► What is your biggest weakness that’s really a weakness, and not a secret strength?
► Will you be out to take my job?
► You have changed careers before. Why should I let you experiment on my nickel?
► If you knew that things at your company were rocky, why didn’t you get out of the company sooner?
► What if you work here for five years and don’t get promoted? Many of our employees don’t. Won’t you find it frustrating?
► If you were running a company that produces X and the market was tanking for that product, what would you do?
► From your resume, it looks like you were fired twice. How did that make you feel?
► Are you telling me that, now that you’re 40-something, you would be willing to start at an entry-level position just to get your foot in the door here?
► You majored in philosophy. How did that prepare you for this career?
► What are the biggest risks you’ve taken in recent years? Which ones worked out the best, and which ones failed?
► What do you view as your risks and disadvantages with the position we are interviewing you for?
► From your resume, I notice that you interned at a small boutique investment bank. Did you pursue a full-time job offer with them? What happened?
► Can you describe your dream job?
► Why did you take so much time off from work, and why do you wish to get a job now?
► What would you do if you really wanted to hire a woman under you, and you knew the perfect candidate, but ► your boss really wanted to hire a man for the job?
► What if you worked with someone who managed to take credit for all your great ideas? How would you handle it?
► Would you rather get permission from your boss before undertaking a brand-new project, or be given enough rope to ‘hang yourself’?
► Let’s discuss a time when you missed a significant deadline
► Please give an example of the most difficult political situation that you’ve dealt with on a job.
► Did you ever make a mistake that cost your company money?
► When do you think you’ll peak in your career?
► Is it more important to be lucky or skillful?
► Have you ever been so firm that people would describe you as ‘stubborn’ or ‘inflexible’?