Aside from the basic, ought-to-be fundamental facts that money and looks shouldn't top a person's list of priorities RE what they look for in another person, I can think of a few TMF members who didn't exactly ski smoothly past the ugly tree with a giggle and a wink themselves.
Additionally, the only difference I see between Rosie and any other televised celebrity is that she's being honest. I'd rather know what people are feeling about me than have it sugarcoated.
Maybe there's something I'm missing; I don't exactly keep up with the news, entertainment, or entertainment news, lately, and I haven't watched Rosie much. I just got a good first impression from the one episode of her talk show that I witnessed. People do, however, seem to be unduly harsh towards her, and I can't see much of a difference between her and many other equally obnoxious celebrities save that most of them are younger and more... conventionally, attractive.