DB has a history of money troubles.
About a year ago, he asked for a loan, but paid it back as per the agreed schedule. However this has seemingly opened him up the idea that we have plenty of spare money.
He recently asked for another and due to pay the first instalment next week. We outlined that if there was ever a non payment, a loan would never happen again.
Now he’s asked for more, citing a loan from work leading to an impending money audit and getting money from the ‘wrong’ people.
Technically we could afford to lose it, but not without consequences. I don’t know how to respond
He clearly needs help, but how do you get it? He has stressed it needs to be a secret (from his partner - who he has a son with, and our DM). Is it’s reasonable to say, yes but only if you get some kind of help and open up to the family?
The logical part says giving him money is just kicking the can down the road, but obviously the reality of jobs, whoever these wrong people are and the impact on his family muddy the waters.
(We are from a not great area - coastal, poor economy and high amounts of drugs. I’m the only family person who got out, so it is true regarding dodgy characters in our home town)