Documentation Index
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Lenny Rachitsky
Articles about AI Agents, Prompt Engineering, automation.86 articles · Last updated: 28/04/2026
Articles
Your Couch-to-5K for AI
how-to · 28/04/2026 · ai-learning, productivity, behavior-change
🎙️ 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
how-to · 27/04/2026 · gpt-5-5, claude-design, ai-images
From a $6.90 newsletter to $3M API: How a non-coder built Memelord | Jason Levin
how-to · 27/04/2026 · ai-meme-creation, no-code-development, startup-growth
Snapchat CEO: Why distribution has become the most important moat | Evan Spiegel
explanation · 26/04/2026 · consumer-tech, ai-innovation, design-process
🧠 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
how-to · 25/04/2026 · product-leadership, feedback, startup-tips
How Anthropic’s product team moves faster than anyone else | Cat Wu (Head of Product, Claude Code)
how-to · 23/04/2026 · ai-product-development, product-management, anthropic
GPT 5.5 just did what no other model could
explanation · 23/04/2026 · gpt-5-5, ai-testing, autonomous-agents
What Claude Design is actually good for (and why Figma isn’t dead yet)
how-to · 22/04/2026 · ai-design, claude-design, figma
New: A free year of Cursor, Google AI Pro, Notion, Supabase, Gumloop, and Fin for subscribers
reference · 21/04/2026 · productivity-tools, ai-tools, subscription-offers
🎙️ This week on How I AI: How Intercom 2x’d their engineering velocity with Claude Code
how-to · 20/04/2026 · engineering-velocity, ai-integration, productivity
How Intercom 2x’d their engineering velocity in 9 months with Claude Code | Brian Scanlan
how-to · 20/04/2026 · ai-engineering, engineering-velocity, product-development
Why half of product managers are in trouble | Nikhyl Singhal (Meta, Google)
explanation · 19/04/2026 · product-management, ai-impact, career-development
🧠 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
reference · 18/04/2026 · community-wisdom, ai-for-smbs, entrepreneurship
Listen: Not all AI agents are created equal
how-to · 15/04/2026 · ai-agents, architecture, success-metrics
Not all AI agents are created equal
how-to · 14/04/2026 · ai-agents, product-development, prioritization
🎙️ This week on How I AI: Claude Cowork tutorial for non-engineers + Build your own Slack inbox (for $0)
tutorial · 13/04/2026 · ai-powered-tools, slack-integration, automation
Claude Cowork 101: How to automate your workday without touching code | JJ Englert (Tenex)
tutorial · 13/04/2026 · workflow-automation, ai-tools, productivity
Hard truths about building in the AI era | Keith Rabois (Khosla Ventures)
explanation · 12/04/2026 · ai-era, hiring-frameworks, product-management
🧠 Community Wisdom: Vibe coding as a team sport, teaching interviewers to surface real signal, what’s missing from leadership offsites, and more
explanation · 11/04/2026 · team-coding, interviewing-techniques, leadership-offsites
Listen: A visual guide to getting out of a creative slump
how-to · 08/04/2026 · creativity, self-improvement, mental-health
I built a custom Slack inbox. It was easier than you’d think. | Yash Tekriwal (Clay)
how-to · 08/04/2026 · productivity, slack-integration, ai-tools
A visual guide to getting out of a creative slump
how-to · 07/04/2026 · creative-process, motivation, self-improvement
🎙️ This week on How I AI: I gave Claude Code our entire codebase. Our customers noticed.
how-to · 06/04/2026 · ai-customer-support, code-querying, workflow-automation
I gave Claude Code our entire codebase. Our customers noticed. | Al Chen (Galileo)
how-to · 06/04/2026 · ai-applications, customer-support, code-querying
Anthropic’s $1B to $19B growth run: how Claude became the fastest-growing AI product in history | Amol Avasare
explanation · 05/04/2026 · ai-growth, business-strategy, team-dynamics
🧠 Community Wisdom: Evaluating startup equity, navigating pre-seed fundraising, MCPs vs. CLIs, Monzo’s U.S. exit, and more
reference · 04/04/2026 · startup-equity, pre-seed-fundraising, monzo-us-exit
An AI state of the union: We’ve passed the inflection point, dark factories are coming, and automation timelines | Simon Willison
explanation · 02/04/2026 · ai-coding, automation, agentic-engineering
Listen: OpenClaw: A power-user's guide to the most powerful personal AI tool since ChatGPT
how-to · 01/04/2026 · ai-tools, openclaw, productivity
OpenClaw: The complete guide to building, training, and living with your personal AI agent
how-to · 31/03/2026 · ai-agents, open-source, personal-assistant
How to turn Claude Code into your personal life operating system | Hilary Gridley
how-to · 30/03/2026 · personal-productivity, ai-tools, automation
🎙️ 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 · 30/03/2026 · ai-agents, developer-productivity, automation
From skeptic to true believer: How OpenClaw changed my life | Claire Vo
how-to · 29/03/2026 · ai-agents, productivity, podcasting
🧠 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
explanation · 28/03/2026 · ai-velocity, product-strategy, community-insights
How Stripe built “minions”—AI coding agents that ship 1,300 PRs weekly from Slack reactions | Steve Kaliski (Stripe engineer)
how-to · 25/03/2026 · ai-coding-agents, developer-productivity, cloud-development
State of the product job market in early 2026
explanation · 24/03/2026 · product-management, tech-hiring, ai-jobs
State of the product job market in early 2026
explanation · 24/03/2026 · product-management, ai-roles, tech-job-market
How Microsoft’s AI VP automates everything with Warp | Marco Casalaina
how-to · 23/03/2026 · ai-automation, microsoft-365, warp
🎙️ This week on How I AI: How Microsoft's AI VP automates everything with Warp
explanation · 23/03/2026 · ai-automation, micro-agents, workflow-optimization
The art of influence: The single most important skill that AI can’t replace | Jessica Fain (Webflow, ex-Slack)
explanation · 22/03/2026 · influence, leadership, ai-impact
🧠 Community Wisdom: Beating the solo-founder procrastination trap, best tools for B2B prospecting, finding your first real users pre-launch, and more
how-to · 21/03/2026 · solo-founders, b2b-prospecting, user-acquisition
How I built LennyRPG
how-to · 18/03/2026 · game-development, podcast, ai-tools
How I built LennyRPG
how-to · 17/03/2026 · product-development, game-design, ai-tools
🎙️ This week on How I AI: From Figma to Claude Code and back & From journalist to iOS developer
how-to · 16/03/2026 · ai-in-design, ios-development, workflow-automation
From journalist to iOS developer: How LinkedIn’s editor builds with Claude Code | Daniel Roth
how-to · 16/03/2026 · ios-development, ai-tools, app-store
The tactical playbook for getting 20-40% more comp (without sounding greedy) | Jacob Warwick (Executive Negotiator)
how-to · 15/03/2026 · negotiation, salary-negotiation, career-development
🧠 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-to · 14/03/2026 · ai-tools, cto-adoption, leadership-challenges
How I built a 1M+ subscriber newsletter and top 10 tech podcast | Lenny Rachitsky
how-to · 12/03/2026 · newsletter-building, podcasting, personal-development
From Figma to Claude Code and back | Gui Seiz & Alex Kern (Figma)
how-to · 11/03/2026 · ai-workflows, figma, design-to-code
A guide to advanced B2B positioning
how-to · 10/03/2026 · b2b-positioning, product-distribution, marketing-strategy
A guide to advanced B2B positioning
how-to · 10/03/2026 · b2b-positioning, product-marketing, growth-strategies
Mastering Midjourney: How to create consistent, beautiful brand imagery without complex prompts
how-to · 09/03/2026 · ai-image-generation, branding, midjourney
🎙️ This week on How I AI: Mastering Midjourney: How to create consistent, beautiful brand imagery without complex prompts
how-to · 09/03/2026 · midjourney, ai-workflows, branding
The most successful AI company you’ve never heard of | Qasar Younis
explanation · 08/03/2026 · ai, startups, technology
🧠 Community Wisdom: Business books that haven’t aged well, vibe coding with your Figma design systems, Claude Code vs. other coding tools and more
reference · 07/03/2026 · business-books, figma-design, coding-tools
How to debug a team that isn’t working: the Waterline Model
how-to · 03/03/2026 · team-management, leadership, waterline-model
How to debug a team that isn’t working: the Waterline Model
how-to · 03/03/2026 · team-management, leadership, waterline-model
How Coinbase scaled AI to 1,000+ engineers | Chintan Turakhia
how-to · 02/03/2026 · ai-adoption, engineering-efficiency, coinbase
🎙️ This week on How I AI: 5 OpenClaw agents run my home, finances, and code & How Coinbase scaled AI to 1,000+ engineers
how-to · 02/03/2026 · ai-agents, coinbase, ai-adoption
The design process is dead. Here’s what’s replacing it. | Jenny Wen (head of design at Claude)
explanation · 01/03/2026 · design-process, ai-in-design, jenny-wen
🧠 Community Wisdom: Building your tech stack from scratch, surviving painful product demos, managing LLM credit costs, resources for new designers, and more
how-to · 28/02/2026 · tech-stack, product-demos, llm-costs
AI is critical for humanity’s survival: Cisco president on the AI revolution | Jeetu Patel
explanation · 26/02/2026 · ai-revolution, leadership, business-strategy
5 OpenClaw agents run my home, finances, and code | Jesse Genet
how-to · 25/02/2026 · ai-agents, homeschooling, automation
How to use AI for your next job interview
how-to · 24/02/2026 · ai-interview-preparation, job-seeking-strategies, feedback-loops
How to use AI for your next job interview
how-to · 24/02/2026 · ai-interview-coach, job-preparation, tech-professionals
🎙️ This week on How I AI: How Notion’s design team uses Claude Code to design
how-to · 23/02/2026 · ai-design, prototyping, workflow-automation
“I haven’t written a single line of front-end code in 3 months”: How Notion’s design team uses Claude Code to prototype
how-to · 23/02/2026 · ai-prototyping, design-process, collaborative-tools
🧠 Community Wisdom: Making your product enterprise-ready, when engineering outpaces product, managing PRD versions as features evolve, planning work around energy, and more
explanation · 21/02/2026 · Project Management, Product Development, Enterprise Software
Head of Claude Code: What happens after coding is solved | Boris Cherny
explanation · 19/02/2026 · Claude Code, AI in Professional Work, Anthropic
How to do AI analysis you can actually trust
how-to · 17/02/2026 · Prompt Engineering, AI Agents, Agent-Native Architecture
How to do AI analysis you can actually trust
how-to · 17/02/2026 · Prompt Engineering, AI Agents, Customer Research
🎙️ This week on How I AI: Opus vs. Codex showdown, and AI for accessibility
explanation · 16/02/2026 · Prompt Engineering, Claude Code, AI Agents
How this visually impaired engineer uses Claude Code to make his life more accessible | Joe McCormick
tutorial · 16/02/2026 · Accessibility, Claude Code, AI Agents
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)
explanation · 15/02/2026 · Enterprise Sales, Hiring Practices, Leadership
🧠 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
explanation · 14/02/2026 · Pricing Consulting Work, AI coding tools, Product Management vs Project Management
“Engineers are becoming sorcerers” | The future of software development with OpenAI’s Sherwin Wu
explanation · 12/02/2026 · Software Development Future, OpenAI API, Productivity Gap
Claude Opus 4.6 vs. GPT-5.3 Codex: How I shipped 93,000 lines of code in 5 days
explanation · 11/02/2026 · Prompt Engineering, OpenAI API, Anthropic API
Building AI product sense, part 2
tutorial · 10/02/2026 · Prompt Engineering, AI Agents, Product Management
Building AI product sense, part 2
explanation · 10/02/2026 · Prompt Engineering, AI Agents, Agent-Native Architecture
How to build your own AI developer tools with Claude Code | CJ Hess (Tenex)
how-to · 09/02/2026 · Prompt Engineering, Claude Code, AI Agents
🎙️ This week on How I AI: How to build your own AI developer tools with Claude Code
how-to · 09/02/2026 · Prompt Engineering, Claude Code, AI Agents
The rise of the professional vibe coder (a new AI-era job) | Lazar Jovanovic (Professional Vibe Coder)
explanation · 08/02/2026 · Prompt Engineering, Product Development, AI Agents
🧠 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
explanation · 07/02/2026 · AI in Software Development, Consulting, Hiring Practices
Guillermo Rauch: Vercel CEO on how v0 hit 3,200 PRs merged per day (and lets anyone ship)
tutorial · 04/02/2026 · Democratizing Code Contributions, Git Workflow, AI in Software Development
🎙️ This week on How I AI: Automate the tasks you hate + “Anyone can cook”: How v0 is bringing Git workflows to vibe coding
how-to · 04/02/2026 · Prompt Engineering, AI Agents, Agent-Native Architecture
How to build AI product sense
tutorial · 03/02/2026 · Prompt Engineering, AI Agents, Cursor
How this PM uses MCPs to automate his meeting prep, CRM updates, and customer feedback synthesis | Reid Robinson (Zapier)
how-to · 02/02/2026 · Zapier, Prompt Engineering, AI Agents