I worked for a bankruptcy atttorney in the early part of the prior decade. In going through his files, I was surprised to learn that a local Witness family had filed bankruptcy. I believe they had filed repeatedly, but it's been so long I can't really remember.
It stood out because the family was known for living well outside their means. They were always dressed in the latest fashions, drove new cars, etc. I don't beleive the father was ever an elder and as far as I know all the kids have since left "the truth." One of the sons later became known for having a habit of filing lawsuits as a result of various car/industrial accidents.