Videos

Oct. 9, 2025

Jeff Bussgang — The Experimentation Machine | Episode 285

Jeff Bussgang — entrepreneur, venture capitalist, Harvard Business School professor, and co-founder of Flybridge Capital — joins Infinite Loops to explore how AI is transforming the operating systems of startups. We dive into Jeff’s framework from his new book The Experimentation Machine, why AI compresses the cost and time of…

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Oct. 7, 2025

No More Modern Rickovers

"A lot of the VCs are much more interested in tweeting than governing..." ~ Dan Wang on why very few modern versions of Admiral Rickover exist today Full video: https://youtu.be/NShAtq8WROM #fullvideo #vcs #government #progress #bureaucracy #musk

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Oct. 6, 2025

A Shift in Lawyer Culture

"Lawyers used to be creative dealmaking types...and then the lawyers decided to shift away from being deal-makers into regulators..." ~ Dan Wang on a shift in the attitude of Lawyers since the 60s...👇

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Oct. 5, 2025

Neighbors for More Neighbors

"[People] don't necessarily appreciate how their communities could get a lot better if they were not frozen in amber. New developments feels good." ~ Dan Wang on his experience of NIMBYism in the U.S... Full video: https://youtu.be/NShAtq8WROM

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Oct. 4, 2025

Authoritarianism without the good parts

"What we're getting right now is authoritarianism without the good stuff. Authoritarianism without the highly functional trains that authoritarians are legendary for." ~ Dan Wang on America's current state of affairs Full video: https://youtu.be/NShAtq8WROM

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Oct. 2, 2025

Dan Wang — China, US and our Collective Future | Episode 284

Dan Wang, author of "Breakneck: China's Quest to Engineer the Future," joins me to explore why China builds while America blocks, how lawyers strangled U.S. infrastructure, and why Connecticut trains run slower than they did in 1914. Dan lived through China's trade war, Zero COVID, and the exodus of 15,000+…

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Sept. 30, 2025

The Power of Writing

"The point of [writing] is to give you power." ~ Alex Danco explains his role, and the impact great writing can have for founders... Full video: https://youtu.be/1y7KpHPuQO0

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Sept. 29, 2025

How Word Gets Spread

"She does speeches on a regular basis that have quite tremendous impact, you know, a long time later, and it's not because she's trying to reach a large number of people. It's because she's trying to reach a very specific group of people" ~ Alex Danco on how top execs…

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Sept. 28, 2025

The Medium Is the Message

"[The elite class] largely communicated, particularly through speeches... [which] is a medium that communicates the notion that I am in service to you..." ~ Alex Danco on the power of the right medium 👇 Full video: https://youtu.be/1y7KpHPuQO0

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Sept. 27, 2025

VCs as Legitimacy Banks

"The point of VC is to give founders legitimacy... I think legitimacy is fundamentally how you get capitalized." ~ Alex Danco on VCs as legitimacy banks... Full video: https://youtu.be/1y7KpHPuQO0

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Sept. 25, 2025

Alex Danco — Speeches and Spells for the Kings and Priests | Episode 283

It’s Alex Danco’s landmark 10th appearance on Infinite Loops! He joins the show to discuss his move from Shopify to a16z (where he'll be building out their editorial operations), the power dynamics between VCs and founders (the kings and priests of our era), communication theory and the power of speechwriting,…

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Sept. 23, 2025

The Vibe Coding Paradox

"The fact that everybody can execute means that something else is going to have value...just because execution is cheap and easy and just because you can see output...you remain blinded to what now becomes valuable." ~ Sangeet Paul Choudary on the vibe coding paradox... Full video: https://youtu.be/puMSLID_rsc

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Sept. 22, 2025

Career Progression in the Age of AI

"This idea of the bundled degree, bundled education, bundled job ... all of that will have to be completely unbundled." ~ Sangeet Paul Choudary on the slow 'clock speed' of our institutions, and what we'll have to do in the age of AI... Full video: https://youtu.be/puMSLID_rsc

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Sept. 21, 2025

Asking Good Questions

"When answers become cheap (as they do with an LLM and we can generate answers on the fly), asking the right question is the new scarcity." ~ Sangeet Paul Choudary's words of wisdom for knowledge workers... Full video: https://youtu.be/puMSLID_rsc

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Sept. 20, 2025

The Container Revolution

"The real value of the container actually got unlocked when trucks, trains and ships agreed on a common format...[it] suddenly made logistics and shipping end-to-end reliable." ~ Sangeet Paul Choudary on the transformative power of the container...

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Sept. 18, 2025

Sangeet Paul Choudary — AI and our System Reshuffle | Episode 282

Sangeet Paul Choudary — AI and our System Reshuffle | Episode 282 Description: Sangeet Paul Choudary: bestselling author of Platform Revolution and Reshuffle, and senior fellow at UC Berkeley, joins the show to challenge the conventional wisdom about AI's impact on our economy. Rather than focusing on AI as artificial…

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Sept. 16, 2025

Redesigning the Thesaurus

Michael Dean explains why the thesaurus fails — it gives clouds of synonyms without telling you when to use one over another. His solution: a re-architected dictionary built on 500 core antonym pairs, with synonyms arranged by nuance. Full Video here: https://youtu.be/CqiQ62NlCxk #infiniteloops #infinitel88ps #infiniteloopsepisode

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Sept. 15, 2025

Conditional Logic is the Key to Cognitive Liberty

Michael Dean explains why conditional logic — simple if-then statements — might be the most powerful upgrade to the “human OS.” Instead of bulk-subscribing to identities, break them down conditionally. It’s the kernel of cognitive liberty: thinking for yourself, embracing nuance, and finding freedom in complexity. Full video here: https://youtu.be/CqiQ62NlCxk…

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Sept. 14, 2025

Editing Rewires Your Brain

Michael Dean talks about writing as the process that reveals what you think. But editing actually changes how you think. Jim O’Shaughnessy adds why reading aloud and rewriting drafts are essential to the craft. Full video here: https://youtu.be/CqiQ62NlCxk #infiniteloops #infinitel88ps #infiniteloopsepisode

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Sept. 13, 2025

AI Should Tell You Where You’re Wrong

Michael Dean explains why chatbots feel sycophantic and how a simple prompt change could turn them into real partners for thinking. State your assumptions, so they tell you where you’re wrong. Full video here: https://youtu.be/CqiQ62NlCxk #infiniteloops #infinitel88ps #infiniteloopsepisode

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Sept. 11, 2025

Michael Dean - The Architecture of Essays | Episode 281

Michael Dean — architect-turned-writer, O’Shaughnessy Fellow, and creator of Essay Architecture — joins the show to explore the hidden structures beneath nonfiction and why essays, like buildings, can be designed with patterns rather than left to inspiration. We discuss the origins of Essay Architecture, Michael’s 27-pattern framework that maps essays…

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Aug. 26, 2025

On Loving Fear

"I love fear. There's almost no quicker path to becoming who you want to be in the world, to finding your own freedom, than following that fear and going into the places that you're scared." ~ Joe Hudson on his love of fear. 👇👇 Full video: https://youtu.be/X4b7klWuTDw

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Aug. 25, 2025

Shame and Proving Yourself to Others

"There is probably 20 to 30% of the hyper successful people just fully driven by passion and love and curiosity" ~ Joe Hudson on how most successful people are often driven by shame, not curiosity 👇👇 Full video: https://youtu.be/X4b7klWuTDw

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Aug. 24, 2025

Investing In Great Entrepreneurs

"As a venture capitalist, the number one thing that you have to invest in is great entrepreneurs because everything pivots, everything changes. The markets shift, the technology changes. So you need a great entrepreneur. It's the number one thing." ~ Joe Hudson on investing in great entrepreneurs 👇👇 Full video:…

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