My [27F] boyfriend [29M] won $40k, now is in financial trouble. Should I help him?
My boyfriend (29M) and I (27F) are in a bit of a mess and I could use some outsider perspectives. About six months ago, he won big at the casino, around $40k. We were over the moon! He splurged a bit, got himself some cool stuff, and was really sweet to buy me some pretty lavish gifts too.
The issue is, he wasn’t aware that he needed to set aside money for taxes on his winnings. We’ve just been hit with the reality that he owes a hefty sum in taxes, and if he can’t pay, he’s looking at having to sell his car among other things.
He’s asked for my help to cover the tax bill, either by loaning him money or finding some other financial solution together. I’m torn. On one hand, I want to help him because he’s my partner and I love him. On the other hand, it feels a bit unfair since it was his decision to gamble and then spend the money without considering the consequences.
Should I help him out financially? Or is this a moment where he needs to figure it out on his own to learn from it? Any advice would be greatly appreciated.