Interview
Questions
Chief of Staff Interview Questions
Behavioral questions for Chief of Staff and Executive Assistant interviews 2026. Covers prioritization, stakeholder management, discretion, and executive support.
How do you handle a situation where you strongly disagree with a company policy or decision?
How do you stay motivated during a difficult quarter?
Describe a situation where you changed your mind based on new information.
How do you handle critical feedback? Give me an example of feedback that was hard to hear.
Why are you interested in a Chief of Staff role? What attracts you to being behind the scenes?
Describe a time when you had to manage a critical project for an executive. How did you approach it?
Tell me about a time when you had to represent leadership in a meeting or negotiation.
How do you prioritize when everything seems urgent? Give me a specific example.
Describe a situation where you had to coordinate across multiple departments to achieve a goal.
Tell me about a time when you had to handle confidential or sensitive information with discretion.
How do you build trust and credibility with executives you support?
Describe a time when you proactively identified and solved a problem before it escalated.