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.
I worked for a billionaire once, on a ranch doing housekeeping. I didn’t do work on their house normally, but reflecting after reading this, and them being “left leaning,” they didn’t have any idea of humanity. For me, the job was fine, but I can see now that I was just a number at best.