Drawer 09 · 291 notes · 89 people · 2005–2026

Startups & founders

Product-market fit, fundraising, early-stage building, and founder lessons

Q:
Answers from Startups & founders notes, cited
Lenny’s Podcast87 min

Gokul Rajaram on designing your product development process, when and how to hire your first PM, a playbook for hiring leaders, getting ahead in you career, how to get started angel investing, more

Gokul Rajaram · Jun 13, 2022
Key learnings
  • Do core work well but stay curious about other teams; serendipity and relationships built by helping people often create the next…
  • When choosing a company, prioritize a founder who authentically lives the mission, a problem you feel energy for, and a company…
  • Early-stage teams should plan weekly, then add quarterly and annual layers as they grow; keep tooling simple like a spreadsheet…
SVPG · Marty CaganJul 6, 2009

Your Business Plan is Wrong

Jul 6, 2009 · 3 min

Marty Cagan, drawing on a conversation with venture capitalist Josh Kopelman, argues that business plans are wrong almost as soon as they are written. Competition, technology, and market dynamics constantly shift, and…

SVPG · Marty CaganMar 10, 2005

Famous Product Managers

Mar 10, 2005

Marty Cagan argues that the founders of many of the world's most successful high-tech companies, such as Gates, Jobs, Bezos and Page, were effectively product managers in the best sense. They identified opportunities…

Lenny’s Podcast97 min

The 100-person AI lab that became Anthropic and Google's secret weapon

Edwin Chen · Dec 7, 2025
Key learnings
  • Define quality in rich, specific terms for each domain (e.g., what makes a poem Nobel-worthy, not just whether it has eight…
  • Gather thousands of signals on each worker and task, from background and expertise to performance, and use them like an ML…
  • Don't trust benchmarks at face value: many contain wrong answers, and optimizing for them can make models worse at messy…
Lenny’s Newsletter♥ 560

First-principles thinking

Dec 19, 2023 · 21 min
Subscriber post — summary only

Lenny explains first-principles thinking as a beginner's-mind method: question assumptions, dig to the source, and rebuild problems from fundamental truths instead of copying analogies. He illustrates it with examples…

Product Talk · Teresa TorresMar 3, 2014

How You Build Matters. Finding Your MVP.

Mar 3, 2014 · 5 min

Teresa Torres argues that the MVP is widely misunderstood and that getting it right is critical for product teams. Instead of letting build time drive priorities, she suggests distilling a big, ideal idea into the…

Lenny’s Podcast129 min

Why we’re at the beginning of the AI hardware boom

Caitlin Kalinowski · May 17, 2026
Key learnings
  • Hardware can only be 'compiled' a handful of times, so teams must be more conservative, run reliability checks early, and solve…
  • Define clear, written goals (cost, weight, resolution) before starting and resist changing them, since hardware is far less…
  • Design the riskiest or hardest-to-physically-build parts first rather than starting with the components you already know how to…
Lenny’s Podcast115 min

Billion dollar failures, and billion dollar success

Tom Conrad · Nov 26, 2023
Key learnings
  • Choose where to work by the people you'd collaborate with, not just the product; your satisfaction tracks team relationships more…
  • Trust your gut about a team's values and working style early; Conrad says he has consistently sensed mismatches before joining…
  • Build a model of the whole business equation (investment in, returns out, over a time horizon) so you can see which levers have…
Lenny’s Newsletter · Free post♥ 11

This newsletter is growing up 🌱

Apr 7, 2020 · 3 min

Lenny Rachitsky announces that his product newsletter, started as a side project after leaving Airbnb, is becoming a paid subscription business. Paid subscribers will get weekly, more in-depth editions, priority answers…

Lenny’s Newsletter · Free post♥ 333

1,000,000

Mar 4, 2025 · 14 min

Lenny Rachitsky marks his newsletter reaching one million subscribers by answering a mailbag of reader questions instead of making big announcements. He describes a small freelance team handling editing, podcast…

Lenny’s Podcast105 min

Lessons from Airtable’s unconventional growth strategy

Zoelle Egner · Jan 29, 2023
Key learnings
  • Start with a laughably small MVP, as Zoelle's team did with a spreadsheet and phone calls, to learn what infrastructure you…
  • Repeat your core message relentlessly; people fill gaps with wrong assumptions, so the leader's job is saying the same things…
  • Punch above your weight as a small company by polishing emails, landing pages, and sample content so customers feel the product…
@hnshah · Hiten Shah on X♥ 14
Founders are doing product marketing earlier than they think. It usually shows up when a buyer says something you weren’t expecting. That gap between how you describe the product and how buyers see it can change the story you tell and what gets built next. If you’re a founder
SVPG · Marty CaganApr 13, 2006

Does Size Matter?

Apr 13, 2006

Marty Cagan compares working at small startups versus large companies, a question he is often asked by people weighing career moves. He draws on experience across company sizes from brand-new startups to firms with over…

Lenny’s Podcast134 min

How Palantir built the ultimate founder factory

Nabeel S. Qureshi · May 11, 2025
Key learnings
  • Define who your company is not for: Palantir screened for independent-minded, intellectually broad, intensely competitive people…
  • Avoid meaningless principles like 'move fast'; write principles people can meaningfully disagree with, and pressure-test project…
  • Use forward deployed engineers who are real builders empowered to create new product for a customer, working in person with the…
Lenny’s Newsletter♥ 25

Winning at early-stage hiring

Jul 6, 2021 · 10 min
Subscriber post — summary only

The post answers a founder's question about hiring difficulty by synthesizing advice from several early-stage founders who consistently attract strong talent. It argues that hiring success comes from a compelling…

SVPG · Marty CaganOct 31, 2011

Product Market Fit vs. Product Vision

Oct 31, 2011 · 4 min

Marty Cagan argues that Product Market Fit and the Product Vision are related but distinct, and that teams often confuse them. The Product Vision describes the services and customers a company intends to serve over…

Lenny’s Podcast133 min

A guide to difficult conversations, building high-trust teams, and designing a life you love

Rachel Lockett · Nov 23, 2025
Key learnings
  • Coach instead of advising when the person has the context and skills to solve their own problem; advise only when urgency is high…
  • Practice three levels of listening, especially level-three global listening that attends to emotions, body language, and context…
  • Use the GROW model (goal, reality, options, way forward) as a flexible set of powerful questions to unlock someone's own solution.
Lenny’s Newsletter · Free post♥ 146

How to know when to stop

Apr 12, 2022 · 26 min

Andy Johns, a growth leader who stepped away from a presidency at Wealthfront after a heart scare, argues that high achievers need a deliberate way to recognize and respect their personal limits. He introduces a…