Archive - The Looking Glass

Unsent letter #47

To the corporate jobber with a faraway gaze

Jun 3 •

May 2025

The Thing You Are Expert at Will Be Your Career Downfall

AI will disrupt some of us more than others.

May 27 •

Conversational Interfaces: the Good, the Ugly & the Billion-Dollar Opportunity

The five biggest problems with today's conversational chatbot design

May 12 •

April 2025

The AI Quality Coup

What exactly is "great" work now?

Apr 24 •

March 2025

The Death of Product Development as We Know it

Goodbye three-legged stool, 2-pizza teams, and "managers"

Mar 25 •

Our Souls Need Proof of Work

On wanting and comfort in the era of AI

Mar 10 •

January 2025

The Valuable Employee Paradox

The good, bad and ugly of hierachy

Jan 30 •

December 2024

The Looking Glass: What Aladdin Should have Wished For

A letter to my daughter about happiness

Dec 26, 2024 •

October 2024

The Looking Glass: All the world is made of trust

That, and faith, and pixie dust.

Oct 10, 2024 •

September 2024

The Looking Glass: Sharpening Judgement

The art of making better decisions

Sep 12, 2024 •

August 2024

The Looking Glass: The Curse of Perfect

In the house that I grew up in, there was a formula for the American Dream.

Aug 28, 2024 •

The Looking Glass: Managing your Manager

Stop tolerating mediocre management

Aug 6, 2024 •

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