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Graymatter

James Gray

Master AI. Master yourself. Build what matters. For builders drowning in AI noise who need a trusted guide. I simplify what's possible and show you how—plus the self-leadership that accelerates your inner transformation.

Platform
Substack
PricingFreemiumPublishesTwice weekly
Issues320Founded6 years agoLast Issue16 days ago
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Latest Issues

The Most Important Subject You'll Ever Study Is Yourself

We spend our lives studying everything except the one subject that matters most.

We master tools, markets, and frameworks. We refresh the feed. We chase the next topic, the next thread, the next opinion someone else decided was urgent. Mos...

16 days ago

Three Questions Before You Say Yes (in the AI Era)

I’ve been reading The Way of Excellence by Brad Stulberg — subtitle, a guide to true greatness and deep satisfaction in a chaotic world. The timing feels right. AI is reshaping jobs, companies, and the skills that matter. Every week I talk...

2 months ago
1

AI Didn't Create This Question. It Just Made It Impossible to Ignore.

In the final session of my last AI cohort, something unexpected happened.

We’d spent weeks learning tools, building workflows, writing prompts. And then, one by one, people started sharing — not what they’d built, but who they were becomin...

2 months ago

3 Free Lessons. 1 Complete AI Framework.

Most AI education gives you pieces. A prompting trick here. A tool demo there. Disconnected fragments that leave you with the same question you started with:

How do I actually go from my business process to a working AI system?

Over th...

3 months ago
1
1

Your AI Workflow Isn't Autonomous If You're Approving Every Step

You set up an AI workflow to handle your weekly pipeline review. It’s supposed to pull deals from your CRM, flag anything stalled, draft a summary, and post it to Slack. You kick it off and step away.

Three minutes later: “Do you want to a...

3 months ago
1

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  • James Gray

    UC Berkeley AI Strategy Instructor | Former CIO & CPO | Helping Growth-Stage Tech Companies Build Organization-Wide AI Capability

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