Vol. II — No. 23
Wednesday, June 3, 2026
Est. MMXXV
TL;DL
Too Long, Didn't Listen
A Weekly Ledger of Long-Form Audio
299 Episodes in the Archive

The Index

298 Entries · Most Recent First
№ 81
Decoder with Nilay Patel · The Verge
How to win — or lose — Decoder
Nilay Patel and Nick Statt turn Decoder’s own mailbag into a defense of adversarial tech journalism, using the backlash to a bruising Superhuman interview to argue for tougher scrutiny of AI hype and executive spin. The conversation draws a sharp line between enterprise use cases that may be real and consumer products that still feel coercive, unconvincing, and culturally corrosive.
Apr 30 · 45m · ai, technology, business
Apr 30
45m
ai, technology, business
№ 82
Just Now Possible · Teresa Torres
Building AI Employees for Hospitality: How AITropos Takes Orders Where Customers Already Are
Two Argentine founders are building AI order-takers for restaurants and hotels, betting that the most valuable automation in hospitality happens in the operational gaps rather than in the human moments guests actually want. Their conversation traces the leap from rough prototypes and painful onboarding to a system that can parse messy customer requests, integrate with point-of-sale software and quietly disappear into the flow of service.
Apr 30 · 1h 07m · ai, startup, technology
Apr 30
1h 07m
ai, startup, technology
№ 83
AI and I · Dan Shipper
How Stripe Is Building for an Agent-native World
Stripe’s Emily Glassberg Sands sketches an internet where AI agents are becoming buyers, sellers and developers, forcing payments, fraud detection and software tooling to adapt to machine users. The conversation traces the surge in AI-company revenue, the rise of compute theft and free-trial abuse, and the new pricing and checkout systems emerging for an agent economy.
Apr 29 · 53m · ai, business, technology
Apr 29
53m
ai, business, technology
№ 84
The Pragmatic Engineer · Gergely Orosz
Building Pi, and what makes self-modifying software so fascinating
Mario Zechner and Armin Ronacher trace the rise of AI coding agents from hobbyist frustration to workplace reality, arguing that self-modifying tools can be powerful while also making software flimsier, reviews harder, and open source harder to steward. Their conversation lands on a broader unease with an industry chasing frictionless speed, even as good engineering still depends on bottlenecks, judgment and the memory of pain.
Apr 29 · 1h 33m · ai, technology, product
Apr 29
1h 33m
ai, technology, product
№ 85
Big Technology Podcast · Alex Kantrowitz
Mark Cuban: AI Hype vs. Reality, OpenAI "Shitting Away" $1 Trillion, Lebron vs. Jordan
Mark Cuban argues that artificial intelligence is not overhyped but already reshaping work, rewarding people and companies willing to rebuild around it while punishing those that treat it as a novelty. He is bullish on AI as a tool for learning, automation and entrepreneurship, even as he doubts the economics of the biggest model makers and warns that critical thinking will matter more, not less.
Apr 29 · 54m · ai, business, technology
Apr 29
54m
ai, business, technology
№ 86
HBR On Leadership · Harvard Business Review
Build Your Resilience in the Face of Tough Change
Cognitive scientist Maya Shankar argues that sudden upheaval can shatter the identities people build around work, but also open the door to a sturdier sense of self. Drawing on her own career-ending violin injury and research on resilience, she offers a case for anchoring identity to purpose rather than title, and for treating disruption as a chance to grow into someone new.
Apr 29 · 25m · psychology, business, science
Apr 29
25m
psychology, business, science
№ 87
Culture Study Podcast · Anne Helen Petersen
The Content-ification of Wedding Culture
A lively conversation about why even wedding skeptics end up throwing weddings, and how consumerism, social media, class signaling and community needs have reshaped the ritual. Amanda Montell and Anne Helen Peterson parse everything from Princess Diana and Pinterest to child-free receptions, bachelorette parties and the false promise of “timeless” taste.
Apr 29 · 1h 08m · business, psychology, entertainment
Apr 29
1h 08m
business, psychology, entertainment
№ 88
Plain English with Derek Thompson · The Ringer
Why the Iran War Is Tearing MAGA Apart
Derek Thompson and Ross Douthat map the fractures opening inside Trump’s coalition as the Iran war strains the movement’s old promises and exposes its internal contradictions. Their conversation tracks the growing fights over foreign intervention, religion, Israel, health politics and AI, and asks what kind of Republican Party might survive after Trump.
Apr 28 · 58m · politics, faith, health
Apr 28
58m
politics, faith, health
№ 89
The Vergecast · The Verge
Musk and Altman go to court
David Pierce revisits the Rabbit R1 and finds that, while the standalone AI gadget still cannot replace a phone, its stripped-down voice recorder and note-taking tools have made it unexpectedly handy. The show then turns to the OpenAI-Elon Musk courtroom circus and Framework’s increasingly polished vision for repairable laptops, treating both as tests of how the tech industry is maturing, or failing to.
Apr 28 · 1h 20m · ai, technology, product
Apr 28
1h 20m
ai, technology, product
№ 90
Supra Insider · Marc Baselga, Ben Erez
#108: How to find clarity when your career path keeps shifting | Molly Siemers (Coach + Advisor for Senior Product Leaders, ex-Kiva, Change.org)
Product leaders are grappling with AI-driven urgency, layoffs, and a collapsing sense of the old career ladder, while trying not to lose sight of the human capacities that make good judgment possible. Executive coach Molly Graham argues that the central challenge is not time but capacity, and that better leadership begins with noticing how we actually move through work, stress, and ambition.
Apr 27 · 1h 03m · psychology, product, ai
Apr 27
1h 03m
psychology, product, ai
№ 91
How I AI · Claire Vo
From a $6.90 newsletter to $3M API: How a non-coder built Memelord | Jason Levin
Jason Levin argues that AI is collapsing the distance between a joke, a product idea, and a working tool, turning marketers and nontechnical founders into prolific builders. The conversation ricochets from agent-made memes and no-code origins to bespoke side projects, all in service of a larger case for abundance, speed, and letting creative people ship.
Apr 27 · 51m · ai, product, technology
Apr 27
51m
ai, product, technology
№ 92
Decoder with Nilay Patel · The Verge
That UL safety logo is a lot more complicated than it looks
UL Solutions CEO Jennifer Scanlon pulls back the curtain on the century-old safety giant behind the logo stamped on countless electronics, tracing how standards get made, enforced and ignored. The conversation moves from exploding lithium-ion batteries and e-bike rules to the far murkier challenge of testing AI systems in a market that resists being told no.
Apr 27 · 1h 02m · technology, product, ai
Apr 27
1h 02m
technology, product, ai
№ 93
This American Life · This American Life
466: Blackjack
A trip to the blackjack table opens into a broader story about the seductive logic of beating the house, from card counters chasing a mathematical edge to gamblers and casino workers describing how skill, compulsion and self-deception blur together. The hour follows the thrill of advantage play and the far darker machinery that keeps people betting long after reason gives out.
Apr 26 · 1h 04m · psychology, faith, business
Apr 26
1h 04m
psychology, faith, business
№ 94
Lenny's Podcast: Product | Career | Growth · Lenny Rachitsky
Snapchat CEO: Why distribution has become the most important moat | Evan Spiegel
Evan Spiegel argues that durable consumer apps are won as much by distribution as by product-market fit, and that Snap’s survival has depended on building ecosystems and hardware that are harder to copy than software features. He describes a design culture built on relentless output, close contact with users, and a belief that AI’s future will be shaped less by technical possibility than by human acceptance.
Apr 26 · 1h 10m · technology, product, business
Apr 26
1h 10m
technology, product, business
№ 95
Big Technology Podcast · Alex Kantrowitz
Apple After Tim Cook, OpenAI’s New Mojo, Meta’s Internal Tracking Escapade
A smooth but consequential leadership handoff at Apple has the hosts gaming out what John Ternus inherits: a stale but dominant company, an AI credibility problem, and a chance to revive excitement through new hardware. They also weigh OpenAI’s newly softer tone, Meta’s AI-fueled layoffs and employee surveillance, and the quiet absurdity of a tech economy charging more for less.
Apr 25 · 57m · technology, ai, business
Apr 25
57m
technology, ai, business
№ 96
Aftermath Hours · Aftermath
Pragmata Is Uncle-Core (With Rebekah Valentine)
Aftermath’s hosts talk with Rebecca Valentine about moving from IGN to Kotaku, the shrinking room for investigative games reporting and the stubborn hope created by a few outlets that are still hiring. Along the way, they veer into internet discourse, labor, health care, game criticism and the problem of bringing new writers into a business that remains precarious for almost everyone in it.
Apr 24 · 1h 27m · business, entertainment, technology
Apr 24
1h 27m
business, entertainment, technology
№ 97
The Vergecast · The Verge
AirPods, Touch Bars, and the rest of Tim Cook's legacy
The Vergecast crew sifts through Tim Cook’s quieter wins and cul-de-sacs at Apple, from the surprise staying power of AirPods to the dead ends that never made it past a keynote demo.
Apr 24 · 1h 38m · technology, business, product
Apr 24
1h 38m
technology, business, product
№ 98
The Ezra Klein Show · New York Times Opinion
Stewart Brand, Silicon Valley’s Favorite Prophet, on Life’s Most Important Principle
Apr 24 · 50m · technology, ai, product
Apr 24
50m
technology, ai, product
№ 99
Big Technology Podcast · Alex Kantrowitz
OpenAI President Greg Brockman on GPT-5.5 “Spud,” AI Model Moats, and Cybersecurity Risks
Apr 23 · 27m · ai, technology, business
Apr 23
27m
ai, technology, business
№ 100
How I AI · Claire Vo
GPT 5.5 just did what no other model could
Apr 23 · 23m · ai, technology, product
Apr 23
23m
ai, technology, product
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