Remember we’re probably not talking about a single person, but an company. His company is likely over valued because of how famous his books/seminars are. And yes, while he probably has real estate, it’s probably not the same business. When they come after him, they probably hit one side of the business and not the other.
It’s very possible someone gave him a ton of loans that are undeserved because they overvalued the names. We see it all the time in the stock market.