Though not about family, this seemed like an appropriate place to put my story. My housemate has no money sense. They earn $120k per year, depending on their overtime, and live in a moderate cost of living area. The expenses I know of are 10k/year for child support, 50K truck (bought on credit) which is their 3rd vehicle in 2 years, 20K in credit card debt, 10k/year for rent/utilities.
The rest of the money must go to taxes, toys, travel, and stupid stuff. The memorable purchase was the 4 copies of the same popular classic novel so that they could have one to read at home, one to keep at work, the e-book for their phone, and the leather bound collector’s edition. Then there was the $500 on the bike that never left the house. They’ve also spent a bunch of money for gym equipment when they work literally across the street from a gym they could go to for free.
I recently overhear them talking to a team-mate in an online FPS about their job and salary. “I’m not rich, sure I make more, but I have a lot of expenses”. The old, I don't have money because I spend it all excuse.
I give them no sympathy since I have the same living situation and get by quite well spending about 20K/year.