How do you play rich sims?

One thing you should keep in mind is that rich stay that way because they are CAREFUL with their money! Just because you can buy that thing, doesn't mean you need to buy that thing, to twist an axiom, slightly. I have the Dad work. In my Cantrell family (the one I created for the mini-series in my siggie) Joseph got his wealth by being a Shipping Magnet. (Since it's Science Fiction, he owned Shipping Lanes in space, making his purchases to the rights further out than anyone thought they'd be.) In my game there is no such career, so in times past I've put him in the business career. This time around, for something a little new and different, I've made him a Critic. It's really the first time I've played this career. After two iterations of this game with him being in business, this is a refreshing change. I went ahead and had him hire a Butler, who does way too little for the pay and the nice accommodations provided, I must say. The point is, it doesn't have to be boring to play. Think of the vacations you can have your Sims go on. If money isn't an 'object', so much more is available. Have fun!