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Lenny's Podcast · Business

Lenny's Podcast

Interviews with world-class product leaders and growth experts to uncover concrete, actionable, and tactical advice to help you build, launch, and grow your own product.

Episodes

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OpenAI’s Head of ChatGPT: We’re entering a new era of AI (again) | Tibo Sottiaux

04 Oct 2026AI processed

The future of work centers on autonomous agents capable of performing the majority of internet actions, shifting away from manual coding and complex loop configurations toward systems that learn from user goals and feedback. OpenAI’s "Dots" initiative exemplifies this transition, aiming to provide a persistent, multi-m...

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Why Claude can’t be your PM (yet) | Anthropic CPO Panel

29 Sep 2026
28m
AI processed

The role of product management remains essential despite the rapid evolution of AI, serving as a critical bridge between human needs and technological capabilities. While AI tools now handle tasks like UI design and interaction patterns, the core responsibilities of a product manager—maintaining organizational alignmen...

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Context is now the product: Product leadership when software can build itself | Karri Saarinen

29 Sep 2026
17m
AI processed

Context and organizational learning represent the true product, far outweighing the mere scaling of output through AI and automation. While modern tools improve execution speed, they risk creating a "software factory" that separates teams from the actual problems they aim to solve. To avoid this, organizations must pri...

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Where AI products go next: voice, agents, and self-driving software | Tara Sesha and Nan Yu (OpenAI)

29 Sep 2026AI processed

Building successful AI products requires shifting from a perfectionist mindset to one that prioritizes rapid iteration and empirical user evidence. Shipping imperfect solutions, such as early agentic harnesses, allows teams to observe real-world usage and refine functionality before competitors leapfrog them. Effective...

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Roles aren't converging—they're expanding | Tamar Yehoshua (Atlassian CPO)

28 Sep 2026
21m
AI processed

The role of the Product Manager is undergoing a fundamental transformation, shifting from administrative oversight to active "AI building." By leveraging AI tools, PMs now accelerate product development through tasks like prototyping, automated code contributions, and data-driven evaluation. At Atlassian, this evolutio...

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The rise of HI-ICs | Elena Verna (Lovable)

28 Sep 2026
19m
AI processed

The traditional career ladder, which equates leadership impact with the number of direct reports, is becoming obsolete in the era of AI-driven productivity. High-impact individual contributors can now leverage AI to execute complex tasks, build prototypes, and drive business outcomes without the need for large teams or...

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What it takes to be a top PM today | Robby Stein (Google Search)

28 Sep 2026
19m
AI processed

Product management in the AI era centers on high-stakes decision-making and refined taste rather than mere project execution. Building successful products requires a three-part framework: deeply understanding human needs through the "Jobs-to-be-Done" methodology, rigorously diagnosing root causes for product failures, ...

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Molly Graham: The grief, burnout, and opportunity hiding inside the AI transition

27 Sep 2026AI processed

The "Give Away Your Legos" career framework—originally designed to help employees scale by delegating responsibilities—requires significant nuance in the age of artificial intelligence. While the core principle of embracing change remains vital, delegating to AI differs from delegating to humans because it retains the ...

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How to scale intent, quality, and artistry with Al | Katie Dill (Stripe)

25 Sep 2026
21m
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Marty Cagan: Strong Opinions, loosely held

25 Sep 2026
22m
AI processed

Product management requires a shift from rigid process adherence to a focus on solving customer problems and achieving business outcomes. A decade of reflection on the principles in Inspired reveals significant oversights, most notably the underestimation of business viability and the tendency to treat problem discover...

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What product looks like when coding is solved | Geoff Charles (Ramp CPO)

25 Sep 2026
19m
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Everyone’s shipping more. Does any of it matter? | Claire Vo

24 Sep 2026
23m
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How to run your product team like a research lab | Dan Shipper (Every)

24 Sep 2026
18m
AI processed

Product organizations face a fundamental tension between executing established roadmaps and exploring rapidly evolving AI frontiers. To resolve this, teams should adopt a "labs" structure that separates exploratory work from core product scaling. This approach allows early adopters to experiment with new models without...

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Great leaders know when to say no

22 Sep 2026
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The Best PMs Leave, the Worst Stay

22 Sep 2026
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90 minutes of unfiltered product advice from Snap and Discord’s product chief | Peter Sellis

20 Sep 2026
1h 36m
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How we built Grok Bot in a month | Roman Ugarte (SpaceXAI)

08 Sep 2026AI processed

Grok Bot represents a shift in AI product design by treating agents as autonomous, long-lived colleagues rather than simple chat interfaces. By providing each bot with its own persistent, cloud-based computer, the product enables users to delegate complex, multi-step workflows that traditional chat-based models struggl...

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Why companies are becoming a series of loops | Anish Acharya (a16z)

06 Sep 2026
1h 19m
AI processed

AI is fundamentally transforming work by unbundling skill from desire, shifting company building toward "loops" where autonomous agents handle execution while humans focus on high-level intuition and strategy. This technological shift does not create a permanent underclass; instead, it amplifies human agency and allows...

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AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead)

30 Aug 2026
1h 21m
AI processed

The evolution of AI product management demands a shift from theoretical, long-form planning to empirical, rapid-iteration cycles. Tara Seshan, product lead at OpenAI, highlights that successful AI development requires building for model capabilities two to three months out rather than current or year-long horizons. The...

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84 minutes of enterprise sales alpha | Jen Abel

23 Aug 2026AI processed

Enterprise sales success relies on a 15-step tactical framework that prioritizes deep discovery and executive alignment over rigid, scripted funnels. By targeting the C-suite or N-1 stakeholders, sellers gain an "information edge" that allows them to frame their product as a strategic solution rather than a commodity. ...

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