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Executing Organizational Cartography

Executing Organizational Cartography
Org charts

A few years back, during my early days at Affirm, a couple of us engineering leaders[1] were trying and struggling to orchestrate a reorg across our teams. There were a number of strong personalities to manage and key communications…

Review: The Last Lecture

Review: The Last Lecture
Last Lecture

On my bookshelf, there's one shelf that I keep a couple of my favorite books, and on occasion, I rotate one book out for another as I finish a hard copy of a book that really stuck with…

Aspirational AI Utility

Aspirational AI Utility
AI essays

I've been reading Brave New Worlds. It's a book by Salman Khan, founder and CEO of Khan Academy, on how Generative AI will change the way students learn and teachers teach, leveraging tools like ChatGPT as…

Strong Opinions, Strongly Held

Strong Opinions, Strongly Held
Asking a robot

The aphorism is "strong opinions, weakly held." Now, I've always been skeptical of what, on its face, is a contradiction. At best, it's useful as rhetorical insurance, allowing its claimant to avoid the consequences…

Losing Thinking by Losing Writing

This tweet from Paul Graham a while back gave me the perfect excuse to write about one of my favorite topics, the idea of thinking by writing: Observation suggests that people are switching to using ChatGPT to write things for…