"Filed for bankruptcy" != "out of money" in the ordinary plebeian sense.
These are the kind of criminals where the judges will let them stay under home arrest in their twenty-bedroom mansion, have their chauffeur drive them around in a car worth more than my entire life savings, etc... because it would be "unconscionable" for them to lose the life that they're accustomed to. I.e.: Affluenza.
Just look at Prince Andrew or whatever he's called now. He raped children and his rightful punishment would be to sit in a jail cell with no access to anything even resembling his lavish digs, instead he's luxuriating in a lifestyle you and I would envy.
I can list far, far more examples of billionaires or mere hundred-millionaires living luxuriously after committing capital crimes or "going bankrupt" than not.
Find me an ex-billionaire living out of a motor home, then I'll cede your point.
> These are the kind of criminals where the judges will let them stay under home arrest in their twenty-bedroom mansion…
Another egregious example of this sort of thing:
> Robert H. Richards IV was convicted of rape, the wealthy heir to the Du Pont family fortune […] received an eight-year prison sentence in 2009 for raping his toddler daughter, but the sentencing order signed by a Delaware judge said “defendant will not fare well” in prison and the eight years were suspended.
https://finance.yahoo.com/news/10-billionaires-went-broke-15...