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Chief of Staff Stay or Go

Stay or Go for Chief of Staff: A Practical Framework

Practical guidance for Chief of Staff professionals facing stay or go situations.

The Decision Matrix Approach

When emotions run high, structure helps. Here's a systematic way to evaluate your stay-or-go decision.

The Four Quadrants

Map your situation across two dimensions: your energy level (depleted vs. sufficient) and the problem's fixability (structural vs. situational).

High Energy + Situational Problem: Stay and address it directly. You have the resources.

High Energy + Structural Problem: Consider a strategic exit. You can afford to be choosy.

Low Energy + Situational Problem: Dangerous zone. Fix the problem first, or you'll regret leaving.

Low Energy + Structural Problem: Exit, but protect yourself. Secure your landing before you leap.

The Timeline Test

Ask yourself: "If nothing changes, can I sustain this for 18 more months?" If the answer is no, you have your answer. If yes, you have time to be strategic.

The Authenticity Check

Are you staying because you're scared to leave, or because you genuinely believe things can improve? Be honest. Fear is not a strategy.

Ready for Personalized Guidance?

Every situation is different. If you want help thinking through yours—with someone who's seen hundreds of similar cases—consider working with a coach.

What you get:
  • A structured conversation to clarify your situation
  • Frameworks tailored to your specific circumstances
  • Scripts you can actually use
  • A clear action plan

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