Drawer 09 · 288 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 Newsletter · Free post♥ 111

A product manager’s guide to web3

Feb 15, 2022 · 24 min

This guest-authored guide by Jason Shah, head of product at Alchemy, explains how the product manager role changes at web3 startups. The author argues that PMs there are more versatile, more art than science given…

Lenny’s Podcast132 min

Scaling Duolingo, embracing failure, and insight into Latin America’s tech scene

Gina Gotthilf · Oct 19, 2023
Key learnings
  • Anchor the company in a mission people can rally behind; it helps with organic growth, hiring, and resisting short-term…
  • Keep growth lean and avoid paid acquisition early, since rising CAC and dependence on paid users can become an addiction that is…
  • Focus relentlessly on retention by asking whether the product delivers real value; users who find real value stick around.
producthabits.com · Hiten ShahNov 12, 2018

Is Snapchat Going to Die?

Nov 12, 2018 · 29 min

“By 2011, Facebook, Twitter, and LinkedIn had effectively dominated the social media space so completely, it felt like there wasn’t room for another social app. However, to Evan Spiegel, then… Keep reading The post Is Snapchat Going to Die? appeared first on Product Habits.”

SVPG · Marty CaganOct 12, 2013

The Biggest Risk

Oct 12, 2013 · 4 min

Marty Cagan argues that the biggest risk facing most startups and new products is not market risk or business-model risk but solution risk: whether the team can find an approach customers actually choose to buy and use…

Lenny’s Podcast65 min

Taxi mafias, cash vaults, and 100% MoM growth: The story behind Southeast Asia’s biggest startup

Kevin Aluwi · Mar 26, 2023
Key learnings
  • Super apps often fail to deliver promised lower acquisition costs and higher retention unless the services share a unifying…
  • Treat brand as the second most important priority after product, and build it through consistent tone across copy, ads, product…
  • Embed your brand in physical reality: branded jackets and helmets worked because they visibly signaled the service to people…
Lenny’s Podcast121 min

How to be more innovative

Sam Schillace · Jan 11, 2024
Key learnings
  • Treat 'why not' objections as signals to examine, and answer them with 'what if' questions about how far an idea could go if it…
  • Judge disruption by polarization: if people either love or hate something, it is more likely disruptive than something met with…
  • Make experiments cheap and fast so you can test ideas quickly, since you will almost always be wrong about the product until you…
Substack · Shreyas Doshi♥ 275

Get to the Core of the Thing

May 16, 2026

Shreyas Doshi describes a founder asking whether to go wide or deep, and argues that abstract framings like this feel productive but avoid the decision. The core advice is to push past comfortable generalities toward…

SVPG · Marty CaganJun 26, 2009

Lessons from the VC Industry

Jun 26, 2009 · 7 min

Marty Cagan argues that product companies can learn a great deal from venture capital firms, which are also in the business of making product investments and maximizing returns. He contrasts VC practices with typical…

Lenny’s Podcast105 min

How to make better decisions and build a joyful career

Ada Chen Rekhi · Apr 16, 2023
Key learnings
  • Run a curiosity loop by asking a specific, unbiased question with a rationale request, sent lightweight to 5-10 people who are…
  • Avoid generic advice by making it contextual: weigh each recommendation against your own situation, skills, and experience rather…
  • Use a personal values exercise to rank what matters to you, then test big decisions against that internal scorecard instead of…
SVPG · Marty CaganJul 18, 2022

Time To Build

Jul 18, 2022 · 3 min

Marty Cagan argues that the best products often emerge during economic downturns, when companies lack the money to paper over weak products. He contends that many firms, especially those with abundant funding, assume…

SVPG · Marty CaganJun 27, 2011

Product Passion

Jun 27, 2011 · 3 min

Marty Cagan argues that great product companies require genuine passion for a long-term vision, not just the pursuit of a quick hit. He observes a renewed 'product frenzy' fueled by mobile, where building an app is…

Lenny’s Podcast123 min

10 contrarian leadership truths every leader needs to hear

Matt MacInnis · Dec 28, 2025
Key learnings
  • Extraordinary outcomes require extraordinary effort; if people feel comfortable at work, something has gone wrong, and leaders…
  • Deliberately understaff projects, since overstaffing invites politics and pulls people onto low-priority work before it is clear…
  • Withholding feedback is selfish because it optimizes for your own comfort; escalate issues in public and give direct feedback…
Product Talk · Teresa TorresAug 26, 2014

Know Who You Are Building For and Why

Aug 26, 2014 · 5 min

Teresa Torres argues that successful products, even giants like Facebook and Google, began by serving a narrow group rather than everyone. Founders who try to sell to everyone end up building for no one, because the…

Lenny’s Newsletter♥ 25

Finding your distribution advantage

Jun 22, 2021 · 9 min
Subscriber post — summary only

The post argues that distribution, not product alone, separates startups that succeed from those that fail, and that a unique distribution advantage is needed to reach audiences more cheaply than competitors. It lays…

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…