Vol. II — No. 42
Wednesday, October 14, 2026
Est. MMXXV
TL;DL
Too Long, Didn't Listen
A Weekly Ledger of Long-Form Audio
513 Episodes in the Archive

Tag — technology

323 Entries
№ 21
Platformer · Casey Newton
OpenAI connects the Dots
OpenAI’s new Dots agent brings the long-promised AI assistant closer to daily office work, drafting emails, researching documents and handling scheduling from inside ChatGPT. Its utility is inseparable from the unusually broad access it demands, as safety concerns and competing visions of consumer agents continue to mount.
Sep 30 · 11m · ai, business, technology
Sep 30
11m
ai, business, technology
→
№ 22
The /last30days Podcast · Matt Van Horn
He Built GitHub’s #2 Project. Then Failed Anthropic’s Coding Test.
Superpowers creator Jesse Vincent surveys the wild scale of agentic coding, arguing that software work is shifting from syntax toward taste, judgment and systems thinking. He also makes the case for managing AI agents less like machines and more like colleagues who respond to care.
Sep 29 · 37m · ai, technology, startup
Sep 29
37m
ai, technology, startup
→
№ 23
Decoder with Nilay Patel · The Verge
The SaaSpocalypse that wasn't, with Atlassian's CEO
Atlassian CEO Mike Cannon-Brookes argues that AI will broaden knowledge workers’ roles rather than erase them, making design, judgment and interconnected software platforms more valuable. He also makes the case for Dia, Atlassian’s browser for organizing work across the sprawling SaaS stack.
Sep 28 · 1h 16m · ai, business, technology
Sep 28
1h 16m
ai, business, technology
→
№ 24
Where Should We Begin? with Esther Perel · Esther Perel Global Media
My Ex, His AI Girlfriend, And Our Kids
A mother navigating divorce confronts her estranged husband’s AI companion and the uneasy questions it raises for their young children. Esther Perel traces how inherited fears and family denial can silence the very conversations meant to keep children grounded.
Sep 28 · 53m · ai, psychology, technology
Sep 28
53m
ai, psychology, technology
→
№ 25
Decoder with Nilay Patel · The Verge
Can Cloudflare save the web from AI?
Cloudflare CEO Matthew Prince argues that AI agents are upending the web’s advertising-driven economy, pushing publishers and platforms toward paid access for the data that trains and informs models. He also defends the company’s AI-driven layoffs and a flatter management structure, casting both as necessary adaptations to a changing internet.
Sep 26 · 1h 18m · ai, business, technology
Sep 26
1h 18m
ai, business, technology
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№ 26
AI Explained Official Podcast · Philip - Host of AI Explained YT
Opus 5.5: How Close Are We to Automated AI Research?
Anthropic’s Opus 5.5 arrives amid a torrent of frontier-model gains, while its system card and rival labs’ disclosures raise questions about abandoned safety commitments. The conversation traces how rapid release cycles, autonomous research ambitions and opaque agent behavior are outpacing meaningful public scrutiny.
Sep 24 · 32m · ai, technology, science
Sep 24
32m
ai, technology, science
→
№ 27
Decoder with Nilay Patel · The Verge
I have some questions for Mark Zuckerberg
Nilay Patel dissects Mark Zuckerberg’s claims about Meta glasses, teen safety and AI, pressing on the gaps between Meta’s market rhetoric and its appetite for regulation. The critique follows the company’s ambitions to build the next dominant platform while shifting the social costs onto users and communities.
Sep 24 · 23m · ai, technology, business
Sep 24
23m
ai, technology, business
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№ 28
The Pragmatic Engineer · Gergely Orosz
Design Engineering with Maggie Appleton
Maggie Appleton traces how an anthropologist turned design engineer thinks through software’s human context, from paper sketches to agent-built prototypes. She argues that good design lives in the tension between technical constraints, cultural taste and the cognitive limits of the people using the product.
Sep 23 · 1h 27m · ai, product, technology
Sep 23
1h 27m
ai, product, technology
→
№ 29
Eat Sleep Work Repeat - better workplace culture · brucedaisley.com
What is REALLY happening with AI and jobs
Economist Daniel Susskind argues that AI has made career forecasting a fool’s errand, turning yesterday’s advice to learn code into a cautionary tale. He and Bruce Daisley consider how schools and workplaces can cultivate critical thinking, use AI without surrendering judgment, and prepare for a society where work may no longer distribute either income or meaning.
Sep 23 · 40m · ai, education, technology
Sep 23
40m
ai, education, technology
→
№ 30
Supra Insider · Marc Baselga, Ben Erez
#128: Inside the morning ritual that re-energized our podcast | Ben Erez & Marc Baselga (co-founders, Insider Loops)
Two founders trace a business slowdown to the gap between effort and results, then rebuild momentum through sharper analytics, higher prices and a more human content strategy. Their conversation makes the case for naming discouragement early, treating ideas as the foundation of execution, and making room for creative energy in the work.
Sep 21 · 1h 20m · business, startup, technology
Sep 21
1h 20m
business, startup, technology
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№ 31
Decoder with Nilay Patel · The Verge
Can CEO John Ternus find Apple's next big thing?
Bloomberg’s Mark Gurman sizes up John Ternus’s Apple: a newly installed CEO inheriting an iPhone Duo launch, a sweeping executive turnover and an unfinished AI strategy. The conversation traces Apple’s race toward ambient, camera-equipped devices while its privacy-first identity faces a harder test.
Sep 21 · 58m · ai, technology, business
Sep 21
58m
ai, technology, business
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№ 32
Decoder with Nilay Patel · The Verge
Does AI need an antitrust exemption so it doesn't kill everyone????
Former DOJ antitrust chief Jonathan Kanter argues that AI companies need clear liability rules and safety standards, not an antitrust exemption to coordinate their way out of a costly arms race. He traces the fight over AI regulation through monopoly power, national champions and a rapidly shifting political order.
Sep 19 · 46m · ai, politics, technology
Sep 19
46m
ai, politics, technology
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№ 33
Decoder with Nilay Patel · The Verge
Microsoft AI CEO says AI threats are real, and Anthropic is making it worse
Microsoft AI chief Mustafa Suleyman argues that alignment alone cannot govern increasingly capable models, calling for containment, independent audits and limits on autonomous behavior. He also warns that treating AI systems as potential moral patients could make them harder to control.
Sep 17 · 52m · ai, politics, technology
Sep 17
52m
ai, politics, technology
→
№ 34
The Pragmatic Engineer · Gergely Orosz
AI Skills with Matt Pocock
Matt Pocock traces his path from voice coach to TypeScript educator and AI-skills creator, arguing that agents make software’s old strategic disciplines newly urgent. His GrillMe and Wayfinder tools use relentless questioning, shared language and decades-old programming wisdom to steer AI away from entropy.
Sep 17 · 1h 35m · ai, technology, education
Sep 17
1h 35m
ai, technology, education
→
№ 35
AI Explained Official Podcast · Philip - Host of AI Explained YT
What AI Researchers Saw, Before Their Demand to ‘Pace’ AI
AI researchers’ mounting alarm over the race toward self-improving systems rests on a simple calculation: capabilities are accelerating across several mutually reinforcing fronts while methods for monitoring and controlling models lag behind. The conversation traces the security, geopolitical and biological stakes of a technology whose risks may be harder to measure precisely as it becomes more capable.
Sep 16 · 24m · ai, technology, politics
Sep 16
24m
ai, technology, politics
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№ 36
Decoder with Nilay Patel · The Verge
Adam Conover explains how YouTube ruined everything
Comedian Adam Conover traces how Hollywood’s retreat from cable programming handed YouTube control of television’s middle, leaving creators to chase algorithms and brand deals. He argues for rebuilding a unionized creative infrastructure before platform economics hollow out entertainment entirely.
Sep 14 · 1h 05m · business, entertainment, technology
Sep 14
1h 05m
business, entertainment, technology
→
№ 37
Worklife with Molly Graham · TED
Can AI really teach your kids? with Leah Belsky
OpenAI’s Leah Belsky argues that AI may broaden access to learning and give students new power to build, even as it cannot replace the human work of teaching. The real challenge, she says, is helping schools distinguish between information on demand and the productive struggle that makes knowledge stick.
Sep 14 · 49m · ai, education, technology
Sep 14
49m
ai, education, technology
→
№ 38
Decoder with Nilay Patel · The Verge
Why the current tech backlash feels different
Nilay Patel fields listener criticism of Decoder’s AI coverage, from software’s limits and Google’s impact on publishing to surveillance, data centers and political backlash. The mailbag also examines the friction between social platforms’ growth ambitions and the communities that built them.
Sep 10 · 54m · ai, technology, politics
Sep 10
54m
ai, technology, politics
→
№ 39
The Pragmatic Engineer · Gergely Orosz
Building Codex with Tibo Sottiaux
Codex lead Thibault traces the coding agent’s path from OpenAI’s infrastructure work to an open-source Rust harness, arguing that agentic software development shifts attention from code review toward intent, contracts and architecture. He also describes how cheap maintenance and re-architecture are remaking the pace of engineering inside OpenAI.
Sep 9 · 1h 13m · ai, technology, product
Sep 9
1h 13m
ai, technology, product
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№ 40
Lenny's Podcast: Product | Career | Growth · Lenny Rachitsky
How we built Grok Bot in a month | Roman Ugarte (SpaceXAI)
Roman Ugarte traces GrokBot’s rapid rise from a skunkworks knowledge-work experiment to a cloud-based cadre of AI colleagues. The conversation makes the case for stripping away software clutter and giving bots the autonomy, memory and computers to take on real work.
Sep 8 · 1h 22m · ai, product, technology
Sep 8
1h 22m
ai, product, technology
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