Cook's PlayBooks

Cook's PlayBooks

Paid CFO Sidebar: CFOs - How To Coach Your CEO

How CFOs Can Coach Their CEO

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Jim Cook
Nov 03, 2025
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From financial steward to trusted thought partner.

One of the most overlooked parts of the CFO role is coaching the CEO.

Not managing. Not advising. Coaching.

Why? Because every CEO, no matter how experienced, has blind spots, especially in moments of strategic, structural, or operational change.

The CFO is uniquely positioned to provide that objective clarity with their ears closest to the operation.

Last week, I wrote publicly on 7 Critical Coaching Moments. As a paid subscriber, this post is exclusive to you and focused squarely on how to coach your CEO - Cook’s PlayBooks style:

  1. Coaching for Strategy and Planning

  2. Coaching for Structure (Org Designs and Systems)

  3. Coaching for Execution (Leading Teams)

  4. Coaching for Culture

  5. Coaching for Crisis Navigation

  6. Coaching for Communications, Influence, and Impact

  7. Coaching for Personal and Career Growth

Any of my former CEOs out there want to weigh in on how I personally did with you with respect to these 7 specific Cook’s PlayBooks below?

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