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♥ 182

Top angel investors in the U.S.

Dec 24, 2024 · 11 min
Subscriber post — summary only

Lenny Rachitsky, working with Crunchbase data, ranks the most active and most successful U.S. angel investors across several time windows. The post is a directional guide to who early-stage founders might approach, and…

producthabits.com · Hiten ShahNov 25, 2018

How theSkimm Grew to 7 Million Subscribers in 7 Years

Nov 25, 2018 · 20 min

“Competition is intense for startups in every industry, but there are few industries harder to crack than media. With an already intimidating array of major media conglomerates competing for audiences’… Keep reading The post How theSkimm Grew to 7 Million Subscribers in 7 Years appeared first on Product Habits.”

HEY World · Jason FriedSep 25, 2025

What to do with $2M?

Sep 25, 2025

Jason Fried responds to a young entrepreneur in his mid-20s who sold a business and now holds a couple million dollars in liquid cash, asking whether to invest it, start a new company, or do something else. Fried's…

SVPG · Marty CaganMay 6, 2010

The Office Of Silicon Valley

May 6, 2010 · 4 min

Marty Cagan describes a shared workspace he helped create in Silicon Valley for very early-stage startups, which often struggle with the time and money needed to set up an office. The space offers flexible…

Lenny’s Newsletter♥ 97

When they hired their first PM

Nov 14, 2023 · 16 min
Subscriber post — summary only

Lenny Rachitsky surveys about 30 companies on when they hired their first product manager, finding the typical wait was two to three years, often before product-market fit. The post shows that someone always does PM…

Lenny’s Newsletter♥ 39

Joining as the first product manager

May 5, 2020 · 10 min
Subscriber post — summary only

A Q&A post offering advice for someone becoming a startup's first product manager. Drawing on interviews with people who held that role at well-known companies, it covers when to make the first PM hire and what the job…

SVPG · Marty CaganOct 13, 2011

Lean Thinking

Oct 13, 2011 · 5 min

Marty Cagan reviews Eric Ries's book "The Lean Startup" and argues it is one of the best product books in years, relevant to both new and experienced product people and not only early-stage startups. He notes Ries…

Lenny’s Newsletter♥ 96

Picking a wedge

Oct 26, 2021 · 12 min
Subscriber post — summary only

Lenny Rachitsky explains what a 'wedge' strategy is, namely entering a large market through a narrow, sharp initial product and segment. He covers when a wedge is most needed (entrenched or crowded markets), why it…

SVPG · Marty CaganJul 11, 2010

A Trend of Global Proportions

Jul 11, 2010 · 3 min

Marty Cagan argues that product innovation is no longer confined to Silicon Valley and that talent in developing markets is moving through a clear progression. The industry began with outsourcing, moved to US companies…

SVPG · Marty CaganAug 31, 2010

The CEO as Head of Product

Aug 31, 2010 · 3 min

Marty Cagan argues that in many startups the CEO is the most effective head of product, especially in consumer companies, because the CEO best understands the market, customer and company and is fully committed. He…

producthabits.com · Hiten ShahApr 21, 2019

My Billion Dollar Mistake

Apr 21, 2019 · 12 min

Hiten Shah recounts how his analytics startup KISSmetrics went from a near-breakthrough to a stalled company. After two failed products, the team did customer research and found a strong market, building features that…

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…

producthabits.com · Hiten ShahNov 12, 2018

Is Snapchat Going to Die?

Nov 12, 2018 · 29 min

This essay traces Snapchat's rise from a 2011 Stanford side project to a major social platform, and its subsequent stall after going public. The author argues Snapchat's early success came from turning a familiar…