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♥ 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…

Lenny’s Newsletter · Free post♥ 13

This Week #8: Splitting equity with late-joining co-founders, favorite roadmap templates, and small changes that improve your org

Nov 12, 2019 · 9 min

“Hello and welcome to my humble newsletter, where I attempt to answer your questions and offer candid advice about building product, driving growth, working with other humans, and anything else that’s stressing you out at the office 🤝 If you’re returning from last week, thank you! If you’re new, nice to have you! Help spread the word by telling your friends 🙏 New this week:Special guest contributor Hunter Walk 🔥🤩🤯 answering one of…”

Lenny’s Podcast98 min

Building a long and meaningful career

Nikhyl Singhal · Jun 11, 2023
Key learnings
  • Think about your career as a product: work backward from the end state you want, and plan several steps ahead rather than…
  • Pursue a diverse set of experiences across pre-product-market-fit, scaling, inside-the-building and outside-the-building…
  • Early in your career, pick a lane of expertise (domain, crafting, market, organizational, growth) and build a story of what you…
Lenny’s Podcast74 min

Inside Canva: Coaches not managers, giving away your Legos, and running profitably

Cam Adams · Jun 2, 2024
Key learnings
  • Cameron says Canva replaces traditional managers with specialty coaches, roughly 800 to 1,000 internal people who help colleagues…
  • Cameron argues that scaling requires 'giving away your Lego': hand off tasks you personally own, like writing every email, so you…
  • Cameron advises founders to build something they are truly passionate about, since passion sustains them through the dark…
Lenny’s Podcast73 min

Behind the founder: Marc Benioff

Marc Benioff · Dec 22, 2024
Key learnings
  • Test many tactics at once when launching, then double down on whichever one proves to be the winning strategy.
  • Cultivate a beginner's mind so you keep seeing possibilities instead of assuming you already know what will work.
  • Treat your company as a startup even at scale; the journey, not the stock price, should be the reward.
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 Podcast80 min

Monetizing passions, scaling marketplaces, and stories from a creator economy vet

Camille Hearst · Aug 20, 2023
Key learnings
  • Creators often undervalue their work and avoid charging fans, but a fair value exchange is needed for creators to make a…
  • Subscription revenue creates a 'hamster wheel' where creators feel locked into constant output, so platforms should consider…
  • Early creators benefit from consistent, predictable publishing of quality work over time, which Camille has seen as a top success…
Lenny’s Podcast71 min

M&A, competition, pricing, and investing

Julia Schottenstein · Jul 13, 2023
Key learnings
  • Evaluate early-stage companies on four dimensions: people, market, product, and distribution, and recognize that no company will…
  • Look for signs of product spark, such as users who can't stop talking about the product and want to share it with teammates and…
  • Build a strong standalone offense so you have a viable alternative in every M&A conversation rather than needing to sell.
Lenny’s Podcast134 min

An inside look at Figma’s unique GTM motion

Claire Butler · Sep 7, 2023
Key learnings
  • Focus go-to-market on the individual contributors who use your product daily; their love and advocacy spread the product into…
  • Keep the free tier generous, such as unlimited collaborators on a starter team, so teams can adopt and build confidence before…
  • Early on, treat metrics as weak signal; look for a few users who love the product and are excited to play with it, rather than…
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…

Lenny’s Podcast69 min

Frameworks for product differentiation, team building, and thinking from first principles

Ayo Omojola · May 14, 2023
Key learnings
  • Differentiation must be both different and better in a way end users actually care about; being merely different or merely…
  • Find a sharp, memorable point of difference you can state in one line; for Cash App it was instant access to money when…
  • Keep a startup-within-a-company small and tightly knit with senior people who trust each other, and fight for each headcount…
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…

Lenny’s Podcast74 min

Redefining success, money, and belonging

Paul Millerd · Nov 19, 2023
Key learnings
  • Notice whether you're consciously choosing your default path or simply inheriting it, including implicit contracts like working…
  • Take a three-hour block during a workday, go for an aimless walk or revisit a childhood activity, and notice what emerges and…
  • Ask yourself why you work beyond money, and examine the cultural scripts behind your answer about being a good person.
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…

Lenny’s Podcast58 min

Seth Godin's best tactics for building remarkable products, strategies, brands and more

Seth Godin · Dec 8, 2024
Key learnings
  • Define quality as meeting spec, and relentlessly improve the spec in service of the people you serve rather than polishing…
  • Treat good taste as anticipating what people want just before they do, and build it by working alongside people with high…
  • Treat brand as a promise: decide what you stand for, what you don't do, and what you'd be missed for, then make a difficult…
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…