LowlyPion said:
Bankruptcy is a better course.
But enabling his problems with continual loans only makes them your problems and he has no reason to change.
Agreed. If he just got back from a vacation, then it's NOT to the point where he has no other recourse anyway. He somehow afforded his vacation. It's time for him to sit down and figure out a way to save up enough to pay off his existing debts and to stop incurring additional ones.
If the jet ski is still not paid off either, he still can sell it. Though, it likely won't help pay off other debts, he can get out from under that one. He could at least sell it for whatever he still owes on it. The bank can transfer the title to the new owner or new loan holder, however that works. He just has to let any buyer know that's the situation so they realize he won't have the title to hand over the day they pay. If he's not paying loans on things like jet skis, he can start using that money to pay off other debts.
It sounds like now IS the time to put your foot down and get him back to financial stability, because it WILL get worse, and he's still at a stage where he can get out of the mess with some hard work. Instead of taking vacation time, he should be taking a second job if he has a lot of outstanding debts too.
You're going to have to be tough with him, no way around it. You're not going to abandon him as a brother, you're just not going to let him dig himself into a deeper and deeper hole with no plans to ever get back out. Sit him down, find out exactly what he's earning each month, exactly what he owes in outstanding loans (including ones to you), work out a budget of what he needs to pay every month for essentials...rent, utilities, food, and figure out if he should be able to pay, or if he needs to find more income. Then help him figure out a plan of action. Does he need to move to a smaller home/apartment to reduce his rent/mortgage? Does he need to get a second job? Does he just need to stop buying frivolous things? Which debts need to get paid first? Get the higher interest rate things paid off first, and work down a list. If there are some low interest rate loans he can't pay off yet, just make minimum payments on them to keep his credit record free of delinquent payments, while making larger payments to pay off high interest rate ones, then once those are paid off, focus on the next set, and so on. Start making him track every penny he spends and report it back to you so you can help keep him on track.