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I have heard stories of the Chofetz Chayim avoiding the streets where debtors of his lived. I have also heard that one is not supposed to pressure a debtor, and I was wondering about the halachic basis and extent of this practice.

If a creditor wants the money back from the debtor, what techniques may he use?

A: May he ask for the loan to be repaid (e.g. "Please, can you repay the 35$ I lent you?")?

B: May he ask when the loan will be repaid (e.g. "Do you know when you can repay the loan?")?

C: May he hint at the loan (e.g."So, I have to go pay off a loan right now. It's a good habit, you know.)?

D: May he do nothing to advance to the repayment?

Does the relative amount of the loan (large, small, medium) alter the answer?

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    See Devarim 24:10-13 – Double AA May 13 '16 at 0:29
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    Probably he should specify a due-date in the loan contract. – Daniel May 13 '16 at 3:10
  • He can ask for a mashkon. But he has to go through bais din. I believe pressuring a debtor only applies if he believes the debtor has no money. Otherwise he is certainly allowed to pressure him. @ephraim helfgot – newcomer May 13 '16 at 5:08
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    For someone with a LOT of yiras shomayim: just think that perhaps this person needs the money more than you – user613 May 14 '16 at 13:29

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