Drawer 12 · 724 notes · 95 people · 2005–2026

Execution, roadmaps & process

Roadmaps, prioritization, planning, shipping, and working with engineering

Q:
Answers from Execution, roadmaps & process notes, cited
Lenny’s Newsletter♥ 53

Managing up

Nov 3, 2020 · 4 min
Subscriber post — summary only

A reader asks how to manage up with a difficult manager, and the post answers with five practical tactics. The core argument is that managing up is a core skill at every level: communicate proactively, set realistic…

Lenny’s Podcast102 min

How we built Grok Bot in a month

Roman Ugarte · Sep 8, 2026
Key learnings
  • Build a new product from scratch with a small, isolated team rather than retrofitting an existing surface, so each micro-decision…
  • Onboard early users by hand and sit in on calls; fixing failures the same day compresses learning dramatically.
  • Let users reveal patterns on their own before productizing them, then gently encourage the winning patterns without making them…
SVPG · Marty CaganApr 14, 2005

Enterprise Software

Apr 14, 2005 · 7 min

Marty Cagan argues that enterprise software is in poor shape: products are often hard to use, don't work out of the box, and force customers into costly professional services. He contends that good product management…

Lenny’s Podcast76 min

The art and wisdom of changing teams

Heidi Helfand · Jan 18, 2024
Key learnings
  • Treat reteaming as a people-layer problem to be designed for deliberately, not just a product or delivery concern, since teams…
  • Use transparency tools like whiteboards showing proposed team structures, names, missions, and open roles to gather input and…
  • Clarify who requests, who gives input, who decides, and who executes each change (the RIDE framework, credited to Pat Wadors) to…
SVPG · Marty CaganDec 12, 2016

Product Manager vs. Product Owner Revisited

Dec 12, 2016

Marty Cagan revisits his earlier argument that the product manager should also be the product owner, admitting he made a strategic mistake by treating the two titles as synonyms. Many people who took short product owner…

Lenny’s Newsletter · Free post♥ 111

A product manager’s guide to web3

Feb 15, 2022 · 24 min

This guest-authored guide by Jason Shah, head of product at Alchemy, explains how the product manager role changes at web3 startups. The author argues that PMs there are more versatile, more art than science given…

SVPG · Marty CaganFeb 24, 2005

Product Validation

Feb 24, 2005 · 5 min

Marty Cagan argues that product managers should validate a product specification before handing it to engineering, rather than trusting the spec and planning to adjust after beta feedback. Because prototyping costs have…

SVPG · Marty CaganJan 2, 2024

The Power of Visiontypes

Jan 2, 2024 · 3 min

Marty Cagan uses an anecdote about Apple, Xerox PARC, and the graphical desktop computer to explain what a product vision and a 'visiontype' (a vision prototype) are for. He argues that a compelling visiontype helps…

Lenny’s Newsletter♥ 497

How to use ChatGPT in your PM work

Apr 11, 2023 · 4 min
Subscriber post — summary only

Lenny Rachitsky argues that learning to work alongside AI tools like ChatGPT is quickly becoming a baseline skill for product managers, not something that replaces them. The post surveys a dozen concrete ways PMs…

Lenny’s Newsletter♥ 44

Winning at SEO

Jul 14, 2020 · 14 min
Subscriber post — summary only

A guest-written post in which an SEO leader lays out a strategy for an early-stage company to compete with entrenched incumbents: build many valuable, templated pages targeting long-tail keywords, using proprietary…

Lenny’s Newsletter · Free post♥ 46

The PM 🤝 Design Partnership

Mar 23, 2021 · 13 min

Katie Dill, a design leader who has worked with hundreds of PMs, offers five practical tips for building a strong product management and design partnership. She argues that PMs and designers share the same goal of…

SVPG · Marty CaganFeb 24, 2017

Focus on Value

Feb 24, 2017

Marty Cagan argues that many product teams spend their discovery effort on usability and performance fixes when the real problem is that users do not see why the product is worth using at all. Polishing a workflow or…

SVPG · Marty CaganJan 29, 2018

Product Discovery In Regulated Environments

Jan 29, 2018 · 3 min

Cagan argues that product discovery, the practice of validating ideas with real customers before building, is still essential in heavily regulated industries such as finance and healthcare, even though legal and…

SVPG · Marty CaganApr 5, 2005

Consumer Internet Services

Apr 5, 2005 · 7 min

Marty Cagan argues that consumer internet services differ sharply from traditional enterprise software: there is no sales force or distribution channel between the product and its users, so ideas can be tested and…

Lenny’s Newsletter♥ 49

Getting more technical

Sep 21, 2021 · 6 min
Subscriber post — summary only

Lenny answers a reader who lacks a technical background and struggles to follow engineers and make trade-off decisions. He lays out a three-step path: learn core concepts like how software systems, APIs, and databases…

Lenny’s Newsletter♥ 80

Skills PMs need to build

May 25, 2021 · 15 min
Subscriber post — summary only

Lenny Rachitsky analyzes more than twenty public PM career ladders to identify the core skills companies value in product managers. He outlines ten recurring PM competencies, the shifts that separate junior from senior…