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
№ 61
Big Technology Podcast · Alex Kantrowitz
Claude Code Head Boris Cherny: Insane Growth, Tokenmaxxing, AI Agents' Next Frontier
Anthropic’s Boris Cherny describes Claude Code’s breakneck rise from developer tool to everyday agent, arguing that the real shift is not better autocomplete but software that can use tools, act across apps, and multiply a single worker’s leverage. The conversation tests that vision against rate limits, token waste, enterprise gamification, and the unresolved question of whether today’s boom is durable or simply running ahead of itself.
May 20 · 59m · ai, product, technology
May 20
59m
ai, product, technology
№ 62
How I AI · Claire Vo
What launched at Google I/O 2026 (30-minute day 1 recap)
Clare Vale tours Google I/O’s AI blitz, from Gemini 3.5 and agentic coding tools to new image and video generators aimed at consumers and creators. The takeaway is a mix of genuine speed and multimodal promise, plus the familiar frustration of confusing product names and half-working launches.
May 20 · 33m · ai, product, technology
May 20
33m
ai, product, technology
№ 63
Platformer · Casey Newton
Why Doomers Are Wrong about AI and Jobs with Google's James Manyika
A Google executive and longtime labor economist argues that AI is more likely to reshape work than erase it, even as new forecasting data suggests a small but meaningful chance of far more severe disruption. The conversation pits Silicon Valley’s job-loss rhetoric against a slower, messier reality in which tasks automate faster than occupations, and policy failures may matter more than the technology itself.
May 19 · 1h 10m · ai, business, technology
May 19
1h 10m
ai, business, technology
№ 64
The Aboard Podcast · Aboard
Kamal Menghrajani: The Limits of AI Healthcare
Oncologist and former Cancer Moonshot adviser Dr. Komal Megharajani talks through how AI is actually entering healthcare: not as a miracle cure, but as documentation help, clinical decision support and a new layer on top of physicians’ judgment. The conversation keeps one foot in policy and another in the clinic, tracing how evidence, training, regulation and lived experience shape what these tools can and cannot do.
May 19 · 40m · ai, health, technology
May 19
40m
ai, health, technology
№ 65
Worklife with Molly Graham · TED
How to make AI worth your time with Max Mullen
Molly Graham talks with Instacart co-founder Max Mullen about the gap between AI hype and actual utility, tracing her own skepticism to the moment a chatbot became a credible writing collaborator. Their conversation lands on a practical case for experimentation: the tools are improving fast, best used on mundane tasks, and still bounded by the need for human judgment.
May 19 · 39m · ai, technology, product
May 19
39m
ai, technology, product
№ 66
Manual upload
Running an AI-native engineering org
Fiona Feng argues that AI has shifted software engineering’s bottlenecks away from writing code and toward verification, review and cross-functional coordination. Drawing on the rapid evolution of Anthropic’s Claude Code team, she makes the case for flatter orgs, lighter planning and a willingness to kill processes that quietly outlive their purpose.
May 19 · 28m · ai, product, technology
May 19
28m
ai, product, technology
№ 67
Supra Insider · Marc Baselga, Ben Erez
#111: Why bootstrapping forces you to get better | Marc Baselga & Ben Erez
Two longtime co-hosts finally record in person and use the occasion to take stock of work, ambition and the strange freedom of building together. Their conversation turns on optionality in the AI era, the difference between bootstrapping and playing someone else’s game, and the culture they are trying to design one week at a time.
May 18 · 1h 30m · business, startup, technology
May 18
1h 30m
business, startup, technology
№ 68
How I AI · Claire Vo
HTML is the new Markdown: How Anthropic engineers are building with Claude Code | Thariq Shihipar
A conversation about replacing unread Markdown specs with HTML artifacts that people actually engage with, turning plans, mockups, and even one-off interfaces into collaborative tools for working alongside AI. As agents get cheaper and more capable, the real managerial work shifts toward allocating compute, shaping context, and staying close enough to the process to judge what is worth building.
May 18 · 35m · ai, product, technology
May 18
35m
ai, product, technology
№ 69
Decoder with Nilay Patel · The Verge
Exclusive: Jonah Peretti explains why he sold BuzzFeed
As BuzzFeed sells a controlling stake to Byron Allen, outgoing CEO Jonah Peretti argues that digital media’s platform era collapsed into a deals business and bets AI can rebuild both the company and the products people use directly. The conversation turns over old wounds from Facebook’s broken promises to creator economics, then lands on an ambitious, still-fuzzy vision of BuzzFeed as an AI-powered media and social platform.
May 18 · 1h 10m · business, ai, technology
May 18
1h 10m
business, ai, technology
№ 70
Lenny's Podcast: Product | Career | Growth · Lenny Rachitsky
Why we’re at the beginning of the AI hardware boom | Caitlin Kalinowski (ex–OpenAI, Meta, Apple)
Hardware veteran Caitlin Kalinowski argues that AI’s next great expansion will happen not on screens but in factories, robots and supply chains, where safety, manufacturing know-how and geopolitical risk matter as much as software. Drawing on stints at Apple, Meta and OpenAI, she sketches a future shaped by AR, drones and reindustrialization, while warning that war may change faster than consumer tech.
May 17 · 1h 39m · ai, technology, politics
May 17
1h 39m
ai, technology, politics
№ 71
Big Technology Podcast · Alex Kantrowitz
Satya Nadella’s OpenAI Concerns, Google’s Next AI Model, The AI Monet Prank
A lively Friday roundtable uses newly surfaced court documents to probe Satya Nadella’s unease with Microsoft’s OpenAI deal, then widens into a brisk survey of Google, Anthropic, Apple and the strange market logic of the AI race. The hosts also delight in a prank that passed off a real Monet as machine-made, using the backlash to ask what happens when taste, authorship and authenticity all get harder to pin down.
May 15 · 54m · ai, business, technology
May 15
54m
ai, business, technology
№ 72
Decoder with Nilay Patel · The Verge
How companies weaponize the terms of service against you
Brendan Ballou argues that forced arbitration has become a private justice system, built by courts and terms of service that strip consumers and workers of meaningful recourse. The conversation links that quiet legal machinery to a broader crisis of corporate power, public corruption and the feeling that ordinary people are locked out of real accountability.
May 14 · 54m · politics, business, technology
May 14
54m
politics, business, technology
№ 73
The Pragmatic Engineer · Gergely Orosz
TypeScript, C# and Turbo Pascal with Anders Hejlsberg
Anders Hejlsberg traces the accidents, lawsuits, and internal battles that shaped Turbo Pascal, C#, and TypeScript, from Java’s legal fallout to Microsoft’s uneasy embrace of open source. The conversation doubles as a philosophy of language design: tooling matters as much as syntax, AI still needs deterministic systems beneath it, and great developer platforms are built on decade-long bets.
May 13 · 1h 15m · technology, product, ai
May 13
1h 15m
technology, product, ai
№ 74
Big Technology Podcast · Alex Kantrowitz
Does Anyone Want AI Wearables? + The Allure of AI Love — With Joanna Stern
Joanna Stern joins Big Technology to talk through her year of using AI for nearly everything, from parenting and health questions to work, wearables, and even a flirtation with an AI boyfriend. The conversation treats AI less as a futuristic gimmick than as an intimate, sometimes unsettling layer in ordinary life, where convenience, companionship, and bad habits start to blur.
May 13 · 42m · ai, technology, psychology
May 13
42m
ai, technology, psychology
№ 75
AI and I · Dan Shipper
Claude Code Can Be Your Second Brain
Noah Breyer describes an unusually practical AI stack: an Obsidian vault synced to a home server, cloud coding agents that search and summarize his notes, and a phone-based workflow that turns dead time into deep work. The conversation broadens into a larger argument about probabilistic software, bureaucratic organizations, and why AI is often more useful as a reader and thinking partner than as a writer.
May 13 · 1h 10m · ai, technology, product
May 13
1h 10m
ai, technology, product
№ 76
Platformer · Casey Newton
The best argument I’ve heard for why AI won't take your job with Box CEO Aaron Levie
Casey Newton and Ella Marciano open a new Platformer series with survey data showing AI adoption is highest among managers and top earners, while junior workers and administrative staff remain more skeptical of its benefits. A later conversation with Box CEO Aaron Levie argues that enterprise software will be remade by agents, but that most jobs will shift rather than disappear as human work moves to the harder, higher-value last mile.
May 13 · 1h 07m · ai, business, technology
May 13
1h 07m
ai, business, technology
№ 77
The Aboard Podcast · Aboard
Why AI Makes Things Worse for Enterprise Teams
A new report from CircleCI suggests AI coding tools are widening the gap between elite software teams and everyone else: the fastest shops are shipping dramatically more code, while the middle muddles through bugs, stalled projects, and cleanup. Paul Ford and Rich Ziatti argue that the payoff comes less from the tools themselves than from disciplined process, strong technical judgment, and organizations willing to confront AI’s confident mistakes.
May 12 · 27m · ai, technology, product
May 12
27m
ai, technology, product
№ 78
How I AI · Claire Vo
Spec-driven development: The AI engineering workflow at Notion | Ryan Nystrom
Ryan Nystrom describes how AI has collapsed the distance between planning, meetings and shipping at Notion, from auto-generated standups to spec-driven coding that turns spoken ideas into working features. The conversation frames engineering less as hand-writing every line and more as designing systems, verification loops and plain-English specs that agents can execute.
May 11 · 47m · ai, product, technology
May 11
47m
ai, product, technology
№ 79
Decoder with Nilay Patel · The Verge
Joanna Stern is not a robot, but she lived with them
Joanna Stern joins Nilay Patel to talk through a year of living with AI, the gap between flashy demos and useful products, and the privacy costs hidden inside convenience. The conversation also turns to her leap from The Wall Street Journal to her new venture, New Things, and what it takes to build an independent tech-media business around YouTube, newsletters and a mainstream audience.
May 11 · 1h 00m · ai, technology, business
May 11
1h 00m
ai, technology, business
№ 80
Big Technology Podcast · Alex Kantrowitz
The Unlikely Anthropic & SpaceX Marriage, OpenAI Trial Revelations, AI Layoffs Or Cope?
A sprawling Friday news roundtable connects Anthropic’s massive compute deal with SpaceX, the OpenAI trial’s newly public text messages, and a wave of AI-era layoffs. Beneath the gossip and spectacle runs a sharper argument over whether the boom is driven by real product demand, IPO maneuvering, and a genuine rewiring of how companies operate.
May 8 · 57m · ai, technology, business
May 8
57m
ai, technology, business
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