I've done a lot of house hunting in my time. When Realtors would hear our joint income, they would try and steer us to some very expensive houses and explain how we could afford it. The deal would include "jumbo" loans and balloon payments, ARM's, and so on. We'd look at the bottom line, the monthly cost of the home and shake our heads "no". We live in a nice, but modest home and don't worry about how to afford groceries.
I've known many people who want the fancy house and the social status it brings. They turn out "house poor". They take on heavy mortgages and can't afford milk for the kids.
Baez seems to be in this second category. I don't think his law firm was running up to speed yet. He wasn't firmly established in the legal community and had just started on bigger cases in 2008, when Casey Anthony came into his life. IMHO, he believed this case would garner big bucks, even though Casey was essentially indigent. Her only assets were the pictures that were sold and the money spent, one way or another.
The combination of buying a home above what was comfortable for him and the enconomic bust, along with less $$ than he expected from the case have put him in a real financial bind.