Interview
Questions
Chief of Staff Interview Questions
Behavioral questions for Chief of Staff and Executive Assistant interviews 2025. Covers prioritization, stakeholder management, discretion, and executive support.
Describe a time you had to pay attention to small details in high-stakes situation.
Describe a situation where you had to analyze a complex issue from multiple perspectives.
How would you decide between showing a user an ad versus suggested content?
Describe your approach to onboarding a new enterprise customer.
Tell me about a time you disagreed with a decision but committed to it anyway.
Tell me about a project that did not go as planned. How did you adjust?
Describe a time when you had to quickly adapt to a major change at work.
You notice a colleague making repeated small errors. What do you do?
Describe a situation where you admitted a mistake and what you learned from it.
Tell me about a time you had to deliver difficult feedback to someone.
Tell me about a time you took the lead on a difficult project. What approach did you take?
Tell me about a time you had to make an unpopular decision. How did you handle it?
Describe a time when your first solution did not work. How did you pivot?
Describe a complex problem you solved at work. What was your process?
Describe how you handled a situation where priorities shifted unexpectedly.
Describe a time when you received criticism you disagreed with. How did you handle it?
Tell me about a disagreement you had with a coworker. How did you resolve it?
Give an example of a time you had to learn something new quickly to complete a task.
Give an example of how you have developed or mentored someone on your team.
Describe a situation where you had to motivate others who were resistant to change.
Give an example of how you handled a situation where team members had conflicting priorities.
Give an example of a creative solution you developed to solve a recurring issue.
Tell me about a time when you had to make a decision with incomplete information.