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“Extraordinary results demand extraordinary effort” A powerful conversation with Matt MacInnis (Matt MacInnis), long-time COO and newly minted CPO at Rippling We discuss: 🔸 Matt’s transition from COO to CPO and what surprised him about leading product 🔸 The “high alpha, low beta” framework for evaluating people, processes, and...

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Lenny Rachitsky

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461,415 views • 6 months ago •via X (Twitter)

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35,599 views • 1 year ago

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98,226 views • 5 months ago

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125,296 views • 9 months ago

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183,085 views • 9 months ago

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“I like being scared” Molly Graham (Molly Graham) has worked for some of tech’s most effective leaders, including Mark Zuckerberg, Chamath Palihapitiya, Sheryl Sandberg, and Bret Taylor. She’s best known for her “Give away your Legos” framework and her collection of practical mental models for leading through hypergrowth. Today she leads a community for leaders navigating rapid scale, growth, and change. In our conversation, we dig into: 🔸 Why the best careers look like J-curves, not stairs. 🔸 “The waterline model” for diagnosing team problems (and why you should “snorkel before you scuba”) 🔸 “Give away your Legos”: her framework for scaling yourself as a leader 🔸 Six rules for creating effective goals 🔸 Three rules of thumb for leading through rapid scale 🔸 So much more Listen now 👇 • YouTube: • Spotify: • Apple: Thank you to our wonderful sponsors for supporting the podcast: 🏆 DX — The developer intelligence platform designed by leading researchers: 🏆 Brex — The banking solution for startups: 🏆 GoFundMe Giving Funds — Make helping a habit:

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580,136 views • 5 months ago

I asked here on Twitter who's the best IC product manager you've ever worked with, and shot to the top of the list. Aman Khan is a long-time AI product manager. He's currently Director of Product at Arize AI, and was previously at Spotify, Victoria Clayton ❤️ Memecoin, Zipline, and Apple. In our conversation, we discuss: 🔸 What exactly is an “AI product manager”? 🔸 How to break into AI PM 🔸 What separates top 5% AI PMs 🔸 How to thrive as an individual-contributor PM 🔸 Common pitfalls to avoid when building AI products 🔸 The importance of energy and curiosity in product roles 🔸 Much more Listen now 👇 - YouTube: - Spotify: - Apple: Thank you to our wonderful sponsors for supporting the podcast: 🏆 pendo.io — The only all-in-one product experience platform for any type of application: 🏆 Vanta — Automate compliance. Simplify security: 🏆 Paragon — Ship every SaaS integration your customers want:
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The Lovable story will be one for the history books: - Valued at $6.6B just 2 years after founding - $200M ARR in under 1 year - Just ~100 employees (!!) - Based in Stockholm, Sweden elena verna joined Lovable 8 months ago to lead growth, and in our in-depth conversation, we discuss: 🔸 Why she's had to throw out 70% of her growth playbook at Lovable 🔸 The specific growth tactics driving Lovable’s unprecedented growth 🔸 Why giving away product is a key growth strategy in AI 🔸 Her take on Lovable's retention numbers 🔸 Why in AI you have to re-find PMF every 3 months 🔸 Whether you should join an AI startup (her honest tradeoffs) 🔸 Much more Listen now 👇 • YouTube: • Spotify: • Apple: Thank you to our wonderful sponsors for supporting the podcast: 🏆 WorkOS — Modern identity platform for B2B SaaS, free up to 1 million MAUs: 🏆 Vercel — Your collaborative AI assistant to design, iterate, and scale full-stack applications for the web: 🏆 Persona — A global leader in digital identity verification:

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86,941 views • 6 months ago

In his first in-depth interview since taking over as Scale AI CEO, Jason Droege shares: 🔸 What actually happened with Meta’s $14 billion investment 🔸 Where frontier labs are heading next 🔸 Why most enterprise data is useless for AI models 🔸 What it takes to keep making AI model smarter 🔸 What he learned scaling Uber Eats from zero to $80B 🔸 How to think independently when building new products and businesses 🔸 Much more Listen now 👇 • YouTube: • Spotify: • Apple: Thank you to our wonderful sponsors for supporting the podcast: 🏆 Merge — The fastest way to ship 220+ integrations: 🏆 Figma Make — A prompt-to-code tool for making ideas real: 🏆 Mercury — The art of simplified finances:
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In his first in-depth interview since taking over as Scale AI CEO, Jason Droege shares: 🔸 What actually happened with Meta’s $14 billion investment 🔸 Where frontier labs are heading next 🔸 Why most enterprise data is useless for AI models 🔸 What it takes to keep making AI model smarter 🔸 What he learned scaling Uber Eats from zero to $80B 🔸 How to think independently when building new products and businesses 🔸 Much more Listen now 👇 • YouTube: • Spotify: • Apple: Thank you to our wonderful sponsors for supporting the podcast: 🏆 Merge — The fastest way to ship 220+ integrations: 🏆 Figma Make — A prompt-to-code tool for making ideas real: 🏆 Mercury — The art of simplified finances:

Lenny Rachitsky

96,885 views • 8 months ago

Matt Mullenweg (Matt Mullenweg) opens up about becoming an internet villain, why he’s taking a stand, and the future of open source. In our conversation: 🔸 Matt’s response to public criticism 🔸 Why open source matters: “If the Founding Fathers were around today, they’d be open source advocates” 🔸 Why products like Meta’s Llama are “fake open source” 🔸 Why he mortgaged his home to fund San Francisco’s iconic Bay Lights project 🔸 How his team is turning around Tumblr after acquiring it for just $3 million (after Yahoo bought it for $1.1 billion) 🔸 Matt’s philosophy: “Don’t just build a product; build a movement” Listen now 👇 • YouTube: • Spotify: • Apple: Thank you to our wonderful sponsors for supporting the podcast: 🏆 WorkOS — Modern identity platform for B2B SaaS, free up to 1 million MAUs: 🏆 Vanta — Automate compliance. Simplify security: 🏆 Loom — The easiest screen recorder you’ll ever use:
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Matt Mullenweg (Matt Mullenweg) opens up about becoming an internet villain, why he’s taking a stand, and the future of open source. In our conversation: 🔸 Matt’s response to public criticism 🔸 Why open source matters: “If the Founding Fathers were around today, they’d be open source advocates” 🔸 Why products like Meta’s Llama are “fake open source” 🔸 Why he mortgaged his home to fund San Francisco’s iconic Bay Lights project 🔸 How his team is turning around Tumblr after acquiring it for just $3 million (after Yahoo bought it for $1.1 billion) 🔸 Matt’s philosophy: “Don’t just build a product; build a movement” Listen now 👇 • YouTube: • Spotify: • Apple: Thank you to our wonderful sponsors for supporting the podcast: 🏆 WorkOS — Modern identity platform for B2B SaaS, free up to 1 million MAUs: 🏆 Vanta — Automate compliance. Simplify security: 🏆 Loom — The easiest screen recorder you’ll ever use:

Lenny Rachitsky

22,177 views • 1 year ago

Everything you’ve ever wanted to know about SAFe and the product owner role, with Melissa Perri (Melissa Perri) 🌶️ Melissa is the author of Escaping the Build Trap, host of the Product Thinking Podcast, and the founder of Product Institute where she works with startups, Fortune 50 companies, and everything in between to help them build better products. In our conversation, we discuss: 🔸 The evolution of and problems with the SAFe framework 🔸 The history of the product owner role 🔸 The differences between product owners and product managers 🔸 How to transition from product owner to product manager 🔸 How large non-tech companies can improve their product practices 🔸 Much more Listen now 👇 - YouTube: - Spotify: - Apple: Thank you to our wonderful sponsors for supporting the podcast: 🏆 pendo.io — The only all-in-one product experience platform for any type of application: 🏆 OneSchema — Import CSV data 10x faster: 🏆 Coda — The all-in-one collaborative workspace:
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Everything you’ve ever wanted to know about SAFe and the product owner role, with Melissa Perri (Melissa Perri) 🌶️ Melissa is the author of Escaping the Build Trap, host of the Product Thinking Podcast, and the founder of Product Institute where she works with startups, Fortune 50 companies, and everything in between to help them build better products. In our conversation, we discuss: 🔸 The evolution of and problems with the SAFe framework 🔸 The history of the product owner role 🔸 The differences between product owners and product managers 🔸 How to transition from product owner to product manager 🔸 How large non-tech companies can improve their product practices 🔸 Much more Listen now 👇 - YouTube: - Spotify: - Apple: Thank you to our wonderful sponsors for supporting the podcast: 🏆 pendo.io — The only all-in-one product experience platform for any type of application: 🏆 OneSchema — Import CSV data 10x faster: 🏆 Coda — The all-in-one collaborative workspace:

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16,905 views • 1 year ago

🎧 Watch me do a live coaching session with Rachel Lockett (Rachel Lockett), executive coach and former leader at Stripe and Pinterest. We discuss: 🔸 When to coach and when to just tell people what to do 🔸 The GROW technique for helping people figure out a solution for themselves 🔸 Techniques for making difficult conversations less difficult 🔸 Avoiding burnout and designing a more energizing career 🔸 Building and sustaining a healthy co-founder relationship 🔸 Why you should ask, “Would I enthusiastically rehire this person?” to clarify talent decisions Listen now 👇 • YouTube: • Spotify: • Apple: Thank you to our wonderful sponsors for supporting the podcast: 🏆 Stripe — Helping companies of all sizes grow revenue: 🏆 Vanta — Automate compliance. Simplify security: 🏆 — A global leader in digital identity verification:
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🎧 Watch me do a live coaching session with Rachel Lockett (Rachel Lockett), executive coach and former leader at Stripe and Pinterest. We discuss: 🔸 When to coach and when to just tell people what to do 🔸 The GROW technique for helping people figure out a solution for themselves 🔸 Techniques for making difficult conversations less difficult 🔸 Avoiding burnout and designing a more energizing career 🔸 Building and sustaining a healthy co-founder relationship 🔸 Why you should ask, “Would I enthusiastically rehire this person?” to clarify talent decisions Listen now 👇 • YouTube: • Spotify: • Apple: Thank you to our wonderful sponsors for supporting the podcast: 🏆 Stripe — Helping companies of all sizes grow revenue: 🏆 Vanta — Automate compliance. Simplify security: 🏆 — A global leader in digital identity verification:

Lenny Rachitsky

93,879 views • 7 months ago

"Sell the alpha, not the feature": The enterprise sales playbook for $1M to $10M ARR with Jen Abel Jen is GM of Enterprise at State Affairs, co-founder JJELLYFISH, and one of the sharpest minds I've ever met on all things enterprise sales. In this follow-up to our first chat two years ago (covering the founder-led sales zero to $1M phase), we focus on what founders need to know to grow from $1M to $10M ARR. We discuss: 🔸 The dangers of pricing your product $10K-$20K 🔸 Why tier-1 logos counterintuitively make the best early customers 🔸 Why the “mid-market” doesn’t exist 🔸 How to find and work with design partners 🔸 Why you need to vision-cast instead of problem-solve 🔸 Why services are the fastest way to get your foot in the door with enterprises 🔸 When to hire your first salesperson and what profile to look for 🔸 Much more Listen now 👇 • YouTube: • Spotify: • Apple: Thank you to our wonderful sponsors for supporting the podcast: 🏆 WorkOS—Modern identity platform for B2B SaaS, free up to 1 million MAUs: 🏆 Lovable—Build apps by simply chatting with AI: 🏆 Coda—The all-in-one collaborative workspace:
1:37

"Sell the alpha, not the feature": The enterprise sales playbook for $1M to $10M ARR with Jen Abel Jen is GM of Enterprise at State Affairs, co-founder JJELLYFISH, and one of the sharpest minds I've ever met on all things enterprise sales. In this follow-up to our first chat two years ago (covering the founder-led sales zero to $1M phase), we focus on what founders need to know to grow from $1M to $10M ARR. We discuss: 🔸 The dangers of pricing your product $10K-$20K 🔸 Why tier-1 logos counterintuitively make the best early customers 🔸 Why the “mid-market” doesn’t exist 🔸 How to find and work with design partners 🔸 Why you need to vision-cast instead of problem-solve 🔸 Why services are the fastest way to get your foot in the door with enterprises 🔸 When to hire your first salesperson and what profile to look for 🔸 Much more Listen now 👇 • YouTube: • Spotify: • Apple: Thank you to our wonderful sponsors for supporting the podcast: 🏆 WorkOS—Modern identity platform for B2B SaaS, free up to 1 million MAUs: 🏆 Lovable—Build apps by simply chatting with AI: 🏆 Coda—The all-in-one collaborative workspace:

Lenny Rachitsky

229,718 views • 7 months ago

Microsoft CPO Aparna Chennapragada brought the 🔥 What you'll learn: 🔸 Why prompt sets are the new PRDs 🔸 Why the PM role isn’t dying in the AI era—it's actually becoming more important 🔸 How Aparna's teams live “one year in the future" 🔸 Why NLX (natural language experience) is the new UX 🔸 Why she believes Microsoft let other companies get so far ahead in the AI coding market 🔸 The three characteristics of AI agents: autonomy (delegation of tasks), complexity (handling multi-step challenges), and natural interaction (conversing beyond simple chat) 🔸 How to balance cutting-edge AI adoption with appropriate governance through dual-track approaches 🔸 Leadership differences between Microsoft’s Satya Nadella (known for multi-level thinking and early trendspotting) and Google’s Sundar Pichai (mastery of complex ecosystems) 🔸 A practical framework for evaluating zero-to-one product opportunities 🔸 Much more Listen now 👇 • YouTube: • Spotify: • Apple: Aparna is CPO of AI at Work Microsoft, where she oversees AI product strategy for their productivity tools and their work on agents. Previously, she was the CPO at Robin Hood, spent 12 years at Google, and is also on the board of eBay and Capital One. Thank you to our wonderful sponsors for supporting the podcast: 🏆 @Get_Eppo — Run reliable, impactful experiments: 🏆 Pragmatic Institute (formerly Pragmatic Marketing) — Industry‑recognized product, marketing, and AI training and certifications: 🏆 Coda — The all-in-one collaborative workspace:
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Microsoft CPO Aparna Chennapragada brought the 🔥 What you'll learn: 🔸 Why prompt sets are the new PRDs 🔸 Why the PM role isn’t dying in the AI era—it's actually becoming more important 🔸 How Aparna's teams live “one year in the future" 🔸 Why NLX (natural language experience) is the new UX 🔸 Why she believes Microsoft let other companies get so far ahead in the AI coding market 🔸 The three characteristics of AI agents: autonomy (delegation of tasks), complexity (handling multi-step challenges), and natural interaction (conversing beyond simple chat) 🔸 How to balance cutting-edge AI adoption with appropriate governance through dual-track approaches 🔸 Leadership differences between Microsoft’s Satya Nadella (known for multi-level thinking and early trendspotting) and Google’s Sundar Pichai (mastery of complex ecosystems) 🔸 A practical framework for evaluating zero-to-one product opportunities 🔸 Much more Listen now 👇 • YouTube: • Spotify: • Apple: Aparna is CPO of AI at Work Microsoft, where she oversees AI product strategy for their productivity tools and their work on agents. Previously, she was the CPO at Robin Hood, spent 12 years at Google, and is also on the board of eBay and Capital One. Thank you to our wonderful sponsors for supporting the podcast: 🏆 @Get_Eppo — Run reliable, impactful experiments: 🏆 Pragmatic Institute (formerly Pragmatic Marketing) — Industry‑recognized product, marketing, and AI training and certifications: 🏆 Coda — The all-in-one collaborative workspace:

Lenny Rachitsky

104,583 views • 1 year ago