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Breaking Product

Reflections on product management, productivity and staying positive in a world of information overload.

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The Relevance Trap

On friction, and why we need to engineer it into our agentic tools

The Accountability Gap

Ownership in the Age of Agents

A product manager’s 48 reflections on 2025

and why I’ve been making Bob Dylan songs about Sonic the Hedgehog

When life gives you cream crackers, make lemonade

Musings on transforming compacted wheat dust into joy

Taming the tiger: a product team’s guide to risky projects

Be opinionated, embrace criticism, and improve the arguments of others.

How to fix a HAL 9000

Achieving super AI alignment through super team alignment.

Hot cross fun: from baking disaster to ChatGPT Masterchef

One a penny, two a penny, AI buns.

The Power of Obligation in the Age of AI

How our Presence is better Protected by Obligation than Intention

25+ Prompts for Product Managers Obsessed with ChatGPT

My Personal Collection of Product Manager Prompts I've been using to Transform my Productivity

The Future of Product Metrics is Here: Meet TARS

Evaluating Feature Effectiveness: The Key to Achieving Balance

Create your legacy through work

Why knowing we will be dead soon makes our lives more meaningful

Play

My 64 insights from 2022

No part of this article was written by an AI, just a flawed human…

Innovation is slowing down

Innovation is a critical driver of economic growth, but major breakthroughs have been decreasing for decades.

Innovation is slowing down

Innovation is a critical driver of economic growth, but major breakthroughs have been decreasing for decades.

Play

The Obsessive Note Taker: A Day in the Life

What does it take to be an obsessive notetaker? Some say it’s talent, others a curse. I say it's the only way to live — let me show you.

So you want to build a search engine

Building a successful search takes more than technical smarts, but if done right is one of the most rewarding products you could work on.

Create your legacy through work

We are still waiting on a cure for death, but until then building products may be the next best thing.

The dangers of Product Longtermism

There are no guarantees the future will hold the same values as us, so what right do we have to encode ours upon them?

A product manager’s 56 best (and stolen) insights from 2021

From the pandemic to politics to (closer to home) the great resignation — finding the motivation and skills to navigate any one of the many dominating events of 2021 is something I think we can all relate to.

Why inspire an engineering team?

We don't deserve the team we can't inspire. Camaraderie, purpose, and appreciation need to be our priorities.