Vol. II — No. 27
Friday, July 3, 2026
Est. MMXXV
TL;DL
Too Long, Didn't Listen
A Weekly Ledger of Long-Form Audio
339 Episodes in the Archive

Tag — business

157 Entries
№ 61
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
№ 62
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
№ 63
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
№ 64
Big Technology Podcast · Alex Kantrowitz
Did Apple Get AI Spending Right?, Microsoft & OpenAI’s New Reality, Where’s Stargate?
MG Siegler and Alex Kantrowitz size up Apple’s unusually modest AI spending against the rest of Big Tech’s infrastructure binge, arguing that the company may be either prudently waiting out a commoditized market or dangerously ceding the future to rivals. They also trace the loosening Microsoft-OpenAI alliance and the murky reality of Stargate, where grand promises of owned infrastructure are giving way to outsourced capacity and financial improvisation.
May 5 · 1h 00m · ai, technology, business
May 5
1h 00m
ai, technology, business
№ 65
Worklife with Molly Graham · TED
The secret to making the right career decisions with Patty Stonesifer
Molly Graham talks with former Microsoft executive and Gates Foundation founding CEO Patty Stonecipher about the personal mission statement that has guided decades of career choices, from high-profile yeses to disciplined noes. Their conversation turns work into a question of values, asking how ambition, love, justice, learning and humor can shape a life rather than merely a résumé.
May 5 · 38m · business, psychology, education
May 5
38m
business, psychology, education
№ 66
Decoder with Nilay Patel · The Verge
Dara Khosrowshahi on replacing Uber drivers — and himself — with AI
Uber CEO Dara Khosrowshahi sketches a company trying to turn its ride-hailing app into a broader travel and services platform, while juggling the trade-offs of hotel booking, personal shopping, AI tools and autonomous vehicles. He argues that Uber’s edge lies not in flashy demos but in handling the messy, probabilistic real world where reservations fail, drivers cancel and logistics have to keep working.
May 4 · 1h 14m · business, ai, technology
May 4
1h 14m
business, ai, technology
№ 67
Big Technology Podcast · Alex Kantrowitz
OpenAI’s User Growth Miss, Musk vs. Altman, Prediction Market Ban
A jumble of AI signals comes into focus as OpenAI’s user growth cools, cloud providers post blockbuster numbers, and the industry lurches from consumer hype toward enterprise agents. Alex Kantrowitz and Ranjan Roy weigh whether generative AI is becoming ordinary infrastructure, a shaky consumer business, or simply a market still too expensive and too euphoric to understand clearly.
May 1 · 57m · ai, business, technology
May 1
57m
ai, business, technology
№ 68
The Vergecast · The Verge
Elon Musk had a bad week in court
The Vergecast turns Elon Musk’s OpenAI trial testimony into a case study in how power evaporates under cross-examination, then widens into a sharper critique of AI’s shaky consumer appeal and the tech industry’s habit of mistaking compulsion for affection. Along the way, the hosts tour Microsoft and OpenAI’s retreat from the AGI fantasy, Brendan Carr’s latest FCC overreach, and a pile of gadgets that may or may not deserve Nilay Patel’s attention.
May 1 · 1h 49m · ai, business, technology
May 1
1h 49m
ai, business, technology
№ 69
In Depth · First Round
Why great product leaders should stop obsessing over the roadmap | Diya Jolly (CPO & CTO of Xero)
A veteran product leader argues that the best chief product officers set direction, understand customers deeply and keep reallocating resources as technology and markets shift. The conversation ranges from navigating founder dynamics and office politics to making riskier AI bets, protecting time to think and building products around outcomes rather than buttons.
Apr 30 · 49m · product, business, ai
Apr 30
49m
product, business, ai
№ 70
Decoder with Nilay Patel · The Verge
How to win — or lose — Decoder
Nilay Patel and Nick Statt turn Decoder’s own mailbag into a defense of adversarial tech journalism, using the backlash to a bruising Superhuman interview to argue for tougher scrutiny of AI hype and executive spin. The conversation draws a sharp line between enterprise use cases that may be real and consumer products that still feel coercive, unconvincing, and culturally corrosive.
Apr 30 · 45m · ai, technology, business
Apr 30
45m
ai, technology, business
№ 71
AI and I · Dan Shipper
How Stripe Is Building for an Agent-native World
Stripe’s Emily Glassberg Sands sketches an internet where AI agents are becoming buyers, sellers and developers, forcing payments, fraud detection and software tooling to adapt to machine users. The conversation traces the surge in AI-company revenue, the rise of compute theft and free-trial abuse, and the new pricing and checkout systems emerging for an agent economy.
Apr 29 · 53m · ai, business, technology
Apr 29
53m
ai, business, technology
№ 72
Big Technology Podcast · Alex Kantrowitz
Mark Cuban: AI Hype vs. Reality, OpenAI "Shitting Away" $1 Trillion, Lebron vs. Jordan
Mark Cuban argues that artificial intelligence is not overhyped but already reshaping work, rewarding people and companies willing to rebuild around it while punishing those that treat it as a novelty. He is bullish on AI as a tool for learning, automation and entrepreneurship, even as he doubts the economics of the biggest model makers and warns that critical thinking will matter more, not less.
Apr 29 · 54m · ai, business, technology
Apr 29
54m
ai, business, technology
№ 73
HBR On Leadership · Harvard Business Review
Build Your Resilience in the Face of Tough Change
Cognitive scientist Maya Shankar argues that sudden upheaval can shatter the identities people build around work, but also open the door to a sturdier sense of self. Drawing on her own career-ending violin injury and research on resilience, she offers a case for anchoring identity to purpose rather than title, and for treating disruption as a chance to grow into someone new.
Apr 29 · 25m · psychology, business, science
Apr 29
25m
psychology, business, science
№ 74
Culture Study Podcast · Anne Helen Petersen
The Content-ification of Wedding Culture
A lively conversation about why even wedding skeptics end up throwing weddings, and how consumerism, social media, class signaling and community needs have reshaped the ritual. Amanda Montell and Anne Helen Peterson parse everything from Princess Diana and Pinterest to child-free receptions, bachelorette parties and the false promise of “timeless” taste.
Apr 29 · 1h 08m · business, psychology, entertainment
Apr 29
1h 08m
business, psychology, entertainment
№ 75
This American Life · This American Life
466: Blackjack
A trip to the blackjack table opens into a broader story about the seductive logic of beating the house, from card counters chasing a mathematical edge to gamblers and casino workers describing how skill, compulsion and self-deception blur together. The hour follows the thrill of advantage play and the far darker machinery that keeps people betting long after reason gives out.
Apr 26 · 1h 04m · psychology, faith, business
Apr 26
1h 04m
psychology, faith, business
№ 76
Lenny's Podcast: Product | Career | Growth · Lenny Rachitsky
Snapchat CEO: Why distribution has become the most important moat | Evan Spiegel
Evan Spiegel argues that durable consumer apps are won as much by distribution as by product-market fit, and that Snap’s survival has depended on building ecosystems and hardware that are harder to copy than software features. He describes a design culture built on relentless output, close contact with users, and a belief that AI’s future will be shaped less by technical possibility than by human acceptance.
Apr 26 · 1h 10m · technology, product, business
Apr 26
1h 10m
technology, product, business
№ 77
Big Technology Podcast · Alex Kantrowitz
Apple After Tim Cook, OpenAI’s New Mojo, Meta’s Internal Tracking Escapade
A smooth but consequential leadership handoff at Apple has the hosts gaming out what John Ternus inherits: a stale but dominant company, an AI credibility problem, and a chance to revive excitement through new hardware. They also weigh OpenAI’s newly softer tone, Meta’s AI-fueled layoffs and employee surveillance, and the quiet absurdity of a tech economy charging more for less.
Apr 25 · 57m · technology, ai, business
Apr 25
57m
technology, ai, business
№ 78
Aftermath Hours · Aftermath
Pragmata Is Uncle-Core (With Rebekah Valentine)
Aftermath’s hosts talk with Rebecca Valentine about moving from IGN to Kotaku, the shrinking room for investigative games reporting and the stubborn hope created by a few outlets that are still hiring. Along the way, they veer into internet discourse, labor, health care, game criticism and the problem of bringing new writers into a business that remains precarious for almost everyone in it.
Apr 24 · 1h 27m · business, entertainment, technology
Apr 24
1h 27m
business, entertainment, technology
№ 79
The Vergecast · The Verge
AirPods, Touch Bars, and the rest of Tim Cook's legacy
The Vergecast crew sifts through Tim Cook’s quieter wins and cul-de-sacs at Apple, from the surprise staying power of AirPods to the dead ends that never made it past a keynote demo.
Apr 24 · 1h 38m · technology, business, product
Apr 24
1h 38m
technology, business, product
№ 80
Big Technology Podcast · Alex Kantrowitz
OpenAI President Greg Brockman on GPT-5.5 “Spud,” AI Model Moats, and Cybersecurity Risks
Apr 23 · 27m · ai, technology, business
Apr 23
27m
ai, technology, business
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