Archive - Lenny's Newsletter

Your Couch-to-5K for AI

A step-by-step guide to building an AI habit that sticks

Apr 28 • Hilary Gridley

New: A free year of Cursor, Google AI Pro, Notion, Supabase, Gumloop, and Fin for subscribers

Now 25 incredible products totaling over $30,000 in value—free with your Lenny’s Newsletter subscription

Apr 21 • Lenny Rachitsky

Not all AI agents are created equal

A framework for categorizing and prioritizing your agent initiatives

Apr 14 • Hamza Farooq and Jaya Rajwani

A visual guide to getting out of a creative slump

On creating work like a human (and all the feelings that come with it)

Apr 7 • Michelle Rial

March 2026

OpenClaw: The complete guide to building, training, and living with your personal AI agent

I built a team of 9 AI agents that run my work and life. Here's how you can too.

Mar 31 • Claire Vo

State of the product job market in early 2026

AI roles are exploding, PM and eng job openings are the highest in years, and the overall number of tech jobs is up

Mar 24 • Lenny Rachitsky

How I built LennyRPG

Turning 300+ episode transcripts into a fun, playable game with AI

Mar 17 • Ben Shih

A guide to advanced B2B positioning

10 years, 300 companies, 4 non-obvious lessons on getting past the trickiest roadblocks

Mar 10 • April Dunford

How to debug a team that isn’t working: the Waterline Model

A guide to solving team problems (without always blaming the people)

Mar 3 • Molly Graham

February 2026

How to use AI for your next job interview

Insights from 30+ tech professionals, and a free AI coach to put them into practice

Feb 24 • Noam Segal

How to do AI analysis you can actually trust

Four prompting techniques to prevent AI’s most common mistakes

Feb 17 • Caitlin Sullivan

Building AI product sense, part 2

A weekly ritual to help you understand and design trustworthy AI products for a messy world

Feb 10 • Marily Nika

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