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♥ 62

Getting buy-in

Jun 10, 2021 · 9 min

“Q: I’m a PM and I’m having a hard time getting buy-in for my ideas. My teammates quickly shoot me down, or disregard my recommendations. Any advice? That sounds rough! I’d be super-discouraged if I were in your shoes. But I’m inspired that you’re using this as a learning opportunity instead of calling it quits. To help you build your getting-buy-in muscles, I pulled in Shivani Berry, the CEO and Founder of Arise Leadership, to share…”

Lenny’s Newsletter♥ 1

Three myths about sabbatical programs

Apr 27, 2021 · 16 min
Subscriber post — summary only

A guest post by DJ DiDonna of the Sabbatical Project that debunks three common manager objections to sabbatical programs: that everyone will leave, that the company will collapse without the leader, and that people…

SVPG · Marty CaganJun 30, 2020

New Employee Bootcamp

Jun 30, 2020 · 4 min

Christian Idiodi argues that hiring experienced product people is not enough, because even strong hires lack the company-specific context, decision-making knowledge, and relationships needed to succeed. Standard…

SVPG · Marty CaganAug 2, 2015

The Role of Product at Apple

Aug 2, 2015 · 7 min

Marty Cagan, a longtime admirer of Apple, argues that the first Apple Watch after Steve Jobs is a disappointing product that falls short of Apple's usual standards of value. He criticizes its dependence on the phone…

SVPG · Marty CaganApr 30, 2006

Growing Pains

Apr 30, 2006 · 3 min

Marty Cagan argues that a company growing rapidly from startup to large organization faces stress, and that practices and people who drove early success can later hold it back. He suggests leaders who excel at startups…

SVPG · Marty CaganApr 12, 2016

Women in Product

Apr 12, 2016 · 3 min

Marty Cagan reflects on witnessing gender-based bias early in his career and argues that avoiding discrimination is not enough; leaders must actively work to counter the lingering effects of past inequities. He focuses…

Lenny’s Podcast78 min

How have I been complicit in creating the conditions I say I don’t want?

Jerry Colonna · May 8, 2025
Key learnings
  • Ask how you have been complicit, not responsible, in creating the conditions you say you don't want; this evokes personal agency…
  • Use radical self-inquiry to examine what you claim to want versus what you actually feel, such as saying you dislike busyness…
  • Notice whether your drive comes from proving your worth; separate the enjoyment of the work from the need to feel like somebody.
Lenny’s Podcast115 min

Unorthodox PM wisdom: Automating user insights, unselling job candidates, logging every decision, more

Kevin Yien · Aug 18, 2024
Key learnings
  • Consider entering product management from engineering, design, or sales, since those roles teach you the front-line work a PM…
  • Treat product management as converting a team's potential energy into realized customer value, and only add PMs where that work…
  • Write clearly and compellingly enough that others can act on it; Kevin argues a PM who cannot sell or support their own product…
The Looking Glass podcastApr 14, 2026

How to Spot a World-Class Designer

Apr 14, 2026
Key learnings
  • World-class designers are distinguished by judgment and taste, not just the ability to execute polished visuals.
  • Excellent designers obsess over the underlying problem before jumping to solutions, which separates them from those who iterate…
  • Strong designers can articulate why a decision is right, tying craft choices back to user needs and business constraints.
SVPG · Marty CaganJul 17, 2011

Product Evangelism

Jul 17, 2011 · 4 min

Marty Cagan argues that product evangelism, which he describes as selling the dream, is a core job for founders and product managers alike. Without it, strong teams are hard to assemble at startups, and at larger…

@shreyas · Shreyas Doshi on X♥ 210
Something that’s changed rapidly in the past year: Product Managers who’ve historically viewed their role as “my main job is to execute” are finding it way harder to get hired at top companies than those who’ve viewed their role as “my main job is to make the product successful”
Lenny’s Newsletter · Free post♥ 21

Healing your co-founder relationship

May 18, 2021 · 11 min

Carole Robin, co-creator of Stanford's 'Touchy Feely' course, answers a reader whose co-founder relationship is deteriorating while the business still needs it to work. She argues that co-founder friction, like marriage…

Product Talk · Teresa TorresDec 16, 2015

Must Reads From My 2015 Reading List

Dec 16, 2015 · 10 min

Teresa Torres shares her top picks from the 74 books she read in 2015, grouped into product-management-adjacent titles, books on meaning and happiness, academic reads that shaped her thinking, and favorite fiction. The…

Lenny’s Podcast129 min

Building the most AI-pilled engineering team in the world

Fiona Fung · Jun 21, 2026
Key learnings
  • Manage with AI by running recurring Claude sessions over repos, Slack, and metrics to summarize shipped work and turn it into…
  • Automate daily leadership rituals such as scanning feedback channels with scheduled routines that surface themes and draft PRs…
  • Give Claude explicit frameworks such as checked-in specs and skills describing what good looks like, so automated code review can…
Product Talk · Teresa TorresOct 15, 2013

Don't Make Snap Product Decisions

Oct 15, 2013

Teresa Torres argues that product managers often make quick, gut-based calls when colleagues ask for features or details, and that the way decisions are made matters as much as the decisions themselves. Drawing on…