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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

86:02

The future of AI-powered sales with Vercel COO,...

Lenny"s Podcast: Product | Career | Growth ·

2025/11/30

Jeanne DeWitt Grosser built world-class GTM teams at Stripe, Google, and, most recently, Vercel, where she serves as COO and oversees marketing, sales, customer success, revenue operations, and field engineering. She transformed Stripe’s early sales organization from the ground up and advises founders on GTM strategy.We discuss:1. Why GTM is becoming more strategically important in the AI era2. The rise of the GTM engineer3. A primer on segmentation4. How to build a sales org that engineers and

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105:19

A guide to difficult conversations, building...

Lenny"s Podcast: Product | Career | Growth ·

2025/11/23

Rachel Lockett is a sought-after executive coach and former HR leader at Stripe and Pinterest who now works with CEOs, founders, and tech leaders on emotional intelligence, resilience, and leadership skills. In this episode, Rachel shares powerful frameworks for coaching reports, having difficult conversations, avoiding burnout, and strengthening co-founder relationships. She also demonstrates these techniques through a live coaching session with me.We discuss:* When to coach and when to just tell

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90:35

Slack founder: Mental models for building products...

Lenny"s Podcast: Product | Career | Growth ·

2025/11/20

Stewart Butterfield is the co-founder of Slack and Flickr, two of the most influential products in internet history. After selling Slack to Salesforce in one of tech’s biggest acquisitions, he’s been focused on family, philanthropy, and creative projects. In this rare podcast appearance, Stewart shares the product frameworks and leadership principles that most contributed to his success. From “utility curves” to “the owner’s delusion” to “hyper-realistic work-like activities,” his thoughts on craft,

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79:34

The Godmother of AI on jobs, robots & why world...

Lenny"s Podcast: Product | Career | Growth ·

2025/11/16

Dr. Fei-Fei Li is known as the “godmother of AI.” She’s been at the center of AI’s biggest breakthroughs for over two decades. She spearheaded ImageNet, the dataset that sparked the deep-learning revolution we’re living right now, served as Google Cloud’s Chief AI Scientist, directed Stanford’s Artificial Intelligence Lab, and co-founded Stanford’s Institute for Human-Centered AI. In this conversation, Fei-Fei shares the rarely told history of how we got here—including the wild fact that just nine

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113:54

“Dumbest idea I’ve heard” to $100M ARR: Inside the...

Lenny"s Podcast: Product | Career | Growth ·

2025/11/13

Grant Lee is the co-founder of Gamma, the AI-powered presentation tool that’s one of the hottest and most interesting AI startups in the world right now. They’re valued at over $2 billion, and they hit $100 million ARR in just over two years, with a lean team of just around 30 people. Unlike many fast-growing AI startups, Gamma has been profitable for most of its history, has not raised significant funding, and they built a massive business in a category most investors dismissed. In fact, one

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81:35

"Sell the alpha, not the feature": The enterprise...

Lenny"s Podcast: Product | Career | Growth ·

2025/11/09

Jen Abel is GM of Enterprise at State Affairs and co-founded Jellyfish, a consultancy that helps founders learn zero-to-one enterprise sales. She’s one of the smartest people I’ve ever met on learning enterprise sales, and in this follow-up to our first chat two years ago (covering the zero to $1 million ARR founder-led sales phase), we focus on the skills founders need to learn to go from $1M to $10M ARR.We discuss:1. Why the “mid-market” doesn’t exist2. Why tier-one logos like Stripe and Tesla

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66:10

The woman behind Canva shares how she built a $42B...

Lenny"s Podcast: Product | Career | Growth ·

2025/11/02

Melanie Perkins is CEO and co-founder of Canva, currently valued at over $42 billion, generating over $3 billion in annual revenue, with more than 240 million monthly active users and, incredibly, eight consecutive years of profitability. But the journey was far from smooth. Melanie was rejected by over 100 investors during her first fundraising round, her team spent two years without being able to ship a new feature during a technical rewrite, and the company pivoted early from a yearbook

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86:41

How Block is becoming the most AI-native enterprise...

Lenny"s Podcast: Product | Career | Growth ·

2025/10/26

Dhanji R. Prasanna is the chief technology officer at Block (formerly Square), where he’s managed more than 4,000 engineers over the past two years. Under his leadership, Block has become one of the most AI-native large companies in the world. Before becoming CTO, Dhanji wrote an “AI manifesto” to CEO Jack Dorsey that sparked a company-wide transformation (and his promotion to CTO).We discuss:1. How Block’s internal open-source agent, called Goose, is saving employees 8 to 10 hours weekly2. How the

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82:35

Al Engineering 101 with Chip Huyen (Nvidia, Stanford,...

Lenny"s Podcast: Product | Career | Growth ·

2025/10/23

Chip Huyen is a core developer on Nvidia’s Nemo platform, a former AI researcher at Netflix, and taught machine learning at Stanford. She’s a two-time founder and the author of two widely read books on AI, including AI Engineering, which has been the most-read book on the O’Reilly platform since its launch. Unlike many AI commentators, Chip has built multiple successful AI products and platforms and works directly with enterprises on their AI strategies, giving her unique visibility into what’s

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67:48

How to measure AI developer productivity in 2025 |...

Lenny"s Podcast: Product | Career | Growth ·

2025/10/19

Nicole Forsgren created the most widely used frameworks for measuring developer productivity—DORA and SPACE. She wrote the foundational book Accelerate and is about to release her newest book, Frictionless, a practical guide for helping teams move faster in the AI era. She’s currently Senior Director of Developer Intelligence at Google.We discuss:1. Why most productivity metrics are a lie2. Signs that your engineering team could be moving much faster3. Why AI accelerates coding but developers aren’t

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86:49

Figma’s CEO: Why AI makes design, craft, and quality...

Lenny"s Podcast: Product | Career | Growth ·

2025/10/16

Dylan Field is co-founder and CEO of Figma, a beloved tool used by every modern product team. Founded in 2012, Figma has expanded from a single design tool to a comprehensive platform including FigJam, Slides, Dev Mode, and, most recently, Figma Make. After a $20 billion acquisition by Adobe fell through due to regulatory pushback, Dylan led the company to a successful IPO in 2025.What you’ll learn:• How Dylan kept internal morale up after the Adobe acquisition fell through• His approach to

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81:37

Inside Google's AI turnaround: The rise of AI Mode,...

Lenny"s Podcast: Product | Career | Growth ·

2025/10/10

Robby Stein is VP of Product at Google, where he oversees the core products of Google Search—including the new AI Overviews, AI Mode, search ranking, Google Lens, and more. Previously, he led consumer products at Instagram, where he and his teams built Stories, Reels, Close Friends, and other key features now used by billions.What you’ll learn:1. Why Google’s AI products are suddenly taking off after years of perceived stagnation2. How AI is expanding Search rather than replacing it, contrary to

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84:01

First interview with Scale AI’s CEO: $14B Meta deal,...

Lenny"s Podcast: Product | Career | Growth ·

2025/10/09

Jason Droege is the CEO of Scale AI, a company that provides foundational training data to every major AI lab. He previously co-founded Scour with Travis Kalanick and built Uber Eats from idea to $20 billion in revenue. In this conversation, Jason shares lessons from getting sued for $250 billion, discovering restaurant economics by weighing sandwich ingredients, and over 25 years of launching transformative technology businesses.What you’ll learn:What actually happened with Meta’s $14 billion

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85:25

How to find hidden growth opportunities in your...

Lenny"s Podcast: Product | Career | Growth ·

2025/10/05

Albert Cheng has led growth at three of the world’s most successful consumer subscription companies: Duolingo, Grammarly, and Chess.com. A former Google product manager (and serious pianist!), Albert developed a unique approach to finding and scaling growth opportunities through rapid experimentation and deep user psychology. His teams run 1,000 experiments a year, discovering counterintuitive insights that have driven tens of millions in revenue.What you’ll learn:1. How to use the explore-exploit

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84:22

A 4-step framework for building delightful products |...

Lenny"s Podcast: Product | Career | Growth ·

2025/09/28

Nesrine Changuel helped build Spotify, Google Chrome, and Google Meet. Her work has helped her discover the importance of emotional connection in building successful products. At Google, she served as a dedicated “delight PM,” a role specifically focused on making products more delightful. She recently published Product Delight, a book that provides a practical framework for creating products that serve both functional and emotional needs. Based in Paris, she now coaches founders and CPOs on

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106:33

Why AI evals are the hottest new skill for product...

Lenny"s Podcast: Product | Career | Growth ·

2025/09/25

Hamel Husain and Shreya Shankar teach the world’s most popular course on AI evals and have trained over 2,000 PMs and engineers (including many teams at OpenAI and Anthropic). In this conversation, they demystify the process of developing effective evals, walk through real examples, and share practical techniques that’ll help you improve your AI product.What you’ll learn:1. WTF evals are2. Why they’ve become the most important new skill for AI product builders3. A step-by-step walkthrough of how to

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96:24

From managing people to managing AI: The leadership...

Lenny"s Podcast: Product | Career | Growth ·

2025/09/21

Julie Zhuo is the former VP and Head of Design at Facebook (now Meta), author of the bestselling book The Making of a Manager, and co-founder of Sundial, an AI-powered data analysis company. Also, my first-ever podcast guest over 3 years ago!In our conversation, we discuss:1. The three core manager skills that translate directly to managing AI agents2. How her team uses AI to learn new skills 10x faster3. The “diagnose with data, treat with design” framework for balancing gut and data4. Why

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67:08

Why experts writing AI evals is creating the...

Lenny"s Podcast: Product | Career | Growth ·

2025/09/18

Brendan Foody is the CEO and co-founder of Mercor, the fastest-growing company in history to go from $1M to $500M in revenue (in just 17 months!). At 22, he is also the youngest American unicorn founder ever. Mercor works with 6 of the Magnificent 7 and all top 5 AI labs to help them hire experts to create evaluations and training data that improve their models. In this conversation, Brendan explains why evals have become the critical bottleneck for AI progress, how he discovered this massive

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71:55

The ultimate guide to AEO: How to get ChatGPT to...

Lenny"s Podcast: Product | Career | Growth ·

2025/09/14

Ethan Smith is the CEO of Graphite—the leading SEO growth agency—and my go-to expert on SEO. After 18 years of mastering traditional SEO, Ethan has been at the forefront of what is called AEO: answer engine optimization, or, more simply, getting your product to show up in ChatGPT/Claude/Gemini/Perplexity answers. He’s discovered that ChatGPT traffic converts six times better than Google search—and most companies are completely missing this opportunity.In our conversation, we discuss:1. His 7-step

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97:59

$46B of hard truths from Ben Horowitz: Why founders...

Lenny"s Podcast: Product | Career | Growth ·

2025/09/11

Ben Horowitz is the co-founder of Andreessen Horowitz, Silicon Valley’s largest and most influential venture capital firm, with over $46B in committed capital across multiple funds. He took Loudcloud public with just $2 million in revenue (dubbed “the IPO from hell”), sold it for $1.6 billion, and has backed companies from Facebook to Stripe to Airbnb to OpenAI to Databricks (now worth more than $100 billion). His management philosophy—forged through near-death experiences and refined through

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310 results

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