A recruiter for the ultrarich on the upsides — and dark sides — of a notoriously secretive industry.

Say you’re on a yacht with your principal and they had a few tequilas, and then they’re like, “Oh, come on. Join us.” Ultimately, you have to remember that you are there because they’re paying you. It’s a job. They’re not your friend. Obviously, you need to share compassion and empathy. Sometimes your boss needs you to be a shoulder to cry on.