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 Newsletter · Free post♥ 14

This Week #10: Keeping designers and engineers excited about metrics + Transitioning from DS to PM 🕺

Jan 14, 2020 · 9 min

“Hello and welcome to my humble newsletter where I attempt to answer your questions about building product, driving growth, working with other humans, and anything else that’s stressing you out at the office. Send me your questions and in return, I’ll give you candid real-talk advice 🤝 If you’re returning from last week, thank you! If you’re new to this newsletter, nice to have you! 🤜🤛 This week (just two questions, an experiment)…”

Lenny’s Newsletter♥ 33

Setting goals

Apr 28, 2020 · 7 min
Subscriber post — summary only

Lenny Rachitsky lays out a framework for setting team and company goals, placing goals between strategy and roadmap as the way to measure whether strategy is working. He covers the traits of a good goal, how to pick a…

SVPG · Marty CaganOct 24, 2019

Coaching – Customer-Centricity

Oct 24, 2019 · 5 min

Marty Cagan argues that customer-centricity is a core trait for product managers that is shaped heavily by company culture and by what leaders demonstrate. He stresses that the true customer should be defined narrowly…

SVPG · Marty CaganSep 25, 2017

Customer Inspired; Technology Enabled

Sep 25, 2017 · 10 min

Marty Cagan argues that the common belief that great products come from listening to customers is a myth for technology products, because customers often cannot imagine what is possible or what they want until they see…

Lenny’s Podcast100 min

How Block is becoming the most AI-native enterprise in the world

Dhanji R. Prasanna · Oct 26, 2025
Key learnings
  • Track AI impact with self-reported time savings plus validation metrics such as PR throughput and feature delivery, which Block…
  • Expect the current AI value baseline to keep rising; adopt tools continuously and re-evaluate where they add value as…
  • Non-technical staff building their own small internal tools with agents can compress weeks of waiting on engineering queues into…
SVPG · Marty CaganFeb 20, 2020

Product Strategy – Actions

Feb 20, 2020 · 3 min

Cagan argues that once a product strategy is set, leaders face a fork: hand teams features to build (feature teams and roadmaps) or hand them problems to solve (empowered product teams). The difference is whether teams…

Substack · Shreyas Doshi♥ 86

The Humility Trap

Feb 4, 2026

The essay challenges the common assumption that publicly expressed vulnerability signals humility. The excerpt, which is cut off early, suggests the author will argue that vulnerability performed with a veneer of…

SVPG · Marty CaganJul 16, 2019

Coaching – Thinking

Jul 16, 2019 · 4 min

Marty Cagan argues that the most important trait of a capable product manager is the ability to think, which is distinct from raw intelligence. Product management is fundamentally problem solving under many simultaneous…

SVPG · Marty CaganOct 5, 2023

Transformation Fail

Oct 5, 2023 · 5 min

Marty Cagan argues that most digital transformations fail, and draws on two decades of hands-on work helping companies adopt the product operating model to name the root causes. He lists ten recurring mistakes, ranging…

SVPG · Marty CaganApr 30, 2024

Good Product Coach / Bad Product Coach

Apr 30, 2024 · 8 min

Marty Cagan argues that most product coaches and trainers are steeped in the feature-team model, which is the opposite of what companies need when moving to a true product operating model. He frames a good coach through…

SVPG · Marty CaganJan 11, 2016

Devolving From Good To Bad

Jan 11, 2016 · 4 min

Marty Cagan describes an anti-pattern in which fast-growing, product-successful companies gradually lose their good habits after hiring senior leaders from large, brand-name firms that have stopped innovating. The…

Lenny’s Podcast91 min

Humanizing product development

Adriel Frederick · Oct 20, 2022
Key learnings
  • Make new R&D or incubation teams feel core to the company mission and share their wins, so the rest of the organization doesn't…
  • For algorithm-heavy products, decide explicitly what the algorithm owns versus what people own, and design interfaces that let…
  • Treat operational control as a first-order product requirement when a marketplace needs day-to-day human adjustments like weather…
SVPG · Marty CaganOct 16, 2016

Why Women Make The Best Product Managers

Oct 16, 2016 · 7 min

Marty Cagan, after noticing that more than half of the 'rock star' product managers he knows are women despite women being a small share of the field, offers personal, non-statistical theories about why. He argues that…

SVPG · Marty CaganApr 22, 2020

Where To Work?

Apr 22, 2020

Marty Cagan argues that when looking for a product job, the most important factor is not the company's name but the manager you would report to. Before leaving a current feature-team role, he suggests first trying to…

SVPG · Marty CaganJan 11, 2023

Becoming a Product Coach

Jan 11, 2023 · 25 min

Marty Cagan argues that the product industry needs more skilled product coaches, and that many self-described coaches lack real product experience. He insists that effective product coaching must rest on relevant…

SVPG · Marty CaganJan 9, 2020

Coaching – Strategic Context

Jan 9, 2020 · 5 min

Marty Cagan argues that empowered product teams can only make good decisions if they understand the broader business context they operate in. He outlines six layers of strategic context that leaders should share and…

SVPG · Marty CaganJun 30, 2026

Great Products, Bad Companies

Jun 30, 2026 · 4 min

Marty Cagan argues that great products are necessary but not sufficient for a great company, because a company known for strong products attracts predatory investors and executives who strip value for quick financial…

SVPG · Marty CaganJan 21, 2022

Scaling with Process vs. People

Jan 21, 2022 · 3 min

Marty Cagan argues that the root cause of many large companies losing their product innovation is an over-reliance on process over people. He builds on his earlier overview of Product Ops models by focusing on why…

SVPG · Marty CaganSep 10, 2010

Engineers and Sales People

Sep 10, 2010

Marty Cagan argues against the view that a technology company is essentially made of engineers who build software and salespeople who sell it, with everyone else treated as overhead. He contends that combining even…