim to simply lift the floor of her clients’ ambitions — she wants to raise the ceiling. In this episode, she breaks down the “Builder Mindset” - a way of thinking that empowers people to live to healthier, happier, and more fulfilled lives. Over on our , we dig deeper into Gena’s ideas, exploring the perils of perfectionism, the allure of complacency, and why psychological perfection might be more achievable than you think. Important...
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Nir Eyal — How To Become An Indistractable Force (EP.235)
Infinite Loops
“Most people don’t want to acknowledge the uncomfortable truth that distraction is always an unhealthy escape from reality.” My latest guest, , writes, consults, and teaches about the intersection of , technology, and business. Nir previously taught as a at the Stanford Graduate School of Business and the Hasso Plattner Institute of Design at Stanford. In our conversation, Nir gives it to us straight. Distraction is killing us, and stopping us from reaching our full potential. In a world that is constantly conspiring to keep us distracted, Nir provides an...
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Alex Danco — Finding Mystery in the Margin (EP.234)
Infinite Loops
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, there is no margin”), Alex returns for his eighth episode. Despite our intentional lack of preparation, somehow this ended up as one our most cohesive conversations yet. As usual, we’ve included links and an episode transcript over on our , where we’ve also made the foolhardy attempt to distil one overriding theme from eight episodes of...
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Mike Maples, Jr. — How To Become a Pattern-Breaking Founder (EP.233)
Infinite Loops
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 Peter Ziebelman), articulates a new model of foundership, one built on the simple premise that transformative startups upend rather than improve current practices. My company, OSV, is built around my belief that the collapse of the old models presents enormous opportunities to those savvy enough to seize them, so I had a blast quizzing Mike on the...
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Ben Orlin — Math As Universal Language (EP.232)
Infinite Loops
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 and book series. Today’s conversation revolves around his excellent, original new book , which reframes math as a language, complete with nouns, verbs and grammar. Like any mathematician worth his salt, Ben loves games, which he sees as ‘puzzle engines’. No wonder then that our conversation meandered and unfolded like a satisfying...
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Gurwinder Bhogal's Guide to Modern Survival (EP.231)
Infinite Loops
“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 and good old-fashioned human agency can help us reclaim our mental sovereignty and escape the “constant avalanche of concerns that are being vomited over us through our laptop screens, our phones, our TV screens, and in conversations.” For the full transcript, episode takeaways, and bucketloads of other stuff designed to make you go, “Hmm,...
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Julia Sonnevend — Charming! (EP.230)
Infinite Loops
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 politicians ranging from Jacinda Arden to Kim Jong Un. In our episode, you will discover why charm has emerged as a political force and how to innoculate yourself when you encounter it in the wild. Julia and I also dig into the five components of a charming interaction, a tantalizing prospect for those of you who want to dabble in the dark arts yourself…...
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Bilawal Sidhu — How to Unite Reality With Imagination (EP.229)
Infinite Loops
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 whose prolific output outpaces many creators put together. Since he was 11, Bilawal has been passionate about using cutting-edge tech to create videos that unite reality with his imagination. He made his bones as a product manager at Google, but after his short-form videos generated millions of views on social media, he decided to go all-in on his...
info_outline“Ignoring what is obvious incurs a huge cost.
It requires you to go about your day numbing yourself to the reality of who you are and what you want—which is a waste of time for you and everyone around you.
By contrast, admitting what is obvious is freeing and motivating. But it’s terrifying to do it. Sometimes the most obvious truths about ourselves are hard to see because the consequences of those truths seem so dire.”
Those are the opening lines of one of my favourite essays I’ve read in the last year, written by this week’s guest on Infinite Loops - Dan Shipper.
Dan is the Co-founder and CEO of Every, a media company that wants to be an intellectual lighthouse amidst the tempest that is the Age of AI.
Every began life in 2020 as a bundle of digital newsletters (almost like a centralised version of Substack with more of an editorial flourish). These days, it’s blossomed into an ecosystem of colourful newsletters, podcasts, courses, and software products, all oriented around the unpacking of a single question - “What comes next?”
Every is already one of my go-to destinations for all things interesting. It’s less brain food than brain buffet (the kind of buffet that serves fresh blueberry pancakes with real maple syrup).
In our conversation, Dan shares his thoughts on everything from AI companions; his approach to erecting the Every ‘Pyramid’; his playbook for building new media companies; the idea of LLMs as mirrors for humanity; and using content to ‘find your people’.
What I love about him is how candidly and thoughtfully he talks about his journey to discover his own truth. His realisation that he didn’t need to hang up his boots as a writer in order to become a founder is something that particularly hit home for me.
Dan Shipper is also my underdog pick to eventually wrest the title of Infinite Loops Emperor from reigning clubhouse leader Alex Danco. By which I mean to say, this is most certainly not the last time Dan joins us on the show, so you may as well get to know him better.
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:
Show Notes:
- Dan’s Superhero Origin Story
- Writers as Founders
- What Would You Pay To Do?
- The Every Pyramid
- The New Media Playbook
- How To Find Your People
- Our AI Mirrors
- From Explanation Problems to Engineering Problems
- On Intuition
- From The Knowledge Economy To The Allocation Economy
- The Reluctance To AI Adoption
- AI Companions
- Dan, The Emperor of The World
Books and Articles Mentioned:
- Admitting What Is Obvious; by Dan Shipper
- *The Global Brain: The Evolution of Mass Mind from the Big Bang to the 21st Century; by* Howard Bloom
- Against Explanations; by Dan Shipper
- The Trial of Socrates; by I. F. Stone
- The WEIRDest People in the World; by ****Joseph Heinrich
- The Three Musketeers; by Alexandre Dumas