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♥ 7

Communicating bad news - Issue 26

May 19, 2020 · 4 min
Subscriber post — summary only

Lenny Rachitsky answers a reader who must deliver bad news after inheriting a six-month onboarding overhaul that performed worse on metrics than the old flow. He argues the key is imagining you are the decision-maker…

Lenny’s Newsletter♥ 13

Defending your big bets

Mar 16, 2021 · 6 min
Subscriber post — summary only

Lenny answers a reader's question about keeping support for a long-term 'big bet' project at a large company. His core argument is that steady, visible wins (the 80/20 split of incremental work and high-risk work) earn…

SVPG · Marty CaganApr 4, 2014

The Power of Milestones

Apr 4, 2014 · 3 min

Marty Cagan argues that many product teams grind through backlog stories without understanding the customer pain or business impact behind them, and that this is worsened by Kanban-style continuous delivery…

Product Talk · Teresa TorresJul 12, 2012

Brainstorming: More Questions Than Answers

Jul 12, 2012 · 7 min

“There's been a lot of confusion around brainstorming these days. First, there was the New Yorker article by Jonah Lehrer claiming that brainstorming doesn't work. Scott Berkun wrote a rebuttal arguing Lehrer's logic was flawed. Twitter exploded with comments. I'm going to try to make sense”

SVPG · Marty CaganJul 15, 2016

Vision vs. Strategy

Jul 15, 2016 · 4 min

Marty Cagan argues that product teams can only be empowered and make good autonomous decisions when they understand the broader context, which starts with a compelling product vision and a clear product strategy. The…

SVPG · Marty CaganApr 17, 2025

Team Autonomy and AI

Apr 17, 2025 · 3 min

Marty Cagan argues that product teams often conflate empowerment and autonomy, and that the two should be considered separately. Empowerment means a team can choose how to solve a problem, while autonomy means it can…

SVPG · Marty CaganSep 10, 2020

Discovery – Judgement

Sep 10, 2020 · 5 min

Marty Cagan argues that product discovery depends heavily on judgement, which many product people try to replace with frameworks and templates. He identifies four areas where judgement is required: assessing risk…

SVPG · Marty CaganJun 17, 2010

The Rapid Response Team

Jun 17, 2010 · 4 min

Marty Cagan describes a common failure mode: once a product has customers, the same development team is pulled between urgent fixes and new product work, so both slow to a crawl and everyone becomes frustrated…

SVPG · Marty CaganMar 27, 2021

Discovery – Excuses

Mar 27, 2021 · 6 min

Marty Cagan argues that product teams often use a predictable set of excuses to avoid doing real product discovery, and that these excuses usually reflect a misunderstanding of discovery rather than a genuine…

HEY World · Jason FriedJun 4, 2025

Years of evidence

Jun 4, 2025

Jason Fried argues that the common hiring requirement of 'years of experience' is a weak signal, since time spent doing something doesn't guarantee anything was actually produced or learned. He proposes evaluating…

HEY World · Jason FriedJul 24, 2026

Mistaking making for the thing you've made

Jul 24, 2026

Jason Fried argues that how fast a product is built, how many commits or people went into it, and how many hours were spent are all development metrics about the work, not the product. These measures say nothing about…

Product Talk · Teresa TorresFeb 16, 2012

Interesting vs. Meaningful

Feb 16, 2012 · 3 min

Teresa Torres describes a period of struggle as a startup CEO, realizing that her work was interesting to her but not meaningful. Interest fades when products get hard or go wrong, while meaning sustains effort. She…

Lenny’s Newsletter♥ 24

Should I become a product manager

Jan 19, 2021 · 6 min
Subscriber post — summary only

Lenny Rachitsky answers a reader weighing a move from software engineering to product management after three years. He describes his own switch and lays out the daily work of PMs across shaping, shipping, and…

SVPG · Marty CaganMay 20, 2014

Milestone Swarming

May 20, 2014 · 4 min

Marty Cagan argues that milestone swarming, where most or all of a dedicated product team (or a virtual team drawn from several teams for an initiative) focuses together on one significant business milestone, can speed…

@joulee · Julie Zhuo on X♥ 57
This question... I have spent far too many hours contemplating it. I have discovered multiple answers depending on how deep you want to go. The most pragmatic answer: you want to win a marathon, not a sprint. Too much sprinting makes you worse at marathons. The hard part, of course, is knowing how…
HEY World · Jason FriedMay 18, 2025

On Legacy

May 18, 2025

Jason Fried argues that people should not spend much energy thinking about legacy. His core point is to do the best work you can right now, since usefulness later only follows from usefulness today. He challenges the…

Lenny’s Podcast87 min

When and how to invest in new acquisition channels

Adam Grenier · Sep 15, 2022
Key learnings
  • Before investing in an emerging channel, check three things: whether the channel's strengths match your customers' needs and…
  • Don't assume a hot channel is right for you; a channel like Clubhouse may be a green light for one company and a yellow light for…
  • Keep early experiments small, such as half a person's time, and cap them around a quarter, defining in advance what momentum…