Vol. II — No. 34
Wednesday, August 19, 2026
Est. MMXXV
TL;DL
Too Long, Didn't Listen
A Weekly Ledger of Long-Form Audio
404 Episodes in the Archive

Tag — product

156 Entries
№ 41
How I AI · Claire Vo
Building an iPhone app with zero technical skills | Bryce Rattner Keithley
Bryce Ratner-Keefly, a longtime talent leader with no technical background, talks through building and shipping a fitness app with AI tools, from rough prompts in Replit to App Store approval. Along the way, the conversation becomes a case study in beginner’s mindset, improvised workflows, and how quickly software building is slipping beyond the usual technical gatekeepers.
Jun 1 · 46m · ai, product, health
Jun 1
46m
ai, product, health
№ 42
Decoder with Nilay Patel · The Verge
Rivian's software chief thinks you don't need CarPlay or buttons
Rivian’s top software executive sketches the uneasy marriage of startup speed and Volkswagen scale, as the companies build a shared EV operating system meant to underpin everything from the R2 to future Audis and Lamborghinis. The conversation turns just as quickly to Rivian’s in-car assistant, where voice control, safety limits and the long war over CarPlay reveal how much of the modern vehicle now lives in software.
May 28 · 1h 09m · technology, ai, product
May 28
1h 09m
technology, ai, product
№ 43
HBR On Leadership · Harvard Business Review
How Shake Shack Balanced Digitalization with Its Hospitality Ethos
Shake Shack’s digital transformation shows how a hospitality-first brand can add kiosks, mobile ordering, and personalization without turning the customer experience into a machine. The conversation traces how the fast-casual chain scaled by learning from competitors, using data carefully, and treating technology as a support for human judgment rather than a substitute for it.
May 27 · 29m · business, technology, product
May 27
29m
business, technology, product
№ 44
The Pragmatic Engineer · Gergely Orosz
Building OpenCode with Dax Raad
Dak Sarada, co-founder of OpenCode, talks about scaling an open-source coding tool to millions of users while resisting the fantasy that AI automatically makes teams faster or products better. The conversation circles the unglamorous work of taste, cleanup, and restraint, along with the economics of inference and the GPU bottlenecks shaping the AI boom.
May 27 · 1h 20m · ai, product, technology
May 27
1h 20m
ai, product, technology
№ 45
How I AI · Claire Vo
The Codex feature that works while you sleep
Claire Vo makes the case for Codex Goals as the missing layer between one-off prompts and true autonomous work, where an AI agent keeps iterating until it can prove a task is done. Her examples range from debugging stubborn software errors to cleaning out thousands of unread emails and triaging an unruly project backlog.
May 27 · 30m · ai, product, technology
May 27
30m
ai, product, technology
№ 46
How I AI · Claire Vo
How the engineer behind Claude Cowork actually uses Claude | Felix Rieseberg (Anthropic)
Anthropic’s Felix Riesberg argues that the real bottleneck in AI is not model capability but human imagination, as users learn to hand off the tedious scaffolding of work and life. The conversation ranges from live artifacts and personal dashboards to hacked-together Bluetooth gadgets, all in service of making software more ambient, playful and useful.
May 25 · 59m · ai, product, technology
May 25
59m
ai, product, technology
№ 47
Lenny's Podcast: Product | Career | Growth · Lenny Rachitsky
The AI paradox: More automation, more humans, more work | Dan Shipper
Dan Shipper argues that AI is remaking work less by replacing people than by changing the interfaces around them: companywide agents in Slack, desktop copilots that become the operating system for knowledge work, and SaaS products rebuilt for humans and machines to collaborate together. He is strikingly bullish on the survival of SaaS, the rise of forward-deployed AI operators, and the prospects for product managers and full-stack designers who learn to ride the models.
May 24 · 1h 34m · ai, product, technology
May 24
1h 34m
ai, product, technology
№ 48
The Pragmatic Engineer · Gergely Orosz
Why Rust is different, with Alice Ryhl
Alice Real traces Rust’s rise from forum culture and async infrastructure to Android and the Linux kernel, arguing that the language’s strict rules buy reliability in exchange for a steeper learning curve. The conversation digs into ownership, borrow checking, governance by committee, and why memory safety has turned Rust from an enthusiast’s tool into an institutional one.
May 20 · 1h 04m · technology, product, education
May 20
1h 04m
technology, product, education
№ 49
AI and I · Dan Shipper
Inside Stainless: The Developer Tools Startup Anthropic Just Bought for $300 Million
Alex Rattray argues that the internet’s plumbing was built for humans and conventional software, not language models, and that today’s Model Context Protocol often buckles under the weight of context, tool sprawl and weak security. The conversation traces a different path: AI agents that write and execute code against typed APIs, with permissions enforced at the API layer rather than bolted onto chat interfaces.
May 20 · 51m · ai, product, technology
May 20
51m
ai, product, technology
№ 50
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
№ 51
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
№ 52
One Knight in Product · One Knight in Product
Petra Wille - Strong Product Leadership in the Age of AI
Product leadership coach Petra Wille argues that strong leaders are still essential in an AI-scrambled workplace, even as tools tempt companies to flatten roles and mistake speed for judgment. She lays out the thinking behind her new product leadership wheel, a framework meant to help leaders assess how they spend their time, sharpen role clarity and build healthier, more intentional organizations.
May 19 · 1h 05m · product, ai, business
May 19
1h 05m
product, ai, business
№ 53
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
№ 54
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
№ 55
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
№ 56
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
№ 57
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
№ 58
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
№ 59
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
№ 60
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
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