Why do we feel guilty for refusing to assist family members when they ask for money? I’ve gotten better at immediately declining, but I still feel like I should help.

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Because we’re human and chances are the family members asking are people we care about. I generally try to help if I can and if there is a good cause and legit plan for repayment but note there is a difference between helping and enabling and that can be a very tricky line to navigate. All depends on facts and circumstances for me. If it’s a true emergency, medical issue or tragedy, I will almost always say yes if I have the money to spare. Shifty cousin wants to pay for studio time or launch a sneaker business, hell to the no every time and I feel no ways about it lol

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Because deep down we know we can and should help?

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Agreed. I grew up as 1 of 7 and we were completely broke.

I obviously wanted to be successful to give myself a better life but also so I could help family when in need (within reason).

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Are they children or elderly? If they are adults they can make decisions to help themselves.

You can’t save everyone or put yourself in a place where you’ll need financial help.

No is a complete sentence.

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It makes sense but will never end.

If I don’t know them too well, or they don’t give me a good reason, my motto is “If they have the nerve to ask, I have the nerve to say no.”

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You feel guilty because you’re a good person and people take advantage of that. The way I think of it are in terms of where my obligations run. I owe an obligation to my wife and to my parents, giving money to anybody else would be charity, no different than if I wear to give it to someone who wasn’t related to me. Viewing it through that lens has helped me keep money and family separate.

It’s one thing to help someone in real need through the goodness of your heart, it’s another to subsidize someone’s lifestyle and poor life choices.

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Because we are called to give. Sometimes, however, giving is enabling and at other times the giver can be getting abused. You have to give according to what people can handle and that has to be done from a cheerful perspective.

I am in the middle I don't mind giving to family if they are close and struggling but I have a huge family and there are ones who ask all the time and don't pay it back and want no accountability for always being in situations. I believe in teaching a man to fish...

Survivors remorse. I’ve decided I’m not lending money anymore but I will give when I have it.

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