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

The Index

532 Entries · Most Recent First
№ 201
Supra Insider · Marc Baselga, Ben Erez
#113: Why free-range AI consulting is the best job in tech right now | Noah Levin (Founder @ Serious People, ex- Amazon & Honor)
Product leader Noah Weiner explains why many companies asking for AI help really need a return to first principles first, with the technology serving as a tool rather than a strategy. The conversation follows his “free range” consulting practice through small businesses, private equity turnarounds and startup law, while arguing that AI is compressing discovery, prototyping and decision-making into a far faster operating rhythm.
Jun 8 · 1h 22m · ai, business, product
Jun 8
1h 22m
ai, business, product
→
№ 202
Decoder with Nilay Patel · The Verge
Microsoft AI chief thinks superintelligence is near, but won't take your job
Mustafa Suleiman argues that Microsoft’s evolving partnership with OpenAI has pushed the company toward model self-sufficiency, even as he insists the alliance remains central to its AI strategy. In a wide-ranging conversation, he defends the coming wave of enterprise automation, rejects claims of machine consciousness, and says the technology will have to prove itself by making people healthier, happier, and more capable.
Jun 8 · 1h 16m · ai, technology, business
Jun 8
1h 16m
ai, technology, business
→
№ 203
Lenny's Podcast: Product | Career | Growth · Lenny Rachitsky
Father of the iPod and iPhone on building taste, judgment, and creativity in the AI era | Tony Fadell
Tony Fadell argues that breakthrough products come from identifying real pain, pairing it with newly viable technology, and shaping the entire customer journey, from interface to marketing story. He warns that AI can accelerate prototyping but cannot replace human judgment, taste, and responsibility without leaving builders with brittle products and long-term debt.
Jun 7 · 1h 35m · product, ai, technology
Jun 7
1h 35m
product, ai, technology
→
№ 204
Worklife with Molly Graham · TED
How to find your purpose (w/ Master Fixer Molly Graham) | from Fixable
Molly Graham reflects on walking away from the executive roles she was built to excel at and the longer, messier search for work that actually made her feel alive. In conversation with Anne Morris, she treats purpose less as a grand calling than as a practical process of noticing what energizes you, what proves draining, and what kind of impact feels close enough to matter.
Jun 7 · 38m · business, psychology
Jun 7
38m
business, psychology
→
№ 205
In Depth · First Round
How to build a beloved tech brand | Sheila Joglekar Vashee (CMO, Figma)
Figma’s CMO argues that great marketing in 2026 is less about channel tactics than about creating coherence across product, growth, brand and community. The conversation traces how that mandate changes in an AI-saturated market, why shared goals matter more than siloed metrics, and how companies keep their taste and humanity as they scale.
Jun 4 · 1h 00m · business, product, ai
Jun 4
1h 00m
business, product, ai
→
№ 206
Decoder with Nilay Patel · The Verge
Elon Musk is steamrolling Wall Street to become a trillionaire
Nilay Patel and New York Times reporter Ryan Mac sift through SpaceX’s blockbuster IPO filing to ask what Elon Musk’s ownership of X has actually become and why the company’s shrinking social platform may not matter. Their conversation turns into a broader indictment of a market structure that keeps rewarding Musk with more power even as corporate governance, shareholder accountability, and business fundamentals erode.
Jun 4 · 48m · business, technology, politics
Jun 4
48m
business, technology, politics
→
№ 207
HBR On Leadership · Harvard Business Review
How to Cultivate Your “Personal Power” as a Leader
Chris Lipp argues that real authority at work comes less from title or dominance than from a felt sense of control, internal conviction, and willingness to act. The conversation traces how people build that kind of personal power through responsibility, values, fairness, and even the way they guide a meeting.
Jun 3 · 25m · business, psychology, education
Jun 3
25m
business, psychology, education
→
№ 208
AI and I · Dan Shipper
The SaaS Apocalypse Is a Goldmine With Figma’s Matt Colyer
A conversation about the so-called SaaS apocalypse argues that AI will not kill software so much as multiply it, pushing more people into building while preserving the value of products that handle maintenance, context and trust. Along the way, the speakers compare homemade agents, email triage, design systems and Figma’s bet that the future belongs to proactive, personalized tools that move fluidly between code and design.
Jun 3 · 33m · ai, product, technology
Jun 3
33m
ai, product, technology
→
№ 209
How I AI · Claire Vo
Gemini Omni: Clone yourself with AI in under 15 minutes
Claire Ho tries to turn herself into an AI-generated on-screen character using Google Flow and Gemini’s video tools, building a glossy podcast hype reel while narrating every glitch, typo, and uncanny surprise. The experiment doubles as a case study in how multimodal AI can act less like a coding assistant than a rough-cut creative producer.
Jun 3 · 20m · ai, creativity, technology
Jun 3
20m
ai, creativity, technology
→
№ 210
Platformer · Casey Newton
A labor economist explains why AI won't take your job
Labor economist Catherine Ann Edwards argues that the real danger is not an AI apocalypse but a government safety net too weak to handle ordinary job loss, recessions and worker disempowerment. As chip workers at Samsung win huge bonuses through union pressure, she makes the case for stronger unemployment insurance, labor power and tax policy instead of waiting for a technological crisis.
Jun 3 · 1h 10m · ai, politics, business
Jun 3
1h 10m
ai, politics, business
→
№ 211
Worklife with Molly Graham · TED
Why chasing the algorithm leads to burnout with Mark Rober
Mark Rober talks with Molly Graham about resisting the churn of the creator economy by treating YouTube less like a slot machine than a long game. The former NASA engineer traces his success to calculated risk, obsessive quality control, and a stubborn commitment to building work, money, and ambition at a pace he can actually sustain.
Jun 2 · 28m · creativity, business, science
Jun 2
28m
creativity, business, science
→
№ 212
Big Technology Podcast · Alex Kantrowitz
Did Google Just Fall Behind Again?, iPhone Fold Cometh, Anthropic Files To Go Public
Alex Kantrowitz and MG Siegler parse an uneasy moment for Big Tech, from Google’s lagging AI product strategy to Apple’s foldable ambitions and Meta’s muddled subscription push. The conversation argues that agents and chatbots are converging into a new interface for the web, one that could reorder who controls computing itself.
Jun 1 · 1h 11m · ai, technology, business
Jun 1
1h 11m
ai, technology, business
→
№ 213
How I AI · Claire Vo
Building an iPhone app with zero technical skills | Bryce Rattner Keithley
Bryce Ratner-Keefly, a longtime talent leader with no technical background, talks through building and shipping a fitness app with AI tools, from rough prompts in Replit to App Store approval. Along the way, the conversation becomes a case study in beginner’s mindset, improvised workflows, and how quickly software building is slipping beyond the usual technical gatekeepers.
Jun 1 · 46m · ai, product, health
Jun 1
46m
ai, product, health
→
№ 214
Decoder with Nilay Patel · The Verge
AI is blowing up music. How should the Grammys handle it?
Recording Academy chief Harvey Mason Jr. sketches an industry already saturated with AI, where songwriters use models for everything from chord progressions to demo vocals even as the Grammys try to preserve a meaningful line around human authorship. The conversation also turns to the academy’s move from CBS to Disney, the politics of platform power, and the scramble to keep music culture visible in the age of TikTok.
Jun 1 · 1h 05m · ai, music, technology
Jun 1
1h 05m
ai, music, technology
→
№ 215
Lenny's Podcast: Product | Career | Growth · Lenny Rachitsky
A rational conversation on where AI is actually going | Benedict Evans
Benedict Evans argues that AI is a platform shift on the scale of the internet or mobile: transformative, messy, and still too early for anyone to know where the real value or disruption will settle. He pushes back on jobpocalypse panic, sketching a slower, more uneven reshaping of work in which adoption, distribution, and new kinds of services matter more than apocalyptic forecasts.
May 31 · 1h 19m · ai, technology, business
May 31
1h 19m
ai, technology, business
→
№ 216
Big Technology Podcast · Alex Kantrowitz
Warning Signs For The AI Boom, Anthropic Passes OpenAI, Robinhood’s AI Trading
A brisk, skeptical tour through the latest AI exuberance weighs soaring token bills against meager signs of productivity, while tracing how enterprise spending, circular financing and chip mania are feeding the boom. The conversation also turns to Anthropic’s leap past OpenAI, Robinhood’s plan to let chatbots trade, and the uneasy feeling that useful tools are being inflated by reckless incentives.
May 29 · 59m · ai, business, technology
May 29
59m
ai, business, technology
→
№ 217
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
→
№ 218
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
→
№ 219
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
→
№ 220
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
→
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