"In addition to paying all of her household expenses and anything related to the children, I send Justine $20,000 (after tax) per month for clothing, shoes and other discretionary items."
I guess two lessons HN readers can take from this are:
a) Don't get married if possible. If she was just his girlfriend, this would be only a bad breakup story apart from the kids, which leads to....
b) If you do get married, don't have kids with the person you married if you are having constant interpersonal conflicts with them. Five kids probably turned the divorce pretty messy. No kids + the post-nup she signed might have made it more clean-cut.