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
№ 81
The Ezra Klein Show · New York Times Opinion
Does Trump Want to Lose the Midterms?
Ezra Klein and Republican strategist Liam Donovan argue over whether Donald Trump is sacrificing winnable races to tighten his grip on the GOP. Their conversation ranges from Ken Paxton and Susan Collins to Tucker Carlson and J.D. Vance, tracing a party whose future may depend less on policy than on loyalty, attention and grievance.
May 29 · 1h 14m · politics, business
May 29
1h 14m
politics, business
№ 82
Galaxy Brain · The Atlantic
Why Everyone Hates AI Data Centers
As AI’s appetite for computing power fuels a nationwide build-out of data centers, local fights over noise, water, electricity, secrecy and tax revenue are turning obscure industrial projects into a volatile new political issue. The backlash is scrambling familiar partisan lines, with populists on the left and right converging against a technology many communities feel is being imposed on them.
May 29 · 42m · ai, politics, technology
May 29
42m
ai, politics, technology
№ 83
How I AI · Claire Vo
Claude Opus 4.8 is here. Is it as good as they say?
Claire Vo puts Anthropic’s new Opus 4.8 through early coding and strategy tests, finding a model that can nail a one-shot feature build yet falter on bug fixing, edge cases and business analysis. The result is a portrait of impressive raw capability undercut by shaky grounding, uneven ambition and a stubborn inability to finish the last mile.
May 28 · 13m · ai, technology, business
May 28
13m
ai, technology, business
№ 84
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
№ 85
Worklife with Molly Graham · TED
Caroline Wanga on the Career Path No One Tells You About | from Hello Monday
Caroline Wanga traces a career built less on certainty than on curiosity, describing how a series of self-made maps helped her test roles, recognize her strengths and know when it was time to move on. The conversation widens into a candid philosophy of work, urging people to trade personal branding for personal purpose and to treat failure and doubt as material for growth.
May 28 · 30m · business, psychology, education
May 28
30m
business, psychology, education
№ 86
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
№ 87
AI and I · Dan Shipper
We Automated Everything With AI and Tripled Our Headcount
A spirited debate over whether AI agents will erase jobs or reorganize them argues that automation mostly cheapens yesterday’s expertise, making human judgment, taste and direction more valuable. Drawing on life inside an aggressively AI-native company, the conversation pushes back on layoffs-and-doom narratives and treats adaptation, not retreat, as the real dividing line.
May 27 · 41m · ai, technology, business
May 27
41m
ai, technology, business
№ 88
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
№ 89
Big Technology Podcast · Alex Kantrowitz
Predicting the SpaceX, OpenAI, and Anthropic IPOs — With Dick Costolo
Former Twitter CEO Dick Costolo sizes up a coming wave of AI and space IPOs, arguing that narrative discipline will matter as much as quarterly numbers when SpaceX, OpenAI, and Anthropic face public-market scrutiny. The conversation also turns to Meta’s internal malaise, Twitter’s stubborn durability, and the social backlash building around data centers and AI wealth.
May 27 · 56m · ai, business, technology
May 27
56m
ai, business, technology
№ 90
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
№ 91
Platformer · Casey Newton
Claude Code creator Boris Cherny on the end of the software engineer
Anthropic’s Boris Cherny argues that AI coding tools are already blurring the boundaries between engineer, manager and designer, even as their labor-market effects remain unsettled. Around that debate, the conversation traces how companies are pushing workers to adopt AI, rewarding token usage unevenly and fumbling toward a broader social response to automation.
May 27 · 1h 02m · ai, technology, business
May 27
1h 02m
ai, technology, business
№ 92
The Aboard Podcast · Aboard
Craig Mod: Vibe Coding Towards the Apocalypse
Craig Mod joins Paul Ford and Rich Ciotti to talk about building bespoke accounting software for his unusually tangled life as a Japan-based American writer, publisher and membership entrepreneur. What starts with taxes and receipts opens into a wider argument about who gets to make software in the age of AI, and what kinds of human judgment still matter.
May 26 · 48m · ai, technology, business
May 26
48m
ai, technology, business
№ 93
Decoder with Nilay Patel · The Verge
How Sundar Pichai is rethinking Google for the AI era
Nilay Patel presses Sundar Pichai on Google’s AI reorganization, the rapid spread of Gemini and agents across search and software, and what those shifts mean for publishers, creators and the fragile idea of a common web. Pichai argues that Google is building toward more capable systems while insisting the open web remains essential, even as search grows more opinionated, personalized and self-contained.
May 26 · 51m · ai, technology, business
May 26
51m
ai, technology, business
№ 94
Worklife with Molly Graham · TED
What to do when your industry keeps changing with Manoush Zomorodi
Molly Graham talks with Manoush Zomorodi about building a career in media while every platform, business model and job description keeps changing underfoot. Their conversation turns disruption into a working philosophy: hold fast to the craft, experiment relentlessly and remember that the body, not just the mind, pays for life on screens.
May 26 · 39m · ai, creativity, technology
May 26
39m
ai, creativity, technology
№ 95
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
№ 96
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
№ 97
Big Technology Podcast · Alex Kantrowitz
Is OpenAI Ready To IPO?, The Datacenters in Space Myth, The Kids Boo AI
A Friday roundtable weighs whether OpenAI and Anthropic are racing to public markets before their growth stories cool, while parsing the accounting, infrastructure bets and investor narratives beneath the AI boom. The conversation also skewers SpaceX’s far-fetched pitch for orbital data centers and treats commencement-season boos as a warning that the public is souring on Silicon Valley’s vision of automation.
May 23 · 59m · ai, business, technology
May 23
59m
ai, business, technology
№ 98
In Depth · First Round
Why old-school sales work still wins in the AI era | Graham Moreno (Head of GTM, Parallel)
A veteran enterprise sales leader argues that AI has changed the tempo of software selling more than its fundamentals. The conversation traces why enterprise customers still want hands-on change management, why AI-native buyers compress decisions into days, and why great go-to-market teams raise the floor with process without crushing the ceiling for human judgment.
May 21 · 1h 02m · ai, business, technology
May 21
1h 02m
ai, business, technology
№ 99
In Depth · First Round
Why old-school sales work still wins in the AI era | Graham Moreno (Head of GTM, Parallel)
A veteran software sales leader argues that AI has changed the tempo of selling far more than its fundamentals. Enterprise buyers still need opinionated partners, hands-on rollout help and trust built through real relationships, even as AI-native customers compress cycles into days and expect constant, asynchronous collaboration.
May 21 · 1h 02m · ai, business, startup
May 21
1h 02m
ai, business, startup
№ 100
Decoder with Nilay Patel · The Verge
Musk v Altman: Much ado about nothing
Nilay Patel and Liz Lopatto sort through the spectacle and legal debris of Musk v. Altman, a trial nominally about OpenAI’s nonprofit origins but really driven by Elon Musk’s bid to punish Sam Altman. Their conversation sketches a courthouse circus, a statute-of-limitations defeat, and an AI industry where dishonesty feels less disqualifying than fully priced in.
May 21 · 34m · ai, business, technology
May 21
34m
ai, business, technology
← Previous Page 5 of 19 Next →