Drawer 06 · 563 notes · 139 people · 2005–2026

Leadership & management

Managing people, feedback, coaching, and leading product teams

Q:
Answers from Leadership & management notes, cited
Lenny’s Podcast86 min

When enough is enough

Andy Johns · Sep 10, 2023
Key learnings
  • Treat persistent disruption to sleep, relationships, physical health, and daily routines as a clear signal that something needs…
  • Recognize that many high achievers tie self-worth to achievement; identify those adaptations that once helped you but may now be…
  • Start with a therapist or counselor, and choose based on feeling safe and comfortable, ideally with someone intellectually at…
SVPG · Marty CaganJul 14, 2025

The Politics of Pilot Teams

Jul 14, 2025 · 8 min

Marty Cagan argues that as more companies move toward the product operating model, political dynamics become central to change, and a well-designed pilot team is the key early step. A pilot acts as a low-cost, fast MVP…

SVPG · Marty CaganAug 8, 2009

Principles of Product Portfolio Planning

Aug 8, 2009 · 5 min

Marty Cagan argues that most software companies handle product portfolio planning poorly, and that while no single process fits every company because culture and leadership matter, a set of overarching principles can…

SVPG · Marty CaganMay 14, 2024

Book Discussion Guide

May 14, 2024 · 7 min

Marty Cagan, author of INSPIRED, EMPOWERED, TRANSFORMED and LOVED, shares discussion guides for book clubs and product teams. The guide recommends an order for reading the books, starting with TRANSFORMED for an…

Lenny’s Newsletter♥ 64

My favorite PM interview questions

Jun 15, 2021 · 8 min
Subscriber post — summary only

Lenny Rachitsky shares his favorite interview questions for product managers, one per core PM responsibility, with notes on what strong answers look like and which red flags to watch for. He also includes a set of…

SVPG · Marty CaganJan 18, 2008

Are You Technical Enough?

Jan 18, 2008 · 6 min

Cagan asks how much technical competency a product manager really needs, noting that managers and candidates alike are unsure where the bar sits. He argues technology knowledge matters because great products pair a real…

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 CaganJan 16, 2023

Principles over Process

Jan 16, 2023

Marty Cagan reflects on a virtual conference where he was invited to speak to Agile coaches about managing complexity, and urges coaches to watch the recording despite its uncomfortable critiques. He argues that Agile's…

Lenny’s Podcast106 min

Inside monday.com’s transformation: radical transparency, impact over output, and their path to $1B ARR

Daniel Lereya · Apr 27, 2025
Key learnings
  • Treat a competitor's rapid shipping as a gift that proves a goal is possible, then set an ambitious target that forces you to…
  • Measure product managers by the impact they validate for customers, not by features shipped; define the problem, the opportunity…
  • Ask each quarter what your product will do differently for customers a quarter from now, and check whether you can name your…
SVPG · Marty CaganNov 30, 2005

eBay’s Secret Weapon

Nov 30, 2005 · 4 min

Marty Cagan argues that strong project management is a hidden driver of successful product organizations, using eBay's Lynn Reedy as the example. He contends that project management is distinct from product management…

SVPG · Marty CaganMar 9, 2009

The Seven Deadly Sins of Product Planning

Mar 9, 2009 · 4 min

Marty Cagan argues that a core failure in product planning is that weak projects, which should be killed during product discovery before reaching engineering, often are not. He identifies seven recurring reasons for…

Lenny’s Podcast105 min

Sherwin Wu V2

Sherwin Wu V2 · Feb 12, 2026
Key learnings
  • Build for where models are going rather than where they are today, since products that are almost-working now can become…
  • Treat fast-changing AI scaffolding skeptically: models often absorb tooling like vector stores and agent frameworks, so avoid…
  • Don't blindly follow customer feature requests in AI; customers may anchor on local maxima while the underlying models are…
SVPG · Marty CaganMay 19, 2016

Developer Powered Innovation

May 19, 2016

Marty Cagan argues against a common fallacy in the tech industry: that developers only care about building tools for other developers. He contends that most engineers are passionate about solving real problems for real…

SVPG · Marty CaganJan 28, 2020

Coaching – Ethics

Jan 28, 2020 · 5 min

Marty Cagan argues that ethics deserves its own explicit place in product decisions, proposing a fifth risk alongside value, usability, feasibility and business viability: 'Should we build it?' He notes ethics often…

Lenny’s Newsletter♥ 112

How to hire your first growth team

Aug 22, 2023 · 17 min
Subscriber post — summary only

The post offers a step-by-step guide to hiring and structuring a first growth team, drawing on interviews with a dozen growth practitioners. It argues growth should follow product-market fit, that acquisition is usually…