Clever Ways To Get Someone To Pay Back the Money They Owe You

Clever Ways To Get Someone To Pay Back the Money They Owe You

When you loan money to friends or family, it’s often done with good intentions and the expectation of eventual repayment. But let’s face it – getting that money back can be trickier than you ever imagined. Before resorting to threats or legal battles, there are clever and effective ways to approach this sticky situation.

1. The direct (but polite) reminder

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Before launching into advanced tactics, let’s start simple. Sometimes, people genuinely forget due dates or mismanage their finances. A gentle reminder like, “Hey, just wanted to check in about that $100 I loaned you last month. Any idea when you can pay me back?” is clear without being overly aggressive.

2. Offer up a payment plan

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If paying you back in full right away isn’t realistic for the person who borrowed money from you, suggest they pay you back in installments. Having a structured plan with clearly defined amounts and dates brings focus and avoids that sinking feeling of the debt dragging on indefinitely.

3. Barter it out

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If actual cash is scarce, see if there’s something of value they can “pay” you with. Do they have skills you lack? Could they provide childcare, do yard work, or help you with a job you need doing in exchange for reducing the amount they owe you? This offers flexibility and allows both of you to win.

4. Create a sense of urgency

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Phrases like “I was hoping to use that money to (put towards a bill/make a necessary purchase)” can be pretty effective (so long as the borrower is actually a decent person who cares about you/your relationship). It shows them that you need your money ASAP without demanding instant repayment. This gently highlights the real-world impact how their delay impacts you.

5. Get it in writing

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This might seem drastic for smaller sums or close friends, but it guarantees everyone’s on the same page. Creating an informal agreement outlines the amount, date lent, and proposed repayment plan. This is crucial if tension starts to emerge, and it can protect you down the line if things get nasty.

6. “Accidentally” split the bill with them

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Next time you go out to eat or grab coffee, “forget” your wallet as if it were genuine oversight. When the bill arrives, you can casually remind them “Oh, and you can add in that $50 for now so I owe you less overall.” This reframes the debt within a new, neutral context.

7. Enlist some help

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Is there a mutual friend or family member both of you trust? Sometimes, having a third party mention the unpaid loan adds a level of social pressure without getting personal. This strategy works best when that extra nudge won’t jeopardize either of your relationships.

8. Appeal to their empathy

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Having a frank conversation about your own financial situation can sometimes strike a chord. Saying something like “Things have been unexpectedly tight for me lately” or “That money would really help me with an upcoming expense” frame the situation as needing help, not simply chasing overdue debt. Again, you really shouldn’t need to do this — they should just pay you what they owe you —  but desperate times call for desperate measures!

9. Use social media to your advantage

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This subtle approach works best for smaller amounts and those prone to saving face. Publicly posting a lighthearted meme or article about how friends always repay favors lets them privately “get the message” without the awkwardness of a direct confrontation. Sure, it’s a little passive-aggressive, but if it works, does it matter?

10. Use the “pay it forward” method

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If repayment in cash truly isn’t possible, this is a meaningful solution (assuming you can afford it and are cool with it). Suggest they cover a future coffee or small purchase for you with the explanation, “Instead of paying me back, how about you ‘pay it forward’ and get the next round?” This allows them to feel generous while symbolically reducing the debt they owe.

11. Link repayment to a future event

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A casual, “Hey, when you get paid from that freelance gig, can you get me back the $40 I loaned you? I want to treat myself to [something small and specific]” ties repayment to a tangible reward they’re getting as well, reducing the feeling of “taking away” their earnings.

12. Be consistent with your follow-ups

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It’s okay to (calmly) repeat yourself once the agreed-upon payment date passes. Don’t become a nag, but also don’t feel ashamed to follow through consistently until things are resolved. Phrases like, “Just checking in again on that – can I expect it within the next week?” show you’re serious without being accusatory.

Jeff graduated from NYU with a degree in Political Science and moved to Australia for a year before eventually settling back in Brooklyn with his yellow lab, Sunny, and his girlfriend, Mia. He works in IT during the day and writes at night. In the future, he hopes to publish his own novel.