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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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Hard truths about building in the AI era | Keith Rabois (Khosla Ventures)

12 Apr 2026AI processed

Building world-class teams requires prioritizing talent density and ruthless assessment over traditional hiring metrics. Founders must identify "barrels"—individuals capable of driving initiatives from inception to completion—rather than merely stacking "ammunition" or support staff, which often increases coordination ...

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How Anthropic is using Claude to automate its own growth (and why old playbooks are obsolete)

05 Apr 2026
1h 52m
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Amol Avasare, Head of Growth at Anthropic, shares insights into the company's unprecedented growth, challenges, and strategies. Anthropic grew from $1 billion to $19 billion in ARR in just 14 months, a feat Avasare attributes to their research team and focus on AI safety. Avasare discusses Anthropic's approach to growt...

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An AI state of the union: We’ve passed the inflection point & dark factories are coming

02 Apr 2026AI processed

The conversation centers on the transformative impact of AI, particularly coding agents, on software engineering and knowledge work. Simon Willison, co-creator of Django, shares his experiences using AI tools, noting a significant increase in coding output and a shift in the bottlenecks of software development. He intr...

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From skeptic to true believer: How OpenClaw changed my life | Claire Vo

29 Mar 2026
1h 46m
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OpenClaw functions as a transformative, agentic tool for personal and professional productivity when approached with a structured, manager-like mindset. Rather than treating it as a general-purpose chatbot, users achieve optimal results by creating multiple, purpose-built agents—such as dedicated assistants for sales, ...

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The art of influence: The single most important skill left that AI can’t replace | Jessica Fain

22 Mar 2026AI processed

The podcast explores the art of influencing executives, emphasizing its importance for product leaders. Jessica Fain, a product leader at Webflow with experience at Box and Slack, shares insights from her time as a chief of staff, highlighting the need to understand executives' decision-making processes, calendars, and...

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The tactical playbook for getting 20-40% more comp (without sounding greedy) | Jacob Warwick

15 Mar 2026
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A behind-the-scenes interview with Lenny Rachitsky on building his newsletter and podcast

12 Mar 2026
1h 6m
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Lenny Rachitsky hosts his wife, Michelle Rial, to discuss the evolution of his career, the challenges of maintaining a high-growth newsletter, and the importance of personal experience in professional success. The conversation highlights the "Lindy effect" as a framework for long-term consistency and the necessity of b...

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The real AI revolution isn’t software. It’s farms, mines, and trucks. | Qasar Younis

08 Mar 2026
1h 24m
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Physical AI is poised to revolutionize industries like farming, mining, and construction by integrating autonomy into existing machinery, ultimately reducing human suffering and workplace fatalities. Rather than fearing AI as a sentient threat, society should recognize it as a tool for practical problem-solving that ad...

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The design process is dead. Here’s what’s replacing it. | Jenny Wen (head of design at Claude)

01 Mar 2026
1h 17m
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The podcast explores the evolving role of design in the age of AI, particularly how the rapid advancements in engineering and AI tools are reshaping design processes. Jenny Wen, formerly head of design for Claude and design director at Figma, shares her insights on how designers are shifting from creating elaborate moc...

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AI is critical for humanity’s survival: Cisco President on the AI revolution | Jeetu Patel

26 Feb 2026
1h 27m
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Head of Claude Code: What happens after coding is solved | Boris Cherny

19 Feb 2026AI processed

Boris Cherny, head of Claude Code at Anthropic, discusses the rapid transformation of software engineering due to AI. He notes that Claude Code now authors 4% of all GitHub commits, a figure growing exponentially, and shares that he personally hasn't written code by hand since November. The conversation explores how AI...

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How to be a CEO when AI breaks all the old playbooks | Sequoia CEO Coach Brian Halligan

15 Feb 2026
1h 14m
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The discussion centers on what it takes to be a successful CEO in today's rapidly evolving business landscape. Brian Halligan, co-founder and former CEO of HubSpot and current CEO coach at Sequoia, shares insights on leadership traits, hiring strategies, and adapting to change. He emphasizes the importance of "LOCKS" (...

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OpenAI’s head of platform engineering on the next 12-24 months of AI | Sherwin Wu

12 Feb 2026
1h 19m
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The discussion centers on the transformative impact of AI, particularly Codex, on software engineering roles and the broader implications for startups and B2B SaaS. Sherwin Wu, Head of Engineering for OpenAI's API, shares insights on how AI is reshaping engineering, with 95% of engineers using Codex and 100% of PRs rev...

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The rise of the professional vibe coder (a new AI-era job)

08 Feb 2026
1h 42m
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Lazar Jovanovic, Lovable's vibe coding engineer, discusses the emerging role of AI in software development and how individuals without traditional coding backgrounds can leverage AI tools to build and ship products. He argues that clarity, judgment, and taste are becoming more critical skills than coding proficiency. L...

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A child psychologist’s guide to working with difficult adults | Dr. Becky Kennedy

01 Feb 2026AI processed

This podcast explores the application of parenting principles to leadership and workplace dynamics. Dr. Becky Kennedy, a parenting expert, argues that understanding core human needs is crucial for effective leadership, as unmet needs often manifest as unproductive behaviors in both children and adults. She emphasizes t...

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Marc Andreessen: The real AI boom hasn’t even started yet

29 Jan 2026AI processed

Marc Andreessen, a prominent figure in tech and venture capital, discusses the unique and significant moment the world is experiencing due to the convergence of technological advancements, geopolitical shifts, and the collapse of trust in legacy institutions. He emphasizes that AI is arriving just in time to address de...

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The surprising advice from a founder who built 2 unicorns | Jason Cohen (WP Engine)

25 Jan 2026
1h 46m
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How a Meta PM ships products without ever writing code | Zevi Arnovitz

18 Jan 2026
1h 15m
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This conversation explores how non-technical product managers can leverage AI tools to build and ship products. Zevi Arnovitz, a PM at Meta with no coding background, details his workflow using tools like Cursor and Claude Code to develop StudyMate, an interactive test platform. He emphasizes the importance of AI as a ...

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How to show up in any room with a low heart rate: Silicon Valley’s missing etiquette playbook

15 Jan 2026
1h 26m
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Why most AI products fail: Lessons from 50+ AI deployments at OpenAI, Google & Amazon

11 Jan 2026
1h 26m
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Building successful AI products requires a different approach than traditional software development, focusing on managing non-determinism and balancing agency with control. Companies should start with high-control, low-agency systems, gradually increasing AI autonomy as trust and reliability grow, and calibrate AI beha...

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