R
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I regret not setting repayment rules when I lent my uncle money.

Now our relationship is hurt because we never had that awkward money talk.
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3 Comments
baker.riley
Honestly, setting up official rules with family can ruin the trust way more. A signed paper or some strict payment plan turns a kind help into a cold business deal. My cousin would have been so insulted if I handed him a contract, like I didn't believe he was good for it. Sometimes the relationship damage comes from treating them like a bank client, not from the lack of a plan. You gotta ask if you really helped someone or just gave them a new bill to pay.
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henderson.mason
Yeah, tell that to @masonpark's buddy who now gets the cold shoulder with his turkey. Guess the bill came due in awkward silence instead of cash.
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masonpark
masonpark1mo ago
That point about trust being ruined by official rules really hits home. My buddy loaned his sister cash for a busted transmission. He skipped the awkward talk to keep things friendly. Six months later, when he brought it up, she acted shocked and said she saw it as a family gift. Their holiday dinners have been super tense ever since. Sometimes not setting rules does more harm than good.
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