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Bookshelf

Not a reading list. A map of how I think.

Ask Iwata by Satoru Iwata — book cover
Ask Iwata

Satoru Iwata

Leadership

Nintendo's late CEO on why understanding the person using the product matters more than the metrics.

"The users weren't obstacles to security policy; they were people trying to do their jobs."
How I applied this

Iwata's mantra of 'on your side' reframed how I approached compliance features at Zendesk. The users weren't obstacles to security policy; they were people trying to do their jobs.

Thinking in Systems by Donella Meadows — book cover
Thinking in Systems

Donella Meadows

Systems

A primer on feedback loops, leverage points, and why interventions in complex systems rarely work the way you expect.

"I stopped asking 'who caused this' and started mapping the feedback loops."
How I applied this

Meadows gave me the vocabulary for the unintended consequences I kept seeing in multi-team environments. When a feature fix in one product area quietly broke another, I stopped asking 'who caused this' and started mapping the feedback loops.

Never Split the Difference by Chris Voss — book cover
Negotiation

FBI hostage negotiation techniques adapted for business. Tactical empathy and calibrated questions.

"Instead of defending the roadmap, I started asking 'How am I supposed to do that?'"
How I applied this

Voss's 'calibrated questions' completely changed how I run prioritisation meetings at Zendesk. Instead of defending the roadmap, I started asking 'How am I supposed to do that?' and let stakeholders solve their own constraints.

The Mom Test by Rob Fitzpatrick — book cover
The Mom Test

Rob Fitzpatrick

Research

How to talk to customers without accidentally fishing for compliments about your idea.

"Ask about their life, not your idea."
How I applied this

Running discovery with civic leaders for Pobal OS right now. Fitzpatrick's core rule, 'ask about their life, not your idea', is the only reason those conversations produce real signal.

An Elegant Puzzle by Will Larson — book cover
An Elegant Puzzle

Will Larson

Engineering

Systems of engineering management: team sizing, technical migrations, and organisational design.

"Understanding engineering constraints made me a fundamentally better PM."
How I applied this

Larson's chapter on managing migrations changed how I sequence technical work at Zendesk. Understanding engineering constraints — team sizing, debt paydown cadence, migration risk — made me a fundamentally better PM.

These books shaped how I build. If you're working on something where this kind of thinking matters, let's talk →