Vol. II — No. 28
Sunday, July 12, 2026
Est. MMXXV
TL;DL
Too Long, Didn't Listen
A Weekly Ledger of Long-Form Audio
350 Episodes in the Archive

Tag — technology

216 Entries
№ 81
AI and I · Dan Shipper
The Secrets of Claude's Platform From the Team Who Built It
Anthropic’s platform leads sketch how AI infrastructure is shifting from a bare completion endpoint to managed, long-running agents with memory, tools and cloud scaffolding. They argue that the real bottleneck is no longer prompt craft but the dreary work of production infrastructure, and imagine a near future where Claude chooses its own model, spins up sub-agents and compresses work down to an outcome and a budget.
May 8 · 43m · ai, product, technology
May 8
43m
ai, product, technology
№ 82
Decoder with Nilay Patel · The Verge
Rewind: How AI is fueling an existential crisis in education
A conversation about AI in schools moves past cheating panics to the deeper question of what education is for when machines can generate polished work on demand. Teachers and researchers describe a fractured landscape in which generative tools may save time at the margins, but also erode learning, judgment, and trust in the classroom.
May 7 · 42m · ai, education, technology
May 7
42m
ai, education, technology
№ 83
How I AI · Claire Vo
Code with Claude: The 5 biggest updates explained
Claire Vo races through Anthropic’s Code with Claude announcements, from scheduled routines in Claude Code to managed-agent features like outcome-based rubrics, multi-agent teams, and experimental memory tools. The conversation stays grounded in product work, sketching practical uses for newsletters, PRDs, and the growing appeal of agent systems that can grade, iterate, and remember.
May 7 · 11m · ai, product, technology
May 7
11m
ai, product, technology
№ 84
AI and I · Dan Shipper
Why We Switched From Claude Code to Codex
A once-clunky coding tool is recast here as a desktop command center for modern office work, with hosts arguing that the real contest in AI is over agent interfaces that sit between workers and their apps. The conversation moves from theory to practice, showing how Codex and similar tools now draft emails, triage workflows, assemble strategy docs, and turn fragmented digital labor into something closer to managed delegation.
May 6 · 58m · ai, product, technology
May 6
58m
ai, product, technology
№ 85
High Leverage · Heavybit
Ep. #9, The AI Coding Paradigm Shift with Simon Willison
Simon Willison joins Joe Russo for a grounded assessment of AI coding tools as they move from autocomplete novelty to reliable engineering partners, reshaping review, mentorship, pricing and the pace of software work. Their conversation treats software development as a stubbornly human discipline even as models become powerful amplifiers of experience and increasingly capable collaborators.
May 5 · 53m · ai, technology, product
May 5
53m
ai, technology, product
№ 86
Big Technology Podcast · Alex Kantrowitz
Did Apple Get AI Spending Right?, Microsoft & OpenAI’s New Reality, Where’s Stargate?
MG Siegler and Alex Kantrowitz size up Apple’s unusually modest AI spending against the rest of Big Tech’s infrastructure binge, arguing that the company may be either prudently waiting out a commoditized market or dangerously ceding the future to rivals. They also trace the loosening Microsoft-OpenAI alliance and the murky reality of Stargate, where grand promises of owned infrastructure are giving way to outsourced capacity and financial improvisation.
May 5 · 1h 00m · ai, technology, business
May 5
1h 00m
ai, technology, business
№ 87
Supra Insider · Marc Baselga, Ben Erez
#109: Inside Maven's shift from EPD specialists to flexible builders | Rishin Banker (VP Product @ Maven)
A live conversation with Maven VP of product Rishin Banker examines how AI and new tools are collapsing traditional product, design, and engineering boundaries at a lean startup. The discussion traces what happens when more people can build, how teams reorganize into smaller pods, and where speed starts to create new handoff and governance problems.
May 4 · 38m · product, ai, technology
May 4
38m
product, ai, technology
№ 88
How I AI · Claire Vo
The internal AI tool that’s transforming how Stripe designs products | Owen Williams
A Stripe design leader describes building an internal prototyping stack that lets designers, PMs, and researchers generate realistic product demos in the browser, complete with live data, variants, and design-system guardrails. The conversation tracks how AI is collapsing the distance between mockup and product, turning static reviews into clickable demos and shifting collaboration from staffing debates to the work itself.
May 4 · 54m · ai, product, technology
May 4
54m
ai, product, technology
№ 89
Decoder with Nilay Patel · The Verge
Dara Khosrowshahi on replacing Uber drivers — and himself — with AI
Uber CEO Dara Khosrowshahi sketches a company trying to turn its ride-hailing app into a broader travel and services platform, while juggling the trade-offs of hotel booking, personal shopping, AI tools and autonomous vehicles. He argues that Uber’s edge lies not in flashy demos but in handling the messy, probabilistic real world where reservations fail, drivers cancel and logistics have to keep working.
May 4 · 1h 14m · business, ai, technology
May 4
1h 14m
business, ai, technology
№ 90
This American Life · This American Life
886: Blackout
A family’s daily long-distance intimacy is severed when Iran’s government plunges the country into an internet blackout during war, leaving one daughter in the U.S. desperate for any word from her parents. The hour gathers smuggled voice memos from inside Iran, where ordinary life, political terror, grief, love and rage all continue beneath bombardment and enforced silence.
May 3 · 1h 02m · politics, technology, entertainment
May 3
1h 02m
politics, technology, entertainment
№ 91
Lenny's Podcast: Product | Career | Growth · Lenny Rachitsky
Why cultivating agency matters more than cultivating skills in the AI era | Max Schoening (Head of Product, Notion)
Max Schoening, Notion’s head of product, argues that AI is making the first draft of software nearly free while shifting the real differentiator to agency, taste and the discipline to make something obviously good. The conversation ranges from designers coding in terminals to the persistence of SaaS, all under a larger claim that the people who thrive will be the ones who act as if the world is changeable.
May 3 · 1h 27m · ai, product, technology
May 3
1h 27m
ai, product, technology
№ 92
Big Technology Podcast · Alex Kantrowitz
OpenAI’s User Growth Miss, Musk vs. Altman, Prediction Market Ban
A jumble of AI signals comes into focus as OpenAI’s user growth cools, cloud providers post blockbuster numbers, and the industry lurches from consumer hype toward enterprise agents. Alex Kantrowitz and Ranjan Roy weigh whether generative AI is becoming ordinary infrastructure, a shaky consumer business, or simply a market still too expensive and too euphoric to understand clearly.
May 1 · 57m · ai, business, technology
May 1
57m
ai, business, technology
№ 93
The Vergecast · The Verge
Elon Musk had a bad week in court
The Vergecast turns Elon Musk’s OpenAI trial testimony into a case study in how power evaporates under cross-examination, then widens into a sharper critique of AI’s shaky consumer appeal and the tech industry’s habit of mistaking compulsion for affection. Along the way, the hosts tour Microsoft and OpenAI’s retreat from the AGI fantasy, Brendan Carr’s latest FCC overreach, and a pile of gadgets that may or may not deserve Nilay Patel’s attention.
May 1 · 1h 49m · ai, business, technology
May 1
1h 49m
ai, business, technology
№ 94
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
№ 95
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
№ 96
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
№ 97
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
№ 98
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
№ 99
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
№ 100
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
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