In an ideal world, extremely rich people would always be fantastic customers: they would be grateful, pleasant, and leave massive, life-changing tips. Of course, some do (like Jennifer Aniston, who once came into the restaurant where I used to work, ordered nothing, and still left the waitress a $100 tip)! But many don't. In fact, extremely wealthy people get a bad rap in the service industry for being demanding, entitled, and even stingy. No one has more experience with this than than people who work in high-end restaurants and luxury hotels, since they deal with the wealthiest, most privileged segment of society.
Prepare to be infuriated.
1.) From emartinoo:
I've met two celebrities through my various work experiences.
Tim Allen requested that we close the small bakery that I worked at for him while he is as dining there. We did. He didn't leave a tip.
Later in my career I met Mario Batali (famous Food Network chef) and he was the most normal person ever. He took a class with us, and then proceeded to pay for everyone else's class that was in his group and bought lunch for the staff as well.
I guess both are stereotypical rich person things, for vastly different reasons.