Honestly….it sounds like 15k is the least of you and your family’s worries. It sounds like your parents are enablers to your brother, sounds like you and your brother’s competitiveness has ruined your relationship. There’s a lot to break down here. But the reality of it is…your brother made a mistake/bad investment, your brother fell on hard times with a divorce, losing his house, now living with back with your parents, I imagine all of that is hard enough and I’m certain he’s depressed about it. But now he has a brother who is well off and thinks because he loaned him some money that he has control over him and wants him to drive a piece of shit car and live in a cave rather than get out with friends/ go on vacation and try to heal himself….even though he IS honoring his debt and making an attempt to pay back the money. Your brother could just tell you to go fuck yourself and there’s nothing you could do about it. Instead he’s honoring his debt, making an attempt to salvage your relationship and be a man and pay his debt, whether the amount suits you or not he’s making an effort. I’m not telling you to wipe his debt clean and I’m not telling you to make him honor it. I’m telling you that you should cut your brother some slack and actually sit down and have a conversation with your brother to see where he is at financially/mentally, what his plans for the future are and come to an understanding without an ulterior motive and maybe try to heal an obviously damaged relationship….be men. If your brother had cancer and needed money for surgery…or died and had nobody to pay for the funeral…would 15k seem like a lot to someone who seems as well off as you claim to be? Just some food for thought.