I've read his book, my wife bought it. A lot of random rambling in that book, he never really gets to the point, but here is a short summary for you guys.
"If you want to succeed, keep trying to open a successful business until you succeed. And don't waste money on things that will not provide returns. And if you really suck at it, your last bet is to find a wealthy wife, but don't count on it."
I think Orman is a bad adviser because she obtained money in a very unusual fashion: Apparently at 19, while working in a bakery, some random dude apparently gave her $10k in 1980. She opened up her own bakery, which apparently failed as/after she got ripped off by a financial adviser, then sued the financial firm, then got a job as a financial adviser. Her basic fortune basically came from getting a gift from a stranger, and then a lawsuit. She also has no children.
One of those people that had a lot of money by their mid twenties and never "really couldn't afford" anything, telling people their problem is buying things. Harangue some Caller for spending $5 on a Happy Meal for their kids after they worked 60 hours at two jobs and are tired and wanted to make their kid happy, while she doesn't blink an eye dropping $100 on a dinner type.