Sitemap - 2026 - Lenny's Newsletter

🧠 Community Wisdom: How AI is changing product operating models, tracking work stress with Whoop, whether you need a portfolio of AI side projects, marketing for tiny teams, and more

🧠 Community Wisdom: Bootstrapping vs. raising funding, building the roadmap of your vibe-coded app, AI agents and data integrity, your first project as an APM, and more

Gemini Omni: Clone yourself with AI in under 15 minutes

🎙️ How I AI: Codex Goals explained & Claude Opus 4.8 review & Building an iPhone app with zero technical skills

Building an iPhone app with zero technical skills | Bryce Rattner Keithley

A rational conversation on where AI is actually going | Benedict Evans

🧠 Community Wisdom: Catching people using AI during an interview, org design when everything lives in one person’s head, when to rename your product, from nurse to health-tech PM, and more

Claude Opus 4.8 is here. Is it as good as they say?

The Codex feature that works while you sleep

Essential books for product builders—part 1

🎙️ How I AI: How the engineer behind Claude Cowork actually uses Claude Cowork & What launched at Google I/O 2026

How the engineer behind Claude Cowork actually uses Claude | Felix Rieseberg (Anthropic)

The AI paradox: More automation, more humans, more work | Dan Shipper

🧠 Community Wisdom: Best AI cold outreach app, advice for college students interested in PM, the state of AI in design, the relevance of QA in 2026, and more

Goodbye, Lenny's Reads!

What launched at Google I/O 2026 (30-minute day 1 recap)

The Lenny and Friends Summit is back!

🎙️ How I AI: HTML is the new Markdown: How Anthropic engineers are building with Claude Code

HTML is the new Markdown: How Anthropic engineers are building with Claude Code | Thariq Shihipar

Why we’re at the beginning of the AI hardware boom | Caitlin Kalinowski (ex–OpenAI, Meta, Apple)

🧠 Community Wisdom: Screening AI slop in hiring, Wispr Flow alternatives for voice transcription, multi-agent pipeline vs. MCP, and more

🎙️ How I AI: Quests, token leaderboards, and the elite AI adoption playbook & Notion’s spec-driven development

Spec-driven development: The AI engineering workflow at Notion | Ryan Nystrom

How to build a company that withstands any era | Eric Ries, Lean Startup author

🧠 Community Wisdom: What to do when non-PMs start shipping directly to production, thoughts on Claude Code’s pricing A/B test, the use of gen AI in games, and more

Code with Claude: The 5 biggest updates explained

Quests, token leaderboards, and a skills marketplace: The elite AI adoption playbook | John Kim (Sendbird)

Why SaaS freemium playbooks don’t work in AI, and what to do instead

🎙️ This week on How I AI: The internal AI tool that’s transforming how Stripe designs products

The internal AI tool that’s transforming how Stripe designs products | Owen Williams

Why cultivating agency matters more than cultivating skills in the AI era | Max Schoening (Head of Product, Notion)

🧠 Community Wisdom: Claude Code tips for ADHD users, resources for managing up, going from corporate to startup, tiring of being your company’s AI evangelist, and more

Your Couch-to-5K for AI

🎙️ This week on How I AI: GPT 5.5, Claude Design, and GPT Images 2.0 hands-on reviews—plus an inside look at Memelord

From a $6.90 newsletter to $3M API: How a non-coder built Memelord | Jason Levin

Snapchat CEO: Why distribution has become the most important moat | Evan Spiegel

🧠 Community Wisdom: What great product leaders do differently, Claude vs. ChatGPT, receiving hard feedback two weeks into the job, tips for joining a pre-PMF startup, and more

GPT 5.5 just did what no other model could

How Anthropic’s product team moves faster than anyone else | Cat Wu (Head of Product, Claude Code)

What Claude Design is actually good for (and why Figma isn’t dead yet)

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

🎙️ This week on How I AI: How Intercom 2x’d their engineering velocity with Claude Code

How Intercom 2x’d their engineering velocity in 9 months with Claude Code | Brian Scanlan

Why half of product managers are in trouble | Nikhyl Singhal (Meta, Google)

🧠 Community Wisdom: Sharing Claude Code skills across the org, Why did lennysjobs.com shut down, opening an LLC for side work, AI for SMB sales, and more

Listen: Not all AI agents are created equal

Not all AI agents are created equal

🎙️ This week on How I AI: Claude Cowork tutorial for non-engineers + Build your own Slack inbox (for $0)

Claude Cowork 101: How to automate your workday without touching code | JJ Englert (Tenex)

Hard truths about building in the AI era | Keith Rabois (Khosla Ventures)

🧠 Community Wisdom: Vibe coding as a team sport, teaching interviewers to surface real signal, what’s missing from leadership offsites, and more

I built a custom Slack inbox. It was easier than you’d think. | Yash Tekriwal (Clay)

Listen: A visual guide to getting out of a creative slump

A visual guide to getting out of a creative slump

🎙️ This week on How I AI: I gave Claude Code our entire codebase. Our customers noticed.

I gave Claude Code our entire codebase. Our customers noticed. | Al Chen (Galileo)

Head of Growth (Anthropic): “Claude is growing itself at this point” | Amol Avasare

🧠 Community Wisdom: Evaluating startup equity, navigating pre-seed fundraising, MCPs vs. CLIs, Monzo’s U.S. exit, and more

An AI state of the union: We’ve passed the inflection point, dark factories are coming, and automation timelines | Simon Willison

Listen: OpenClaw: A power user’s guide to the most powerful personal AI tool since ChatGPT

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

🎙️ This week on How I AI: How Stripe built “minions”—AI coding agents that ship 1,300 PRs per week + How to turn Claude Code into your personal life operating system

How to turn Claude Code into your personal life operating system | Hilary Gridley

From skeptic to true believer: How OpenClaw changed my life | Claire Vo

🧠 Community Wisdom: When AI velocity outpaces your product strategy, when your estimates keep slipping, one day in San Francisco, pairing Claude Code with Codex, and more

How Stripe built “minions”—AI coding agents that ship 1,300 PRs weekly from Slack reactions | Steve Kaliski (Stripe engineer)

State of the product job market in early 2026

Listen: State of the product job market in early 2026

Start here

🎙️ This week on How I AI: How Microsoft's AI VP automates everything with Warp

How Microsoft’s AI VP automates everything with Warp | Marco Casalaina

The art of influence: The single most important skill that AI can’t replace | Jessica Fain (Webflow, ex-Slack)

🧠 Community Wisdom: Beating the solo-founder procrastination trap, best tools for B2B prospecting, finding your first real users pre-launch, and more

Listen: How I built LennyRPG

How I built LennyRPG

🎙️ This week on How I AI: From Figma to Claude Code and back & From journalist to iOS developer

From journalist to iOS developer: How LinkedIn’s editor builds with Claude Code | Daniel Roth

The tactical playbook for getting 20-40% more comp (without sounding greedy) | Jacob Warwick (Executive Negotiator)

🧠 Community Wisdom: Getting a skeptical CTO to adopt AI coding tools, staying after losing faith in the founder, Claude skills for designers, making the most of a jack-of-all-trades role, and more

How I built a 1M+ subscriber newsletter and top 10 tech podcast | Lenny Rachitsky

From Figma to Claude Code and back | Gui Seiz & Alex Kern (Figma)

A guide to advanced B2B positioning

Listen: A guide to advanced B2B positioning

🎙️ This week on How I AI: Mastering Midjourney: How to create consistent, beautiful brand imagery without complex prompts

Mastering Midjourney: How to create consistent, beautiful brand imagery without complex prompts

The most successful AI company you’ve never heard of | Qasar Younis

🧠 Community Wisdom: Business books that haven’t aged well, vibe coding with your Figma design systems, Claude Code vs. other coding tools and more

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

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

🎙️ This week on How I AI: 5 OpenClaw agents run my home, finances, and code & How Coinbase scaled AI to 1,000+ engineers

How Coinbase scaled AI to 1,000+ engineers | Chintan Turakhia

The design process is dead. Here’s what’s replacing it. | Jenny Wen (head of design at Claude)

🧠 Community Wisdom: Building your tech stack from scratch, surviving painful product demos, managing LLM credit costs, resources for new designers, and more

AI is critical for humanity’s survival: Cisco president on the AI revolution | Jeetu Patel

5 OpenClaw agents run my home, finances, and code | Jesse Genet

How to use AI for your next job interview

Listen: How to use AI for your next job interview

🎙️ This week on How I AI: How Notion’s design team uses Claude Code to design

“I haven’t written a single line of front-end code in 3 months”: How Notion’s design team uses Claude Code to prototype

🧠 Community Wisdom: Making your product enterprise-ready, when engineering outpaces product, managing PRD versions as features evolve, planning work around energy, and more

Head of Claude Code: What happens after coding is solved | Boris Cherny

How to do AI analysis you can actually trust

Listen: How to do AI analysis you can actually trust

🎙️ This week on How I AI: Opus vs. Codex showdown, and AI for accessibility

How this visually impaired engineer uses Claude Code to make his life more accessible | Joe McCormick

Sequoia CEO coach: Why it’s never been easier to start a company, and never been harder to scale one | Brian Halligan (co-founder, HubSpot)

🧠 Community Wisdom: How PMs are using AI coding tools, implementing reverse free trials, distinguishing yourself as a product manager vs. project manager, pricing your consulting work, and more

“Engineers are becoming sorcerers” | The future of software development with OpenAI’s Sherwin Wu

Claude Opus 4.6 vs. GPT-5.3 Codex: How I shipped 93,000 lines of code in 5 days

Building AI product sense, part 2

Listen: Building AI product sense, part 2

🎙️ This week on How I AI: How to build your own AI developer tools with Claude Code

How to build your own AI developer tools with Claude Code | CJ Hess (Tenex)

The rise of the professional vibe coder (a new AI-era job) | Lazar Jovanovic (Professional Vibe Coder)

🧠 Community Wisdom: Common mistakes when hiring a growth PM, using AI to speed up bug reporting, launching a solo consulting practice, resume titles for engineers transitioning to PM, and more

🎙️ This week on How I AI: Automate the tasks you hate + “Anyone can cook”: How v0 is bringing Git workflows to vibe coding

Guillermo Rauch: Vercel CEO on how v0 hit 3,200 PRs merged per day (and lets anyone ship)

How to build AI product sense

How this PM uses MCPs to automate his meeting prep, CRM updates, and customer feedback synthesis | Reid Robinson (Zapier)

A child psychologist’s guide to working with difficult adults | Dr. Becky Kennedy

🧠 Community Wisdom: How you feel about your job right now, what to do while waiting for AI responses, making your product roadmap public, chasing big exits vs. sustainable bootstrapping, and more

Marc Andreessen: The real AI boom hasn’t even started yet

🎙️ Today on How I AI: I gave Clawdbot (aka Moltbot) full access to my computer. It broke my family calendar and joined my podcast.

I gave Clawdbot (aka Moltbot) access to my computer, calendar, and emails: Here’s what happened

Product Pass drop: Canva, ElevenLabs, Manus, Factory, Amp, Railway, Framer—now free with your paid subscription

Listen: Product Pass drop: Canva, ElevenLabs, Manus, Factory, Amp, Railway, Framer—now free with your paid subscription

🎙️ This week on How I AI: Advanced Claude Code and Cursor techniques for power users

Advanced Claude Code techniques: context loading, mermaid diagrams, stop hooks, and more | John Lindquist

5 questions to ask when your product stops growing | Jason Cohen (2x unicorn founder)

🧠 Community Wisdom: Setting up product ops at a pre-seed startup, breaking into PM from a non-tech background, and being an AI champion without burning out

ChatGPT apps are about to be the next big distribution channel: Here’s how to build one

Listen: ChatGPT apps are about to be the next big distribution channel: Here’s how to build one

🎙️ This week on How I AI: Claude Code for product managers

Claude Code for product managers: research, writing, context libraries, custom to-do system, and more | Teresa Torres

The non-technical PM’s guide to building with Cursor | Zevi Arnovitz (Meta)

🧠 Community Wisdom: Managing fragmented AI usage across teams, avoiding generic UX when building with AI, tracking funnel metrics at the pre-PMF stage, thoughts on Anthropic’s Cowork, and more

How to show up in any room with a low heart rate: Silicon Valley’s missing etiquette playbook | Sam Lessin

🎙️This week on How I AI: The power user’s guide to Codex

The power user’s guide to Codex: parallelizing workflows, planning techniques, advanced context engineering tips, automating code reviews, and more | Alexander Embiricos

Why most AI products fail: Lessons from 50+ AI deployments at OpenAI, Google, and Amazon

🧠 Community Wisdom: Building a PM copilot with a large context window, navigating career growth and relocation, managing product backlogs effectively, office seating dynamics, and more

Best of Lenny’s Newsletter 2025

🎙️This week on How I AI: Zapier's CEO shares his personal AI stack

Zapier’s CEO shares his personal AI stack | Wade Foster

The high-growth handbook: Molly Graham’s frameworks for leading through chaos, change, and scale

We replaced our sales team with 20 AI agents—here’s what happened | Jason Lemkin (SaaStr)