Claude and Obsidian Became My Executive Operating System
And it could be yours too
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Insights & Articles
Curated AI readiness, transformation, and technology leadership articles sourced from my Substack publication.
Want structured evaluation first? Try the AI Readiness Framework.
From the Ogre to the Oni
What four years, a black belt, and a six-day test taught me about who I actually am
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None of This AI Stuff Works Without People
A hard lesson from a builder a heart.
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The Dewey Decimal System for Your AI's Memory
Why I stopped trying to invent a way to organize what my AI knows about me — and borrowed one that's been working since 1876.
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I Shipped an Undefined Interface Between Two Teams
The AI worked perfectly. It died the moment it left my team. Here’s the part nobody warns you about.
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What I Actually Want From an Enterprise AI Platform
What it takes for me to make a buying decision on AI.
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The Pre-IPO Tax
Why I stopped paying the Big 3 — and what’s running on my laptop instead
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DO, DELEGATE, DISMISS
Running an Executive Calendar in the Agent Era
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A Sunday and $10, I built an HR Company
And it's not a mess of bolted on Acquisitions
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How I Use Tools with Progressive Disclosure
Why Context Management Is the Next Enterprise AI Skill
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Assumptions Are Killing Us
Questioning everything is the new superpower.
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Imagination Is a Job Skill.
Start Treating It Like One.
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