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PODCAST

Lenny"s Podcast: Product | Career | Growth

Lenny Rachitsky

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.

technology entrepreneurship

All Episodes

82:49

How have I been complicit in creating the conditions...

Lenny"s Podcast: Product | Career | Growth ·

2025/05/08

Jerry Colonna is a world-renowned executive coach, a former venture capitalist, and the co-founder and CEO of Reboot, an executive coaching firm that combines practical leadership development with deeper self-inquiry. With over 27 years of coaching experience, he has guided countless leaders through the challenges of scaling companies, building teams, and navigating the emotional complexities of leadership. Known for his radical-self-inquiry approach, Jerry helps leaders uncover the unconscious

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92:31

Inside Devin: The world’s first autonomous AI...

Lenny"s Podcast: Product | Career | Growth ·

2025/05/04

Scott Wu is the co-founder and CEO of Cognition, the company behind Devin—the world’s first autonomous AI software engineer. Unlike other AI coding tools, Devin works like an autonomous engineer that you can interact with through Slack, Linear, and GitHub, just like with a remote engineer. With Scott’s background in competitive programming and a previous AI-powered startup, Lunchclub, teaching AI to code has become his ultimate passion.What you’ll learn:1. How a team of “Devins” are already

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71:13

The rise of Cursor: The $300M ARR AI tool that...

Lenny"s Podcast: Product | Career | Growth ·

2025/05/01

Michael Truell is the co-founder and CEO of Anysphere, the company behind Cursor—the fastest-growing AI code editor in the world, reaching $300 million in annual recurring revenue just two years after its launch. In this conversation, Michael shares his vision for the future, lessons learned, and advice for preparing for the fast-approaching AI future.What you’ll learn:• Cursor's early pivot from automating CAD to automating code• Michael’s vision for “what comes after code” and how programming will

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92:06

Inside monday.com’s transformation: radical...

Lenny"s Podcast: Product | Career | Growth ·

2025/04/27

Daniel Lereya, the Chief Product and Technology Officer at monday.com, shares how he and his team realized they were being outpaced by competitors and how that realization completely transformed how they operate and allowed them to build a global powerhouse, doing over $1 billion in ARR, with 245,000 customers worldwide.What you’ll learn:1. How they used seemingly impossible goals, like building 25 new features in one month, to unlock bigger thinking on their team2. How sharing real-time metrics

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47:44

Announcing a brand-new podcast: “How I AI” with...

Lenny"s Podcast: Product | Career | Growth ·

2025/04/22

AI is rapidly changing how we live and work. It’s exciting, but also overwhelming. If you’re struggling to keep up, and wondering how to actually use these magical new tools to improve the quality and efficiency of your work, I’m thrilled to introduce How I AI with Claire Vo—the first ever new podcast under the Lenny’s Podcast network. Claire is an engineer, three-time CPO, and AI builder. In each episode, her guest shows you a specific, practical, and impactful way they’ve learned to use AI. Forget

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74:06

Building a magical AI code editor used by over 1...

Lenny"s Podcast: Product | Career | Growth ·

2025/04/20

Varun Mohan is the co-founder and CEO of Windsurf (formerly Codeium), an AI-powered development environment (IDE) that has been used by over 1 million developers in just four months and has quickly emerged as a leader in transforming how developers build software. Prior to finding success with Windsurf, the company pivoted twice—first from GPU virtualization infrastructure to an IDE plugin, and then to their own standalone IDE.In this conversation, you'll learn:1. Why Windsurf walked away from a

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87:44

Everyone’s an engineer now: Inside v0’s mission to...

Lenny"s Podcast: Product | Career | Growth ·

2025/04/13

Guillermo Rauch is the founder and CEO of Vercel, creators of v0 (one of the most popular AI app building tools), and the mind behind foundational JavaScript frameworks like Next.js and Socket.io. An open source pioneer and legendary engineer, Guillermo has built tools that power some of the internet’s most innovative products, including Midjourney, Grok, and Notion. His mission is to democratize product creation, expanding the pool of potential builders from 5 million developers to over 100 million

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91:41

OpenAI’s CPO on how AI changes must-have skills,...

Lenny"s Podcast: Product | Career | Growth ·

2025/04/10

Kevin Weil is the chief product officer at OpenAI, where he oversees the development of ChatGPT, enterprise products, and the OpenAI API. Prior to OpenAI, Kevin was head of product at Twitter, Instagram, and Planet, and was instrumental in the development of the Libra (later Novi) cryptocurrency project at Facebook.In this episode, you’ll learn:1. How OpenAI structures its product teams and maintains agility while developing cutting-edge AI2. The power of model ensembles—using multiple specialized

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93:38

Become a better communicator: Specific frameworks to...

Lenny"s Podcast: Product | Career | Growth ·

2025/04/06

Wes Kao is an entrepreneur, coach, and advisor. She co-founded the live learning platform Maven, backed by First Round and a16z. Before Maven, Wes co-created the altMBA with best-selling author Seth Godin. Today, Wes teaches a popular course on executive communication and influence. Through her course and one-on-one coaching, she’s helped thousands of operators, founders, and product leaders master the art of influence through clear, compelling communication. Known for her surgical writing style and

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105:10

A better way to plan, build, and ship products | Ryan...

Lenny"s Podcast: Product | Career | Growth ·

2025/03/30

Ryan Singer is one of the earliest employees and the former Head of Strategy at 37signals (the makers of Basecamp), where he spent nearly two decades refining a product development approach that helped the company build super-successful products with small teams. Based on these lessons, he wrote "Shape Up: Stop Running in Circles and Ship Work that Matters," and Ryan now works with companies of all sizes to them them escape the cycle of endless sprints, missed deadlines, and dragging projects.What

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85:49

How to win in the AI era: Ship a feature every week,...

Lenny"s Podcast: Product | Career | Growth ·

2025/03/27

Gaurav Misra is the co-founder and CEO of Captions, an AI-powered video creation company and one of the most successful consumer AI products in the world today. Previously he was a product leader at Snap, where he created the design engineering function and spent years helping develop features used by hundreds of millions of users worldwide. With a background in both engineering and design, Gaurav brings a unique cross-functional perspective to product development.What you’ll learn:1. Why the “ship

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85:08

Superhuman's secret to success: Ignoring most...

Lenny"s Podcast: Product | Career | Growth ·

2025/03/23

Rahul Vohra is the founder and CEO of Superhuman. Prior to Superhuman, Rahul founded Rapportive, the first Gmail plug-in to scale to millions of users, which he sold to LinkedIn in 2012. He is also a prominent angel investor, and his fund has invested $50 million in over 120 companies, including Placer, Supabase, Mercury, Zip, ClassDojo, and Writer.What you’ll learn:• The unexpected insight about virality Rahul gained from LinkedIn’s head of growth.• Why Rahul restructured his entire executive team

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77:55

The hidden power of introverts: How to thrive without...

Lenny"s Podcast: Product | Career | Growth ·

2025/03/16

Susan Cain, author of the groundbreaking bestseller Quiet: The Power of Introverts in a World That Can’t Stop Talking, shares a guide for how introverts can thrive in the workplace without sacrificing their authentic selves. Drawing from her extensive research and personal experience, Cain offers a powerful reframing: success doesn’t require becoming more extroverted—it demands becoming more fully yourself.—What you’ll learn:1. A simple definition of introversion and how it differs from shyness—plus

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88:51

Inside Bolt: From near-death to ~$40m ARR in 5...

Lenny"s Podcast: Product | Career | Growth ·

2025/03/13

Eric Simons is the founder and CEO of StackBlitz, the company behind Bolt—the #1 web-based AI coding agent and one of the fastest-growing products in history. After nearly shutting down, StackBlitz launched Bolt on Twitter and exploded from zero to $40 million ARR and 1 million monthly active users in about five months.What you’ll learn:1. How Bolt reached nearly $40M ARR and 3 million registered users in just five months with a team of only 15 to 20 people2. How Bolt leverages WebContainer

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69:48

Building Lovable: $10M ARR in 60 days with 15 people...

Lenny"s Podcast: Product | Career | Growth ·

2025/03/09

Anton Osika is the co-founder and CEO of Lovable, which is building what they call “the last piece of software”—an AI-powered tool that turns descriptions into working products without requiring any coding knowledge. Since launching three months ago, Lovable hit $4 million ARR in the first four weeks and $10 million ARR in two months with a team of just 15 people, making it Europe’s fastest-growing startup ever.—What you’ll learn:1. Why you need to be in the top 1% of AI tool users2. Watch Lovable

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72:18

Notion’s lost years, its near collapse during Covid,...

Lenny"s Podcast: Product | Career | Growth ·

2025/03/06

Ivan Zhao is the co-founder and CEO of Notion. Ivan shares the untold story of Notion, from nearly running out of database space during Covid to finding product-market fit after several “lost years,” and the hard-won lessons along the way.—What you’ll learn:1. Why you sometimes need to “hide your vision” behind something people actually want—what Ivan calls “sugar-coating the broccoli”2. How Ivan and his co-founder persevered through multiple product resets and complete code rewrites3. Why Notion

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94:26

The creator of WordPress opens up about becoming an...

Lenny"s Podcast: Product | Career | Growth ·

2025/03/02

Matt Mullenweg is the co-founder of WordPress, the open source platform powering a staggering 43% of the internet. He also serves as CEO of Automattic—the parent company of brands like WordPress.com, WooCommerce, and Tumblr—which is worth over $7 billion, with over 1,700 employees across 90 countries. In this episode, he discusses some of the most controversial topics surrounding WordPress, Automattic, and the broader open source community.—What you’ll learn:• Matt’s response to public criticism•

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107:57

An inside look at X’s Community Notes | Keith Coleman...

Lenny"s Podcast: Product | Career | Growth ·

2025/02/27

Keith Coleman (VP of product) and Jay Baxter (founding ML engineer), the minds behind Community Notes, reveal how a small, scrappy team inside Twitter/X built the most trusted crowdsourced information system on the internet—one that’s changing the way we understand truth online. What you’ll learn:1. How Community Notes actually works—a deep dive into the groundbreaking algorithm that rewards “bridging agreement” instead of majority rule2. The seemingly crazy yet brilliant way this idea survived

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84:55

How to find work you love | Bob Moesta...

Lenny"s Podcast: Product | Career | Growth ·

2025/02/23

Bob Moesta, co-creator of the Jobs to Be Done framework, recently published a new book, Job Moves. Drawing from interviews with over 1,000 people about their career transitions, it offers a practical playbook for career development. In our conversation, we discuss:• The four different “quests” that drive career changes• Why job features (salary, title) matter less than experiences• How to identify what gives you energy vs. drains you• The power of taking a “jobcation”• A template for crafting your

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83:45

A founder’s guide to crisis management | Uri Levine...

Lenny"s Podcast: Product | Career | Growth ·

2025/02/16

Uri Levine is a co-founder of Waze (which was acquired by Google for $1.3 billion in 2013), along with nine other companies (including another company he sold for over $1 billion). He’s also been on 20 boards and has been an advisor to over 50 startups. He recently released a new chapter of his best-selling book Fall in Love with the Problem, Not the Solution, which provides a guide to surviving crises at your company. In this episode, we cover:• The two types of startup crisis and how to handle

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321 results

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