What is your least favorite part of the job?

*Like the previous question, asking your manager what they enjoy least about the job helps to inform you about their personality and motivations. For example, a manager that loves giving customers the most value for their money and helping employees succeed but dislikes having to micromanage or discipline may indicate that they process things with intuition and enjoy a flexible, hands-off approach.

Learning that an extroverted CEO has a fear of public speaking may give you perspective on what they had to accomplish to advance their careers.