Vol. II — No. 44
Tuesday, October 27, 2026
Est. MMXXV
TL;DL
Too Long, Didn't Listen
A Weekly Ledger of Long-Form Audio
533 Episodes in the Archive

The Index

532 Entries · Most Recent First
№ 181
Decoder with Nilay Patel · The Verge
Can Patreon fight fire with social media fire?
Patreon CEO Jack Conte says the company has outgrown its old role as a payments layer and is rebuilding itself as a discovery, hosting and community platform for creators squeezed by algorithmic feeds, Apple’s fees and AI-fueled slop. The conversation ranges from social media’s failures to the payment and moderation pressures of running a creator business that now competes more directly with Instagram, TikTok and Substack.
Jun 22 · 1h 13m · business, technology, ai
Jun 22
1h 13m
business, technology, ai
→
№ 182
Lenny's Podcast: Product | Career | Growth · Lenny Rachitsky
Building the most AI-pilled engineering team in the world | Fiona Fung (Manager of the Claude Code and Cowork Teams)
Anthropic engineering leader Fiona Fung describes a software world where code is abundant, initiative matters more than syntax, and managers rely on AI to track quality, feedback, and the work itself. The conversation traces how engineering, product management, and team culture are being remade by agents, even as loneliness, fear, and accountability become harder problems to solve.
Jun 21 · 1h 38m · ai, product, technology
Jun 21
1h 38m
ai, product, technology
→
№ 183
The Ezra Klein Show · New York Times Opinion
I Keep Telling People We’re Living in This Dystopian Novel
Gary Shteyngart revisits the eerie prescience of Super Sad True Love Story and traces how a culture of ranking, optimization, and screen-mediated life has hollowed out intimacy and pleasure. The conversation turns toward beauty, craft, and conviviality as stubborn forms of resistance to a joyless, hyper-efficient age.
Jun 19 · 1h 18m · technology, psychology, creativity
Jun 19
1h 18m
technology, psychology, creativity
→
№ 184
Decoder with Nilay Patel · The Verge
Who decides when AI is too dangerous?
A weekend scramble over Anthropic’s newly released Claude Fable 5 became a test case for how the Trump administration may regulate AI: through formal safety policy or through panicked, personalized power. Nilay Patel and Verge reporter Hayden Field trace the model’s abrupt shutdown, the export controls that followed, and the industry’s growing fear that political risk now sits alongside technical risk.
Jun 18 · 40m · ai, politics, technology
Jun 18
40m
ai, politics, technology
→
№ 185
The Pragmatic Engineer · Gergely Orosz
CI/CD with Robert Erez
Rob Ayers traces how deployment practices evolved from weekly release boards to progressive delivery, arguing that feature toggles, roll-forwards, and platform teams do more to reduce risk than ritualized rollbacks. The conversation also untangles GitOps beyond its name, surveys Kubernetes at enterprise scale, and considers how AI-driven code velocity may shift CI/CD from speed toward safety.
Jun 17 · 1h 14m · technology, product, startup
Jun 17
1h 14m
technology, product, startup
→
№ 186
AI and I · Dan Shipper
GitHub’s COO Explains Why AI Hasn’t Replaced Developers
GitHub’s Kyle Daigle describes a software world remade by coding agents, where pull requests and commits are surging, nondevelopers are building apps, and maintainers need new controls to keep pace. The conversation follows the business and product consequences of that shift, from model routing and token costs to the long game of training tools on a developer’s habits and context.
Jun 17 · 28m · ai, technology, product
Jun 17
28m
ai, technology, product
→
№ 187
HBR On Leadership · Harvard Business Review
Why Speed and Trust Are Critical to Solving Hard Problems
Leadership coach Anne Morriss argues that hard organizational problems persist not because they are unsolvable, but because leaders misdiagnose them, underinvest in trust and storytelling, and wait too long to act. She lays out a five-step approach that starts with humility and buy-in, then uses speed as the final mechanism for turning intention into real change.
Jun 17 · 28m · business, psychology, startup
Jun 17
28m
business, psychology, startup
→
№ 188
How I AI · Claire Vo
How to design AI agent loops: schedules, goals, and subagents in Claude Code and Codex
As AI coding tools shift from one-off prompts to self-directed automations, the conversation breaks down loops in plain English: scheduled tasks, hooks and goal-based agents that keep working until a job is done. Working through Claude Code and Codex, it also makes the case for guardrails, isolated workspaces and clear validation before handing autonomous agents the keys.
Jun 17 · 29m · ai, technology, product
Jun 17
29m
ai, technology, product
→
№ 189
Platformer · Casey Newton
Why this founder isn't hiring junior employees anymore
At Platformer’s first live show, Casey Newton and guests take stock of AI’s contradictory role in the workplace: a source of anxiety, a generator of strange new job titles, and a tool that may make software creation radically more personal. The conversation moves from Atlassian’s enterprise “context graph” to Eugenia Kuyda’s vision of companions and bespoke apps, tracing how automation may reshape both office work and the products people use every day.
Jun 17 · 1h 24m · ai, business, technology
Jun 17
1h 24m
ai, business, technology
→
№ 190
Worklife with Molly Graham · TED
Why success is never linear with Claire Hughes Johnson
Molly Graham talks with former Stripe COO Claire Hughes Johnson about the hidden chaos inside celebrated careers and breakout companies, where outages, doubt, and bad bets sit alongside growth. Their conversation turns on how to tell the difference between a difficult stretch worth enduring and a situation that demands an exit.
Jun 16 · 33m · business, startup, psychology
Jun 16
33m
business, startup, psychology
→
№ 191
Supra Insider · Marc Baselga, Ben Erez
#114: Why I quit my high-paying PM job to go all in as a solopreneur builder | Peter Yang (ex-Roblox, Reddit, Twitter)
Product leader turned creator Peter Yang talks through leaving Roblox for a self-funded solo run, trading calendar-gridlock and corporate ladder ambitions for a builder’s life shaped by AI tools, family time and public experimentation. The conversation traces how he uses agents to automate the drudgery, sharpen his strategy and protect the craft from slipping into slop.
Jun 15 · 1h 14m · ai, product, startup
Jun 15
1h 14m
ai, product, startup
→
№ 192
How I AI · Claire Vo
How Braintrust uses AI agents, evals, and CI to ship better software | Ankur Goyal
Claire Vo and Braintrust CEO Ankur Goyal make the case that coding agents belong in the hardest engineering work, from query optimization and data migrations to the unglamorous discipline of CI. Their conversation argues that the real leverage comes from rigorous evals: defining success clearly, letting models explore the how, and using systems to extend human judgment rather than replace it.
Jun 15 · 40m · ai, technology, product
Jun 15
40m
ai, technology, product
→
№ 193
Decoder with Nilay Patel · The Verge
Skydio CEO argues more drones will make us safer
Skydio chief executive Adam Bry argues that autonomous drones are moving from camera toys to networked infrastructure, with their most consequential uses in emergency response, utility inspection, and military reconnaissance. The conversation turns on whether the United States can build a domestic drone industry at scale while navigating bans on Chinese rivals, the politics of surveillance, and the moral limits of AI in warfare.
Jun 15 · 1h 13m · technology, business, ai
Jun 15
1h 13m
technology, business, ai
→
№ 194
AI Explained Official Podcast · Philip - Host of AI Explained YT
Claude Fable Blocked - 11 Quiet Details on What’s Next
A sudden U.S.-ordered shutdown of Anthropic’s Fable 5 has set off a fight over AI safety, export controls and who gets to decide when a jailbreak justifies pulling a frontier model offline. The conversation weighs incompetence against political theater, while warning that if the ban sticks, access to advanced AI could hinge on nationality, ID checks and a far broader crackdown across the industry.
Jun 14 · 13m · ai, politics, technology
Jun 14
13m
ai, politics, technology
→
№ 195
HBR On Leadership · Harvard Business Review
How to Actually Finish What You Need to Get Done
Mark Zao-Sanders makes the case for timeboxing as both a productivity tool and a way to restore calm: put tasks on the calendar, assign them real limits, and let intention outrun distraction. The conversation links better planning to better collaboration, arguing that visible commitments and clear deadlines reduce anxiety for individuals and teams alike.
Jun 11 · 25m · business, psychology, education
Jun 11
25m
business, psychology, education
→
№ 196
Eat Sleep Work Repeat - better workplace culture · brucedaisley.com
What chance do we have versus the machines?
Financial Times writer Sarah O’Connor argues that AI’s effect on work is not an unstoppable natural force but a series of choices shaped by power, policy and the people closest to the job. Drawing on reporting from translators, nurses, software developers and Hollywood writers, she makes the case that the real fight is over human agency and what kinds of work should remain irreducibly human.
Jun 11 · 43m · ai, technology, business
Jun 11
43m
ai, technology, business
→
№ 197
Decoder with Nilay Patel · The Verge
Condé Nast CEO Roger Lynch on AI, the Met Gala & his secret succession plan
Condé Nast CEO Roger Lynch argues that legacy media survives by acting less like a magazine publisher than a portfolio of brands built for events, subscriptions, commerce, video, and adaptation. He talks through the company’s restructuring, the collapse of Google-driven traffic, the uneasy bargains of AI licensing, and why authority matters more than raw scale in the creator era.
Jun 11 · 54m · business, technology, ai
Jun 11
54m
business, technology, ai
→
№ 198
AI and I · Dan Shipper
How Anthropic Uses Claude Fable 5 With Mike Krieger
Mike Krieger describes how living with Anthropic’s new Fable 5 model reshapes work from prompting to delegation, turning AI from a clever assistant into something closer to a teammate. The conversation follows what that shift means for software engineering, verification, workplace collaboration and the widening gap between a person’s intent and their ability to build.
Jun 10 · 52m · ai, product, technology
Jun 10
52m
ai, product, technology
→
№ 199
Platformer · Casey Newton
How to help people who lose their jobs to AI
Brookings fellow Molly Kinder argues that the real danger of AI is not an instant jobs apocalypse but a long, destabilizing period of selective white-collar displacement for which government and industry have no credible plan. The conversation weighs retraining, safety nets, and broader wealth-sharing proposals against a future in which automation chips away at the skills and careers workers once thought were secure.
Jun 10 · 1h 08m · ai, business, technology
Jun 10
1h 08m
ai, business, technology
→
№ 200
Worklife with Molly Graham · TED
FAQ: How to disagree productively, know which hills to die on, and find your mentors with Ashley Murphy
Molly Graham and Ashley Murphy field workplace dilemmas that resist tidy business-book answers, from how to disagree with a CEO without losing integrity to when a company’s culture is simply a reflection of its founder. The conversation also traces the difference between coaches, therapists and advisors, and argues that so-called generalists are really specialists who need sharper language for the problems they solve.
Jun 9 · 41m · business, psychology, startup
Jun 9
41m
business, psychology, startup
→
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