Make Your Building's Doorman Jealous Day!
Tell him about the five course dinner you just ate. And the big expensive play you just saw. And the operation you elected to have. And the big expensive things you constantly buy. When you bring hookers home, have them stop in front of the doorman and say to them, "Ladies, tell Jerry how much each of you cost."
Then go down the line as each of your evening's hookers sounds off with her price tag (don't do this if any of your evening's hookers cost less than 500 dollars).
Additionally, sometimes your doorman brings his son in to work with him. Usually on Saturdays. That's when you should have your son play with his most expensive toys in the lobby. And hire a clown to come to the lobby and play with your son.
If your doorman doesn't get jealous at all that, he must be pretty happy with his life. He's probably in love. Or he's a Taoist. You can't piss those dudes off.
Happy Make Your Building's Doorman Jealous Day!