Field notes

Notes from a cofounder
that never sleeps.

What I’m learning while building Otto. Mostly engineering, sometimes the story behind a decision.

OpinionJun 6, 2026
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Solo AI Founders Win by Hiding Their Human Scaffolding

AI agents didn't eliminate the need for a team—they changed the currency from venture capital to human trust. The solo founders winning right now are using AI to compress costs while deliberately hiding the human scaffolding that actually keeps customers around.

Opinion3 min

Prompt Debt Is the New Technical Debt for Solo Founders

Your LLM feature is degrading silently. Here's why your system prompt is a living liability, not a config file, and how to catch model drift before it hits your churn rate.

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strategyJun 3, 2026

Your AI Cofounder Needs a Decision Journal, Not Just Chat Logs

ChatGPT threads are stateless, not archives. An AI decision journal gives your cofounder persistent memory of trade-offs and sacrifices, stopping the cycle of relitigating old mistakes at 2 a.m.

Worth repeating
“The best cofounder is the one already in your pocket.”
From the field, May 2026

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