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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

74:33

OpenAI researcher on why soft skills are the future...

Lenny"s Podcast: Product | Career | Growth ·

2025/02/09

Karina Nguyen leads research at OpenAI, where she’s been pivotal in developing groundbreaking products like Canvas, Tasks, and the o1 language model. Before OpenAI, Karina was at Anthropic, where she led post-training and evaluation work for Claude 3 models, created a document upload feature with 100,000 context windows, and contributed to numerous other innovations. With experience as an engineer at the New York Times and as a designer at Dropbox and Square, Karina has a rare firsthand perspective

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101:42

Tobi Lütke’s leadership playbook: Playing infinite...

Lenny"s Podcast: Product | Career | Growth ·

2025/02/02

Tobi Lütke is the founder and CEO of Shopify, a $130 billion business that powers over 10% of all U.S. e-commerce. Starting as a snowboard shop in 2004, Shopify has become the leading commerce platform by consistently approaching problems differently. Tobi remains deeply technical, frequently coding alongside his team, and is known for his unique approach to leadership, product development, and company building. In our conversation, we discuss:• Why complexity kills entrepreneurship• How to develop

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81:08

Linear’s secret to building beloved B2B products |...

Lenny"s Podcast: Product | Career | Growth ·

2025/01/30

Nan Yu is the head of product at Linear, one of the most beloved and fastest-growing B2B SaaS products out there today, and the gold standard for high-performing tech teams. In our conversation, we discuss:• Why speed and quality aren’t actually at odds• Linear’s unique approach to product development• Nan’s systematic approach to creativity• Linear’s philosophy on deadlines• The “double triangle” framework for product management• Nan’s approach to landing his dream product roles• Much more—Brought

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107:22

An operator’s guide to product strategy | Chandra...

Lenny"s Podcast: Product | Career | Growth ·

2025/01/26

Chandra Janakiraman is the chief product officer, executive vice president, and a board member at VRChat. Previously, he was a product leader at Meta, where he led Facebook’s social experience interfaces and Reality Labs’ growth; served as CPO at Headspace, where he helped relaunch the platform, driving a 4x subscriber boost; and was a GM at Zynga, delivering massive hit games that reached hundreds of millions. In our conversation, Chandra shares:• His playbook for developing a product strategy• The

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95:10

10 growth tactics that never work | Elena Verna...

Lenny"s Podcast: Product | Career | Growth ·

2025/01/19

Elena Verna is one of Silicon Valley’s most sought-after growth advisors and operators. She previously led growth at companies like Amplitude, Miro, Dropbox, and SurveyMonkey and is currently doing full-time advising for high-growth tech companies. In our conversation, Elena and I discuss:• 10 growth tactics that never work• Her 3 favorite growth frameworks• How to increase your career optionality—Brought to you by:• Sinch—Build messaging, email, and calling into your product• Vanta—Automate

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72:13

How to break out of autopilot and create the life you...

Lenny"s Podcast: Product | Career | Growth ·

2025/01/16

Graham Weaver teaches a top-rated course at Stanford’s Graduate School of Business (GSB), where he often unexpectedly ends up helping students figure out what to do with their lives. He is also the founder and CEO of Alpine Investors, a people-driven private equity firm. In our conversation, we discuss:• Why everything worthwhile requires suffering• Why most people operate on autopilot, and how to break free• The “genie methodology” for discovering your true path• The Nine Lives exercise for

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79:24

How to build your product team from scratch, attract...

Lenny"s Podcast: Product | Career | Growth ·

2025/01/12

Rohini Pandhi is a product leader at Mercury, and previously spent over seven years at Square/Block leading product work on Square payments, invoicing, and the Bitkey hardware Bitcoin wallet. She’s also the co-founder of the startup bootcamp Transparent Collective and is an active angel investor. In our conversation, we discuss:• Key indicators that it’s time to hire PMs• How to build your early PM team• Why founders should initially take on the product manager role themselves• How to attract top PM

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97:36

Behind the founder: Drew Houston (Dropbox)

Lenny"s Podcast: Product | Career | Growth ·

2025/01/09

Drew Houston is the co-founder and CEO of Dropbox. Under his leadership, Dropbox has grown from a simple idea to a service used by over 700 million registered users globally, with a valuation exceeding $9 billion. Drew has led Dropbox through multiple phases, from explosive viral growth, to battling all the tech giants at once, to reinventing the company for the future of work. In our conversation, he opens up about:• The three eras of Dropbox’s growth and evolution• The challenges he’s faced over

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83:43

Scripts for difficult conversations: Giving hard...

Lenny"s Podcast: Product | Career | Growth ·

2025/01/05

Alisa Cohn is an executive coach who has worked with C-suite executives at startups like Venmo, Etsy, Wirecutter, and DraftKings, and Fortune 500 companies like Microsoft, Google, Pfizer, Dell, and IBM. Inc. Magazine named Alisa one of the top 100 leadership speakers, and she was named one of the Top 50 coaches in the world by Thinkers50 and the #1 startup coach for the past four years by Global Gurus. She is also the author of From Start-Up to Grown-Up, which won the 2022 Independent Press Award

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56:42

Inside Gong: How teams work with design partners,...

Lenny"s Podcast: Product | Career | Growth ·

2025/01/02

Eilon Reshef is the co-founder and chief product officer at Gong, one of the most ubiquitous B2B products in the world. In our conversation, we discuss:• Gong’s unique approach to working with design partners• Their unique pod model• Why Eilon makes big decisions quickly• Lessons learned from being early in AI• The power of extreme focus• His “spiral method” for learning complex topics quickly• How to maintain quality while optimizing for speed—Brought to you by:• WorkOS—Modern identity platform for

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81:35

Why great AI products are all about the data | Shaun...

Lenny"s Podcast: Product | Career | Growth ·

2024/12/29

Shaun Clowes is the chief product officer at Confluent and former CPO at Salesforce’s MuleSoft and at Metromile. He was also the first head of growth at Atlassian, where he led product for Jira Agile and built the first-ever B2B growth team. In our conversation, we discuss:• Why most PMs are bad, and how to fix this• Why great AI products are all about the data• Why he changed his mind about being data-driven• How to build your B2B growth team• How to choose your next career stop• Much more—Brought

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57:18

Behind the founder: Marc Benioff

Lenny"s Podcast: Product | Career | Growth ·

2024/12/22

Marc Benioff is the co-founder and CEO of Salesforce, the second-largest software company in the world. He started programming at age 15, selling his first program for $75, and went on to build Salesforce into a company worth more than $300 billion that also owns Slack, Tableau, Quip, and MuleSoft. Marc is known as a marketing legend, and is now leading Salesforce into the era of AI agents. In our conversation, we discuss:• The importance of maintaining a beginner’s mind• His approach to product

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100:03

How Shopify builds a high-intensity culture | Farhan...

Lenny"s Podcast: Product | Career | Growth ·

2024/12/19

Farhan Thawar is the head of engineering at Shopify, where he oversees more than 1,000 engineers and a platform that powers over 10% of all U.S. e-commerce. Before Shopify, he was VP of engineering at Pivotal Labs and Xtreme Labs, and co-founder of Helpful.com. In our conversation, Farhan shares:• Why choosing the harder path leads to better outcomes• How to create intensity within your org (without burnout)• Why every company should be embracing pair programming• How he hires without interviewing•

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88:32

Behind the product: Duolingo streaks | Jackson...

Lenny"s Podcast: Product | Career | Growth ·

2024/12/15

Jackson Shuttleworth is a Group PM at Duolingo, where he leads the retention team and the powerful streak feature. The streak feature, which gamifies consecutive days of learning, has been Duolingo’s most important and innovative growth lever and a key driver of their growth to a $14 billion business with almost 600 million users. In our conversation, we dive deep into the history and lessons of this feature:• The evolution of the streak feature• Biggest insights from over 600 streak-related

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45:16

Seth Godin's best tactics for building remarkable...

Lenny"s Podcast: Product | Career | Growth ·

2024/12/08

Seth Godin is a legend. He’s a marketer, teacher, entrepreneur, and author of more than 20 books, including Purple Cow, Permission Marketing, and Linchpin. He also writes one of the most popular and longest-running blogs in the world (approaching publishing 10,000 in a row!) and continues to shape how we think about marketing, brand, product, and creating lasting change in the world. In our conversation, we discuss:• How to build remarkable products that spread• The four critical strategic choices

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94:36

How a great founder becomes a great CEO | Jonathan...

Lenny"s Podcast: Product | Career | Growth ·

2024/12/05

Jonathan Lowenhar is the co-founder of Enjoy The Work, an executive coaching firm that helps founders become great CEOs. Over the past decade, Enjoy The Work has supported over 165 founders on their journey to becoming better leaders. In our conversation, we discuss:• The difference between being a founder and being a CEO• Common failure modes for startup CEOs and how to avoid them• The four key elements of an effective go-to-market strategy• A framework for evaluating potential acquisitions: the

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89:39

Identify your bullseye customer in one day | Michael...

Lenny"s Podcast: Product | Career | Growth ·

2024/12/01

Michael Margolis has been a UX research partner at Google Ventures (GV) for nearly 15 years. He has developed a unique approach to helping startups identify their “bullseye customer”—the specific subset of their target market who initially is most likely to adopt their product. Michael has conducted over 300 hands-on research sprints with GV portfolio companies across various industries and helped develop the “design sprint” process made famous by the book Sprint. In our conversation, we discuss:•

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76:05

The ultimate guide to founder-led sales | Jen Abel...

Lenny"s Podcast: Product | Career | Growth ·

2024/11/24

Jen Abel is the co-founder of JJELLYFISH, where she and her team have worked with over 300 early-stage founders to learn how to sell, do early customer discovery, and set up a repeatable sales motion on the way to their first $1M ARR. In our conversation, Jen shares:• Why founder-led sales is so crucial early on• The sales process, step by step• How to craft effective outreach messages• Where to find leads• What three channels work best for outreach• What to say on your first call• How to maintain

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64:08

Behind the product: Replit | Amjad Masad (co-founder...

Lenny"s Podcast: Product | Career | Growth ·

2024/11/21

Amjad Masad is the co-founder and CEO of Replit, a browser-based coding environment that allows anyone to write and deploy code. Replit has 34 million users globally and is one of the fastest-growing developer communities in the world. Prior to Replit, Amjad worked at Facebook, where he led the JavaScript infrastructure team and contributed to popular open-source developer tools. Additionally, he played a key role as a founding engineer at the online coding school Codecademy. In our conversation,

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65:19

Building Wiz: the fastest-growing startup in history...

Lenny"s Podcast: Product | Career | Growth ·

2024/11/17

Raaz Herzberg is the chief marketing officer and VP of product strategy at Wiz. Wiz hit $100 million ARR within 18 months (the fastest growth in startup history) and, five years in, is generating over $500 million ARR. It also serves over 45% of the Fortune 100. Raaz was one of the first five employees at Wiz, joining as the first product manager, and helped the team pivot to what may be the most intense PMF in history. Before Wiz, Raaz led security products at Microsoft, including Azure Sentinel

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321 results

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