Vol. II — No. 31
Tuesday, July 28, 2026
Est. MMXXV
TL;DL
Too Long, Didn't Listen
A Weekly Ledger of Long-Form Audio
374 Episodes in the Archive

The Index

373 Entries · Most Recent First
№ 121
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
№ 122
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
№ 123
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
№ 124
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
№ 125
Worklife with Molly Graham · TED
Why you should take a risk every day with Julie Zhuo
Molly Graham talks with former Facebook executive and Sundial co-founder Julie Zhu about treating risk as a craft rather than a personality trait. Their conversation moves from everyday acts of candor and feedback to the manager’s job of creating trust, shared values, and enough safety for people to make bets and learn from being wrong.
May 12 · 36m · business, psychology, startup
May 12
36m
business, psychology, startup
№ 126
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
№ 127
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
№ 128
This American Life · This American Life
318: With Great Power
A rerun organized around ordinary people confronting extraordinary responsibility moves from a wrongful-conviction case haunted by a daughter’s silence to a family besieged by a neighbor and, finally, to Shalom Auslander’s darkly comic theology of two starving hamsters. Across the hour, power appears less as authority than as the burden of what one person can do to another.
May 10 · 1h 01m · psychology, politics, faith
May 10
1h 01m
psychology, politics, faith
№ 129
Lenny's Podcast: Product | Career | Growth · Lenny Rachitsky
How to build a company that withstands any era | Eric Ries, Lean Startup author
Eric Ries argues that good companies rarely collapse because of competition; they are more often hollowed out by governance, incentives and financial pressure that turn success into a liability. Drawing on examples from Anthropic, Novo Nordisk, Cloudflare and Philip Morris’s disastrous purchase of Vectura, he makes the case that founders must build mission protection into both culture and corporate structure before it is too late.
May 10 · 1h 39m · startup, business, ai
May 10
1h 39m
startup, business, ai
№ 130
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
№ 131
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
№ 132
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
№ 133
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
№ 134
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
№ 135
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
№ 136
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
№ 137
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
№ 138
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
№ 139
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
№ 140
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
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