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What Happens When AI Becomes Your Chief of Staff?

AI can prepare the meeting, track the action and draft the follow-up. It can't decide what matters. That's still the job.

8 August 2026 · 5 min read

The Chief of Staff role has always been about leverage: making one leader's time go further. AI now handles a surprising amount of that work — briefing notes, meeting summaries, action tracking, first drafts.

That's real. But the value of a great Chief of Staff was never the paperwork. It was judgement: knowing which fire matters, which relationship needs attention, which decision can wait.

The best model is a pairing. AI runs the system — the reminders, the preparation, the tracking. A human runs the priorities. Together, they give a leader something rare: time to think.

What to do next: automate the rhythm, not the judgement. Start with meeting prep and action tracking, and keep a human on anything that carries weight.

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