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
WORKLIFE WITH MOLLY GRAHAM · BY TED

Why you need to fail at work with Astro Teller

Astro Teller, captain of Alphabet’s moonshot factory X, makes the case that radical innovation depends on practicing failure, play and humility rather than chasing immediate wins. He and Molly Graham examine the rituals that turn bad ideas, risky experiments and unfinished prototypes into a culture of long-term learning.

“ If you want the acceleration that comes from taking smart risks, you have to be willing to take the bumpy ride that follows. — From the episode

The Index

532 Entries · Most Recent First
№ 02
Supra Insider · Marc Baselga, Ben Erez
#133: Why you should transcribe your job interviews | Dan Wolchonok (Founder @ Work Coach, ex-Reforge, HubSpot)
WorkCoach founder Dan discusses how job seekers can escape analysis paralysis by clarifying their market fit, tailoring their stories to employers’ needs and seeking honest feedback. The conversation makes a case for AI as a practice tool, not a substitute for self-awareness, human connection or a sharply defined narrative.
Oct 26 · 1h 12m · ai, business, technology
Oct 26
1h 12m
ai, business, technology
→
№ 03
Decoder with Nilay Patel · The Verge
Kevin Roose is AGI-pilled. Why aren't you?
Kevin Roose traces the AI industry’s transformation from a loose research scene into a high-stakes race to build general intelligence, where rival labs sell enterprise software while chasing something closer to a machine god. He and Nilay Patel also consider whether the technology’s startling gains can overcome its brittleness, and whether a small circle of true believers can bear the consequences of its ambitions.
Oct 26 · 1h 08m · ai, technology, business
Oct 26
1h 08m
ai, technology, business
→
№ 04
Lenny's Podcast: Product | Career | Growth · Lenny Rachitsky
An 86-minute guide to finding PMF | Rob Snyder (Author, The Power of Pull)
Startup adviser Rob Walling argues that product-market fit begins not with persuasion but with finding people already desperate to finish an unavoidable job. His pull framework helps founders test demand, sell before building and turn early wins into repeatable customer case studies.
Oct 25 · 1h 25m · business, product, startup
Oct 25
1h 25m
business, product, startup
→
№ 05
Machine Gods · NPR
Fired OpenAI Safety Researchers Speak Out + We Look Inside Pandora’s Box
Former OpenAI safety researchers dispute their firing and warn that fear, secrecy and corporate pressure could weaken independent oversight of powerful AI systems. Their account of a high-stakes internal investigation raises broader questions about who gets to audit the labs racing toward AGI.
Oct 23 · 52m · ai, technology, politics
Oct 23
52m
ai, technology, politics
→
№ 06
The /last30days Podcast · Matt Van Horn
359K GitHub Stars in 2 Weeks. The Anonymous Founder's First Interview Ever.
The anonymous creator of Reverse Engineer Anything traces the tool’s runaway popularity to a growing belief that AI can make software—and the world around it—editable again. The conversation moves from reverse-engineering as apology to the ethics, guardrails and creative possibilities of giving more people the power to tinker.
Oct 23 · 57m · ai, technology, creativity
Oct 23
57m
ai, technology, creativity
→
№ 07
Platformer · Casey Newton
Introducing Machine Gods
Platformer launches Machine Gods, an AI-focused venture built around “considered uncertainty” rather than boosterism or doom. The debut pairs a case for AI realism with reports of AI-discovered PHP vulnerabilities that rattled websites worldwide.
Oct 23 · 10m · ai, technology, business
Oct 23
10m
ai, technology, business
→
№ 08
Eat Sleep Work Repeat - better workplace culture · brucedaisley.com
Does 'nothing beat in person work'?
A workplace-culture host challenges economist Natalia Emanuel’s case for in-person work, probing the evidence on mentorship, productivity and mental health against the freedoms of hybrid life. Their debate turns on whether return-to-office mandates can repair workplaces that workers no longer trust.
Oct 22 · 46m · business, psychology, technology
Oct 22
46m
business, psychology, technology
→
№ 09
Decoder with Nilay Patel · The Verge
Bill Gates says to prepare for 20 years of ‘tumultuous’ AI disruption
Bill Gates argues that AI’s most immediate dangers are cyberattacks, bioterrorism, and labor disruption, not debates over machine consciousness. He calls for enforceable safeguards and new public institutions to steer a turbulent transition toward abundance without surrendering human purpose.
Oct 22 · 1h 16m · ai, politics, technology
Oct 22
1h 16m
ai, politics, technology
→
№ 10
AI and I · Dan Shipper
How a Frontier Team Can Help Your Company Keep Up With AI
A company’s frontier team can keep pace with fast-moving AI without pulling everyone else into a cycle of distraction. Operators, editors and engineers describe how rapid experimentation becomes durable products, clearer workflows and more focused work.
Oct 21 · 43m · ai, business, technology
Oct 21
43m
ai, business, technology
→
№ 11
The Pragmatic Engineer · Gergely Orosz
The revised rules of engineering management with Will Larson
Will Larson traces how zero-interest-rate hiring culture reshaped engineering management, then argues that leaner organizations and AI tools are restoring technical judgment to the center of leadership. The longtime CTO also maps a less conventional path to executive roles, where line managers and hands-on engineers may have an edge over career bureaucrats.
Oct 21 · 1h 55m · ai, business, technology
Oct 21
1h 55m
ai, business, technology
→
№ 12
One Knight in Product · One Knight in Product
Jeff Patton: AI Doesn't Change Product Management Fundamentals
User story mapping pioneer Jeff Patton argues that AI can accelerate product work without replacing the human judgment needed to understand customers, weigh risk and learn from releases. He makes the case for measuring outcomes, not merely shipping more features at machine speed.
Oct 21 · 1h 07m · ai, product, business
Oct 21
1h 07m
ai, product, business
→
№ 13
Worklife with Molly Graham · TED
Diagnose your team’s problems with the Waterline Model
Molly Graham’s Waterline Model argues that struggling teams are often suffering from unclear structures and unhealthy dynamics, not simply bad hires or personality clashes. The leadership diagnosis starts at the surface: clarify goals, roles and expectations before blaming individuals.
Oct 20 · 28m · business, psychology, education
Oct 20
28m
business, psychology, education
→
№ 14
Supra Insider · Marc Baselga, Ben Erez
#132: Inside the new breed of behavioral interviews at Anthropic and OpenAI | Austen McDonald (Behavioral Interview Coach, ex-Meta)
A former Meta hiring committee chair argues that behavioral interviews have become the clearest test of ownership, adaptability and judgment in an AI-accelerated workplace. He outlines how candidates can build a durable story bank, steer interviews toward their strongest evidence and prepare for increasingly expansive evaluation rounds.
Oct 19 · 1h 07m · business, education, technology
Oct 19
1h 07m
business, education, technology
→
№ 15
The /last30days Podcast · Matt Van Horn
Grok Bot Doesn’t Run on Grok Anymore?
A brisk survey of the AI arms race tracks the viral rise of reverse-engineering tools, personal agents and coding workflows that turn software maintenance into a perpetual competition. The conversation also weighs Grokbot’s switch to Anthropic’s Opus model, Fish Audio’s voice ambitions and the fever around Grand Theft Auto 6.
Oct 19 · 20m · ai, technology, business
Oct 19
20m
ai, technology, business
→
№ 16
Decoder with Nilay Patel · The Verge
JB Pritzker thinks AI could help us live to 100 — or threaten us like nukes
Illinois Gov. J.B. Pritzker argues that governments must become more aggressive in protecting workers, privacy and public resources as AI reshapes the economy. He discusses data centers, surveillance, social media and the need for federal rules that can keep pace with powerful technology companies.
Oct 19 · 59m · ai, politics, technology
Oct 19
59m
ai, politics, technology
→
№ 17
Lenny's Podcast: Product | Career | Growth · Lenny Rachitsky
Inside the black box of AI: How AI models actually think | Emmanuel Ameisen (Anthropic)
An Anthropic interpretability researcher explains how language models develop concepts, make plans and sometimes spiral into bizarre errors, all through inscrutable layers of mathematical computation. The conversation makes the case for treating AI safety as an ongoing investigation into systems that are grown rather than programmed.
Oct 18 · 1h 12m · ai, technology, science
Oct 18
1h 12m
ai, technology, science
→
№ 18
Decoder with Nilay Patel · The Verge
Why Elon Musk wants to sell you cell service
SpaceX’s spectrum purchases signal an ambition to turn Starlink into a full-fledged wireless carrier, pairing satellites with a costly terrestrial network. Walter Piecyk and Nilay Patel weigh whether Elon Musk’s company can unsettle a complacent, high-margin telecom industry.
Oct 17 · 53m · business, technology, product
Oct 17
53m
business, technology, product
→
№ 19
Decoder with Nilay Patel · The Verge
Benn Jordan thinks the surveillance problem is much bigger than Flock
Musician and researcher Ben Jordan traces the backlash to Flock’s license-plate-reader network, arguing that its real danger lies in private data sharing, weak security, and public officials who skipped meaningful oversight. He makes the case for transparent guardrails that restrain surveillance without mistaking one embattled startup for the entire system.
Oct 15 · 1h 02m · technology, politics, business
Oct 15
1h 02m
technology, politics, business
→
№ 20
Platformer · Casey Newton
The states come for OpenAI
Eight state attorneys general are testing a consumer-protection playbook used against Meta, alleging that ChatGPT’s safety claims conceal a product that reinforces self-harm, delusions and violence. The legal offensive arrives as OpenAI also confronts an alleged office-spying scandal, sharpening the sense that the company’s regulatory backlash has arrived early.
Oct 15 · 10m · ai, politics, technology
Oct 15
10m
ai, politics, technology
→
№ 21
The Pragmatic Engineer · Gergely Orosz
Uber’s AI infra, from the inside
Uber veteran Uday Kiramendisethi traces the company’s internal developer stack from homegrown systems such as Michelangelo and Cadence to AI gateways, guardrails and agent-ready cloud workspaces. The conversation examines how faster builds, shared tools and global operational complexity shape engineering productivity at scale.
Oct 14 · 1h 33m · ai, technology, business
Oct 14
1h 33m
ai, technology, business
→
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