Vol. II — No. 40
Sunday, October 4, 2026
Est. MMXXV
TL;DL
Too Long, Didn't Listen
A Weekly Ledger of Long-Form Audio
491 Episodes in the Archive

Tag — ai

323 Entries
№ 181
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
→
№ 182
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
→
№ 183
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
→
№ 184
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
→
№ 185
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
→
№ 186
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
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№ 187
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
→
№ 188
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
→
№ 189
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
→
№ 190
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
→
№ 191
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
→
№ 192
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
→
№ 193
Lenny's Podcast: Product | Career | Growth · Lenny Rachitsky
How Anthropic’s product team moves faster than anyone else | Cat Wu (Head of Product, Claude Code)
Apr 23 · 1h 25m · ai, product, technology
Apr 23
1h 25m
ai, product, technology
→
№ 194
Decoder with Nilay Patel · The Verge
THE PEOPLE DO NOT YEARN FOR AUTOMATION
Apr 23 · 19m · ai, technology, politics
Apr 23
19m
ai, technology, politics
→
№ 195
AI and I · Dan Shipper
The AI Sandwich: Where Humans Excel in an AI World
Quora GM Kieran argues that AI can automate the middle of knowledge work, while humans remain essential at the beginning and end: framing problems, exercising taste and polishing what ships. The conversation recasts coding agents as collaborators that free workers to pursue the parts of their jobs that feel most personal, creative and alive.
Apr 22 · 28m · ai, technology, product
Apr 22
28m
ai, technology, product
→
№ 196
Big Technology Podcast · Alex Kantrowitz
Are We Too Obsessed With AI Predictions? — With Carissa Véliz
Apr 22 · 54m · ai, technology, politics
Apr 22
54m
ai, technology, politics
→
№ 197
How I AI · Claire Vo
What Claude Design is actually good for (and why Figma isn’t dead, yet)
Apr 22 · 27m · ai, product, technology
Apr 22
27m
ai, product, technology
→
№ 198
In Depth · First Round
Inside Artemis' "AI vs AI" war | Shachar Hirshberg & Dan Shiebler (Co-founders, Artemis)
Apr 21 · 56m · ai, startup, technology
Apr 21
56m
ai, startup, technology
→
№ 199
Big Technology Podcast · Alex Kantrowitz
Tim Cook Steps Down — With Joanna Stern
Apr 21 · 15m · technology, business, ai
Apr 21
15m
technology, business, ai
→
№ 200
The Vergecast · The Verge
Apple’s got a new CEO: The Vergecast Livestream
Apr 20 · 40m · technology, business, ai
Apr 20
40m
technology, business, ai
→
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