Adeola
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Writing

Essays, notes, and things I'm still thinking through.

Mar 1, 2026 · 5 min read

Your Brain Is Not a Filing Cabinet

Most productivity tools assume you think in categories. You don't. I'm building something that starts with capture instead.

Building Reflection
Feb 15, 2026 · 7 min read

The Problem With Having Good Taste and a New Hire

I hired a marketer and immediately discovered that months of accumulated AI context doesn't transfer. Documents didn't fix it. So I built a system that encodes decisions instead of describing them.

Systems AI Building
Jul 21, 2024 · 6 min read

Sidelined as a Sidekick

A conversation about strengths led to an unexpected conclusion. What does it mean when someone sees you as a supporting character?

Reflection
Apr 10, 2024 · 4 min read

My 'I Didn't Quite Finish' Resume

A journey of passionate starts and valuable lessons. Maybe these 'failures' aren't failures at all.

Reflection
Dec 20, 2023 · 5 min read

Cost Culture

Everyone wants to reduce cloud costs. Almost no one wants to change how they work. I've been thinking about why this is so hard.

Systems Culture
Jun 1, 2023

Patterns in Conversational AI

After building several conversational AI systems, some patterns have emerged. Mostly around managing expectations.

AI Systems
2026 Adeola