First, Howard obsessing about his weight is comical. He made such a big deal about losing 10lbs. He seems to think that a 195lb Howard Stern is so much better looking than a 205lb. Howard Stern. It's like when you see a 300+ pound woman that is constantly getting expensive manicures. A little nail polish isn't going to make you look any better and you have other things you should focus on.
Second, if I were a billionaire I would love to be able to travel all of the time and eat great food. We know Howard never travels and his idea of food is an egg white wrap or a single piece of salmon. He is practically a billionaire and eats like a 19 year-old anorexic French runway model.