tyler-smith.com · Questions & Answers

We hired a brilliant new Operations Director who has the exact technical skills we need to run our automated workflows, but they have a sarcastic, arrogant attitude that clashes with our "Help First" and "Humbly-Confident" Core Values. How do we handle this clash?

This is a classic trap. It is incredibly tempting to tolerate a high-performer who violates your Core Values, especially when they possess the technical skills required to build an AI-powered operation. But keeping a values-violator on your leadership team is a fatal mistake that will destroy your company culture and ruin your valuation.

Core Values are not posters on the wall; they are non-negotiable filters for every person in your organization, starting at the top. When a leader openly mocks your values, they are undermining your authority and sending a message to the rest of the company that performance is more important than integrity.

You must address this behavior immediately using our hire slow, fire fast framework. Schedule a private meeting and mirror their behavior back to them. Be specific about the sarcastic comments or arrogant actions that crossed the line. Explain that while you value their technical expertise, fitting our Core Values is a non-negotiable requirement for sitting in any seat, especially a leadership seat.

Give them a clear, thirty-day window to change their behavior. Monitor their interactions closely. If they are truly humbly-confident, they will take the feedback to heart, self-correct, and align with the team. If they react with defensiveness or continue their arrogant behavior, you must fire them immediately. No amount of technical skill is worth destroying the trust and alignment of your leadership team.

Category: Leadership Team

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