AI-Forward Insights for the Modern Chief of Staff

THE RESOURCE

In April 2026, Anthropic announced Project Glasswing: a coalition of major technology companies centered on an AI model capable of autonomously finding and exploiting software vulnerabilities that had survived decades of human review. The
technical details are not the point. The point is that AI capabilities have outpaced most organizations' policies.

Before AI touches your executive's work, answer these three questions.
Google's responsible AI team built a toolkit for developers shipping AI products. Buried inside it is a framework that has nothing to do with software and everything to do with protecting your reputation as an operator. They call it a content policy. The concept translates simply: before you use AI for anything executive-facing, decide what it's allowed to do. Most developers skip this step. Most CoS professionals do too.

AI_Content_Checklist_CoS_Signal.pdf

AI_Content_Checklist_CoS_Signal.pdf

5.01 KBPDF File

ONE MORE THING

The CoS Signal is new. You got here early, and I don't take that lightly.


If working through these three questions surfaces something unexpected, hit reply and tell me what you found. What assumption did you have to revisit? What conversation did it make you want to have with your executive? The best responses will shape future issues.


If you know a CoS still operating without any of this written down, forward this to them.

If you want to continue this kind of full access in future newsletters, Founding Membership is open. $14.99/month or $99.99/year (locked in for life). Limited spots to get in early and help shape what an AI Empowered CoS is, including first-in-line access to podcast episodes and Signal sessions (coming soon!). 

RECOMMENDATIONS

Subscribe to The Coul & Gold Briefing.

  • We happened to launch our newsletters within days of each other and believe in women supporting one another on the journey. Plus, you will get triple the amazing content from Racheal, Suzi, and me!

Check out the Chief of Staff Roundtable and join an upcoming session.

  • I’m a member and a Fellow at the Roundtable. It’s an amazing group of CoS and other strategic Operators solving real problems and setting the standards!

The Coul & Gold Briefing

The Coul & Gold Briefing

Leadership newsletter for CEOs, founders, and executives and the chiefs of staff who hold them together.

Generalist World

Generalist World

The community & learning platform helping 30,000+ generalists belonging, network & opportunity

The CoS Signal by the AI Empowered CoS

P.S. The ideas, frameworks, and words in this piece are my own. I used AI to assist with design and file production.

Reply

Avatar

or to participate

Keep Reading