Should I take this COO role?

A structured framework for COOs to rigorously evaluate a new role before committing. Check each criterion honestly — not aspirationally. The goal is clarity, not confidence.

01 ⚖️ Cultural Fit

  • Is there a culture that values operational discipline — or will I be seen as the person slowing things down?
  • Does the team understand what a COO is here to do, or will I spend the first six months justifying my existence?
  • Am I walking into a team that wants to be coached and held accountable, or one that will resist it?

02 🤝 CEO Relationship

  • Do I have a clear understanding of what the CEO wants to own versus delegate to me?
  • Is there genuine trust between us — or am I being hired to fix problems the CEO doesn't want to deal with personally?
  • Will the CEO back me when I enforce accountability on people they're personally close to?
  • Have we had a direct conversation about where my authority begins and ends — in writing if necessary?

03 🏗 Company Fundamentals

  • Do I have a clear picture of the operational health of the business — not just the strategic narrative?
  • Are there known operational failures, scaling bottlenecks, or team dysfunction I'm being handed?
  • Is the company financially stable enough to fund the operational improvements that are needed?
  • Have I independently assessed the team before accepting — not just taken the CEO's read on it?

04 ⚙️ Functional Scope

  • Do I have conviction in my ability to lead all functions under this COO role?
  • Is the leadership team under me capable, or is rebuilding it my first job?
  • Do I have the network to hire strong functional leaders quickly across multiple disciplines?
  • Is there clarity on which functions I own versus which ones the CEO retains?

05 🔩 Operational Infrastructure

  • Are the systems, processes, and data infrastructure mature enough to run the business at the next stage of scale?
  • Is there a functional planning and forecasting process, or will I need to build it from scratch?
  • Are there compliance, legal, or operational risks I need to understand before I sign?

06 🔭 Industry & Market

  • Do I understand this industry's operational model well enough to know what good looks like?
  • Have I identified the two or three operational levers that will have the most impact on growth and margin?
  • Do I believe the market opportunity justifies the operational investment I'm being asked to make?

07 💰 Personal Value Creation

  • Is the compensation and equity fair for the operational scope and risk I'm absorbing?
  • Are the performance expectations reasonable and within my control to influence?
  • Can I take this role without personal financial constraints affecting my judgment for at least two years?

08 🔥 Passion

  • Am I genuinely energized by the operational challenge in front of me — not just the title?
  • Am I prepared to do the unglamorous work of building systems, running process, and holding people accountable every day?
  • Would I stay committed to this role through a restructuring, a pivot, or a period of significant operational stress?

Several critical criteria remain unmet. Consider whether you are evaluating this role with full honesty, or whether the opportunity is genuinely not ready.