Writer of Lenny's Newsletter and host of Lenny's Podcast.
Lenny Rachitsky reports results from his second annual tech worker sentiment survey, finding the workforce splitting into those amplified by AI and those destabilized by it. Burnout has risen sharply, career optimism…
Lenny Rachitsky, introducing a guest post by Colin on AI leverage for product managers, argues that PM work is shifting from coordination toward hands-on building with AI. The post lays out three ladders of leverage…
Executive coach Joe Hudson argues that as AI commoditizes knowledge and effort, the scarce advantage becomes emotional clarity. He lays out a "wisdom stack" of four traits (discernment, productive conflict, willingness…
Lenny Rachitsky's paid newsletter, the second part of a series, recommends 24 long-standing books for product builders, grouped by the jobs they help with, such as design, taste, influence, starting a company, career…
Lenny Rachitsky recommends a curated set of books for product builders, organized by the skill or job a reader wants to improve, such as communication, strategy, management, and sales. He limits himself to three books…
Lenny Rachitsky's guest author, a Google AI product leader, argues that the SaaS freemium playbook breaks down for AI products because each free request carries real compute cost. He proposes a modern AI paywall built…
Lenny Rachitsky, with Hilary Gridley, introduces Couch-to-5K for AI, a free program of under 10 minutes a day that builds AI skills progressively using Claude Code. The post argues that busyness is usually a disguise…
The post argues that 'AI agent' covers very different systems, so teams should first categorize each idea by architecture before prioritizing. It proposes three categories (deterministic automation, reasoning and acting…
“I’m so, so excited to share a guest post by Michelle Rial, my wife! Her first children’s book, Charts for Babies, comes out TODAY, and we thought: what better way to celebrate than collaborating on a post? Below, you get a glimpse into her brilliant mind. This visual guide is both inspiring and useful, and is for anyone trying to create something. Read it right now or bookmark it for the next time you get stuck. Are you feeling what…”
Claire Vo presents a step-by-step guide to installing, configuring, and using OpenClaw, an open-source personal AI agent that runs locally and takes instructions through everyday chat apps. The post covers hardware and…
Lenny Rachitsky's biannual State of the Product Job Market update, based on TrueUp data, argues that early 2026 tech hiring is more optimistic than headlines suggest. It covers rising PM and engineering openings, the…
Designer Ben Shih describes building LennyRPG, a Pokémon-style pixel game where players meet and quiz Lenny's Podcast guests using transcripts from 300+ episodes. The post walks through his AI-assisted workflow…
Lenny's paid guest post by April Dunford, a positioning expert who has worked with 300+ B2B companies, covers four advanced roadblocks that derail positioning work. It argues that disagreement over competitors, product…
Molly Graham introduces the Waterline Model, a diagnostic for underperforming teams that checks four levels in order: structure, dynamics, interpersonal, and individual. Her core argument is that many team problems are…
Lenny Rachitsky and researcher Noam Segal interviewed over 30 tech professionals about using AI in job hunts and found the strongest candidates built personal feedback loops with AI. The post packages those techniques…
Caitlin Sullivan, a user-research practitioner, explains four recurring ways AI-generated customer analysis goes wrong: invented or blended quotes, generic insights, signal that doesn't guide decisions, and missed…
Marily Nika, a former AI PM at Google and Meta, presents a weekly ritual for building AI product sense: probing a model with messy, ambiguous, and difficult inputs to map failure modes before users do. She argues PMs…
Tal and Aman argue that the fastest way to build intuition for AI products is to use coding agents like Cursor for non-technical product work rather than consumer chat tools. The post walks readers through setup, model…
Colin Matthews explains that ChatGPT apps let third-party tools surface interactive widgets inside conversations, creating a potentially major distribution channel. The post covers how users discover apps contextually…
Lenny Rachitsky's year-end roundup collects the most popular posts from his newsletter, grouped by theme such as AI, career, strategy, growth, and execution, plus a few all-time classics. He also reviews his 2025 goals…
Lenny Rachitsky and Noam Segal report on a 1,750-respondent survey of tech workers about AI productivity. The core argument is that AI is overdelivering for most people, with the biggest gains in founders and PMs, while…
Amir Klein, writing via Lenny's newsletter, explains how he built an AI 'second brain' using ChatGPT Projects while launching monday.com's first AI agent. He covers giving the project a defined personality, feeding it…
Guest author Terrence Rohan shares how five early employees who joined multiple iconic companies, including Palantir, OpenAI, Stripe, and Spotify, spotted breakout startups early. The post argues that three signals…
The post argues that as AI makes building and reaching customers easier for everyone, traditional B2B channels like search, outbound, events and lifecycle email are getting noisier and less effective. It makes the case…
Lenny Rachitsky shares a product-and-brand guide compiled with builder-investor Justin Mares, covering health-focused choices for sleep, clothing, food, supplements, toxin mitigation, and everyday items. The core…
Lenny Rachitsky argues that non-technical people should use Claude Code, which he frames as a local-feeling AI agent that can act on files and tools on a computer. The post walks through installation steps, shows five…
Executive coach Jack Cohen introduces GAIN, a framework for giving feedback by framing it around the gain people can achieve rather than the pain to avoid. It walks through each element (Goal, Actions, Impacts, Next…
Hamel Husain and Shreya Shankar outline a practical playbook for building AI evaluation systems that improve a product rather than just producing dashboards. The core argument is to start with error analysis by a domain…
David Placek of Lexicon Branding outlines a step-by-step naming playbook drawn from decades of work on brands like Swiffer, Pentium and Vercel. He argues that a strong name builds trust, communicates an original idea…
Aishwarya Reganti and Kiriti Badam introduce the Continuous Calibration/Continuous Development (CC/CD) framework for building AI products. They argue AI systems are non-deterministic and require negotiating a tradeoff…