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Lenny's Newsletter

🧠 Community Wisdom: Using Cursor for PM work, AI workflows for writers, tips for writing cold emails, building defensible moats, and more

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PagerDuty Falls to ~$1B Market Cap on $500M ARR. Just 2x ARR. Profitable Isn’t Enough. You Have to Grow.

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Is There Any Hope For AI Benchmarks?

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Healthcare Trends 2025

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How Much Will the Stock Market Fall in 2026?

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The future of AI-powered sales with Vercel COO, Jeanne DeWitt

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Vercel's AI Sales Agent : 10 SDRs Down to 1 in Six Weeks

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The “Buy Your Own Product” Test: Why Every B2B Founder Should Be Their Own Customer (At Least For A Day)

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Week 26 Roundup

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My Seeker Phone

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Giving Thanks (+ some light reading for the holiday)

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What’s 🔥 in Enterprise IT/VC #474

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Agentic Friday

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The Price of Progress in Venture

Saastr

Our AI SDRs Are Sending 10x More Outbound Emails Than Our Human SDRs — With The Same or Better Results

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Charts of the Week: Code Gen Strikes Back

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Clouded Judgement 11.28.25 - Q3 Earnings Check In

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The First $100,000,000 ARR at UiPath: How Founder CEO Daniel Dines Went From 10 Years of Struggle to Hypergrowth

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The 4 Year Rule For Retirement Spending

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London Records 1.5 Million Cycling Trips Per Day

Making Connections by Jax | Jax Vullinghs

Uncovered Bookmarks #13: Creativity Blossoms