Vol. II — No. 23
Wednesday, June 3, 2026
Est. MMXXV
TL;DL
Too Long, Didn't Listen
A Weekly Ledger of Long-Form Audio
299 Episodes in the Archive

The Index

298 Entries · Most Recent First
№ 61
Eat Sleep Work Repeat - better workplace culture · brucedaisley.com
Can one bad apple ruin your team?
Bruce Daisley talks with journalist Kate Murphy about the elusive chemistry of human connection, and what her research into synchrony suggests about teamwork, meetings and the limits of digital communication. Their exchange moves from the contagion of a single workplace "bad apple" to the rare colleague whose presence can steady a room.
May 7 · 47m · business, psychology, science
May 7
47m
business, psychology, science
№ 62
Big Technology Podcast · Alex Kantrowitz
AI Agents: Mirage Or Real Revolution? — With Dmitry Shevelenko
Perplexity’s chief business officer argues that the industry’s rush toward agentic “super apps” is less a pivot than an attempt to monetize AI where it already matters most: work. The conversation weighs whether computer-controlling assistants are durable businesses or just the next novelty spike, and what it means to trust them with calendars, email, taxes, and the modern payroll budget.
May 7 · 1h 01m · ai, business, product
May 7
1h 01m
ai, business, product
№ 63
HBR On Leadership · Harvard Business Review
Communicating with Confidence When You’re Under Pressure
Muriel Wilkins joins the Women at Work hosts for a practical conversation about communicating under stress, from knowing when you are too depleted or reactive to speak well to staying present, patient, and clear when the stakes are high. The discussion also turns to authentic appreciation, hard messages, and the difference between avoiding discomfort and finding steadiness in the middle of it.
May 7 · 34m · business, psychology
May 7
34m
business, psychology
№ 64
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
№ 65
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
№ 66
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
№ 67
How I AI · Claire Vo
Quests, token leaderboards, and a skills marketplace: The elite AI adoption playbook | John Kim (Sendbird)
ZenBusiness CEO John Kim lays out an internal AI marketplace where employees post “quests,” share reusable skills, and compete on token-consumption leaderboards to turn curiosity into company-wide adoption. The conversation argues that AI works best not as a mandate to move faster, but as a way for marketers, operators, and leaders to build joyful, bespoke tools that would never survive a normal roadmap.
May 6 · 42m · ai, business, product
May 6
42m
ai, business, product
№ 68
The Ezra Klein Show · New York Times Opinion
The Book That Changed How I Think About Liberalism
Ezra Klein talks with historian Helena Rosenblatt about how liberalism narrowed from an older ethic of liberality, moral formation and devotion to the common good into a thinner politics of rights and individualism. Their conversation traces that history through revolution, religion and the welfare state to ask what kind of civic language might revive liberal democracy in an age of demagogues and institutional distrust.
May 5 · 1h 05m · politics, psychology
May 5
1h 05m
politics, psychology
№ 69
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
№ 70
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
№ 71
Worklife with Molly Graham · TED
The secret to making the right career decisions with Patty Stonesifer
Molly Graham talks with former Microsoft executive and Gates Foundation founding CEO Patty Stonecipher about the personal mission statement that has guided decades of career choices, from high-profile yeses to disciplined noes. Their conversation turns work into a question of values, asking how ambition, love, justice, learning and humor can shape a life rather than merely a résumé.
May 5 · 38m · business, psychology, education
May 5
38m
business, psychology, education
№ 72
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
№ 73
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
№ 74
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
№ 75
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
№ 76
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
№ 77
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
№ 78
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
№ 79
This American Life · This American Life
Ira (Reluctantly) Gives a Graduation Speech
Ira Glass makes a funny, unexpectedly candid case against commencement speeches as a doomed genre, then explains why family history, old loyalties and one memorable Goucher dorm room changed his mind. The conversation sets up a 2012 graduation address shaped by skepticism, sentiment and a story about his grandmother meeting Adolf Hitler.
May 1 · 8m · creativity, entertainment, ai
May 1
8m
creativity, entertainment, ai
№ 80
In Depth · First Round
Why great product leaders should stop obsessing over the roadmap | Diya Jolly (CPO & CTO of Xero)
A veteran product leader argues that the best chief product officers set direction, understand customers deeply and keep reallocating resources as technology and markets shift. The conversation ranges from navigating founder dynamics and office politics to making riskier AI bets, protecting time to think and building products around outcomes rather than buttons.
Apr 30 · 49m · product, business, ai
Apr 30
49m
product, business, ai
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