Technical Project Manager Question:

Ouch. Yes, you need to go there and make the candidate uncomfortable. It’s not that you want to learn some secret or catch them in an unethical act. Less important than the content of their answer is the way they deal with the question. You’ll get a better picture of the person instead of the persona they’re presenting. It also shows their communication skills while under pressure. It might seem cruel, but it’ll help you get to the heart of the person that you’re going to trust with the management of your project.