Protopia
Writing by Curtis Duggan — Essays on technology, startups, philosophy, and the human experience in the age of AI.
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What is work?
The old world had clear roles: the mason, the monk. The capitalist, the clerk. The new world does not.

The Pricing Leak Crisis (Startup Case Study #2)
When their internal pricing strategy document accidentally went to 3,200 customers instead of 3 executives, CEO Melissa had to choose between damage control and radical transparency.

The Two-Deck Dilemma (Startup Case Study #1)
When Maya discovered her co-founder was maintaining two different financial models—one for investors, one for banks—she had 72 hours to decide whether to sign the Series B term sheet that could save or sink their company.

A Field Guide to Entrepreneurs: Species, Habitats, and Evolution
From garage tinkerers to Twitter philosophers, mapping the entrepreneur ecosystem across four decades of creative destruction.

The benign mediocrity of AI responses
It's the second day of 2025. Commercial consumer-facing AI has been around for over two years. Here is a fundamental problem with AI chat.

Before we learned to look down
The last time I truly learned a city's anatomy was fall 2004, those four months at UVic when I owned nothing with a screen. No laptop, no cell phone, not even a hand-me-down Nokia.
