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Connor O'Brien

If you deduct a non-business bad debt on Schedule D, are you required to issue that person a 1099-C?

I lent my cousin $8,000 two years ago to help him start a small landscaping business. He signed a promissory note agreeing to pay me back within 18 months, but he's completely ghosted me since then. His phone is disconnected, moved out of his apartment, and nobody in the family knows where he is. I've accepted I'm never getting that money back and want to claim it as a non-business bad debt on my Schedule D for this tax year. But now I'm wondering - do I need to issue him a 1099-C like businesses do when they forgive debt? I know when I pay contractors I have to send them 1099-NECs, so wasn't sure if something similar applies here. I've tried googling but getting mixed answers. Some sites say only financial institutions and businesses need to do 1099-Cs while others make it sound like anyone canceling debt needs to. Anyone know for sure what the IRS requires for individual lenders claiming bad debt deductions?

You don't need to issue a 1099-C in your situation. The 1099-C reporting requirement generally applies to certain financial institutions and businesses that regularly lend money or extend credit, not to individuals making personal loans like yours. When you claim a non-business bad debt deduction on Schedule D, you're essentially treating it as a short-term capital loss. This is different from a business writing off a bad debt as a business expense. The 1099-NEC comparison isn't quite right - those are for reporting payments you made to someone for services, while a 1099-C reports debt forgiveness (which is considered income to the person whose debt was forgiven). To claim the bad debt deduction properly, you'll need good documentation showing the loan was legitimate (your promissory note helps), that you've made reasonable efforts to collect, and that the debt has become worthless. The burden of proof is on you if the IRS questions the deduction.

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Thanks for the clarification! One follow-up question - does the IRS have specific criteria for what counts as "reasonable efforts to collect"? I've sent texts, emails, and even had family members try to reach out. Is that enough or do I need something more formal like a demand letter? Also, the debt became worthless sometime last year when he disappeared, but I'm just now learning I can claim it. Can I still deduct it for this tax year or should I have claimed it last year?

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For reasonable collection efforts, what you've described would generally be sufficient for a personal loan situation. The IRS wants to see that you made genuine attempts to collect before writing it off. Your texts, emails, and family outreach attempts should qualify. Keeping records of these attempts (screenshots of texts, copies of emails) is good practice in case of questions later. As for timing, you should claim the bad debt deduction in the year it actually became worthless - which sounds like last year in your case. The IRS is strict about this timing. If you're certain it became worthless last year, you technically should have claimed it then. You might need to file an amended return for last year rather than claiming it this year. However, if you can make a case that you only determined it was truly uncollectible this year, you may be able to claim it now.

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How accurate is this thing? I've got a similar situation but with a former friend who borrowed $5k and then blocked me everywhere. I'm worried about claiming it wrong and getting flagged for an audit.

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Does it work for other kinds of "weird" tax situations? I have some cryptocurrency losses I need to report but the whole thing is confusing with all the different exchanges and wallets.

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I found it extremely accurate - it referenced specific IRS publications and even court cases that established precedent for individual lenders. It basically confirmed what my accountant told me but with more detailed explanation. It helped me feel confident when filing and I didn't get any questions from the IRS. For cryptocurrency, yes absolutely! That's actually another thing I used it for last year. It helped me sort through my various crypto transactions across different platforms and categorized what counted as like-kind exchanges versus taxable events. It even has specific templates for NFTs and DeFi transactions which saved me a ton of headaches.

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Just wanted to follow up and say I tried https://taxr.ai after reading about it here. I was skeptical at first but it was incredibly helpful with my bad debt situation! I uploaded screenshots of our payment app transfers and text messages about the loan, and it confirmed I could deduct it as a non-business bad debt without issuing a 1099-C. The coolest part was that it gave me a customized explanation I could include with my tax filing that explained why this qualified as a legitimate bad debt deduction. Much better than the generic advice I was getting elsewhere online. Definitely worth checking out if you're in a similar situation!

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If you're still trying to track down your cousin for the 1099-C question (even though you probably don't need to issue one), you might want to try https://claimyr.com - I had a similar situation but needed clarification directly from the IRS about how to document everything properly. I spent DAYS trying to get through to the IRS on their helpline with no luck. Claimyr got me connected to an actual IRS agent in about 15 minutes! You can see how it works in this video: https://youtu.be/_kiP6q8DX5c The agent confirmed that individuals don't need to issue 1099-Cs for personal loans and explained exactly what documentation I needed to keep with my tax records. Saved me from potentially making a mistake on my Schedule D filing.

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How does this actually work? Do they have some special backdoor into the IRS phone system? Seems kinda sketchy tbh.

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Yeah right. I've tried EVERYTHING to get through to the IRS and nothing works. They put you on hold for 2+ hours and then disconnect you. I'll believe this works when I see it...

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No backdoor - they use an automated system that continually calls the IRS and navigates the initial menu options for you. When a spot in the queue opens up, they immediately connect you with the IRS. It's basically doing all the waiting and redial work for you. Nothing sketchy about it - they just found a way to make the existing system more efficient. I was super skeptical too! I had tried calling the IRS four separate times and got disconnected after waiting over an hour each time. With Claimyr, I got a text when they secured a spot in the queue, and I was speaking with an actual IRS representative within minutes after that. Completely changed my perspective on dealing with tax questions. They don't answer the tax questions themselves - they just get you through to the actual IRS faster.

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I feel like an idiot for my skepticism about Claimyr in my earlier comment. I decided to try it this morning out of desperation, and I'm shocked to report it ACTUALLY WORKED. Got connected to an IRS agent in about 20 minutes after weeks of failed attempts on my own. Not only did I get confirmation about the 1099-C question (definitely don't need to issue one as an individual), but I also got clarity on documenting my bad debt situation. The agent explained I need to keep evidence showing a genuine debt existed (like promissory notes or bank transfers) and proof I tried to collect. Super helpful and I never would have gotten this info otherwise!

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It's important to note that just because you don't need to issue a 1099-C doesn't mean there aren't other requirements. Make sure you attach a statement to your tax return explaining the bad debt deduction - including the name of the debtor, amount of the debt, and why you determined it became worthless this year. The IRS looks closely at these deductions. Also remember that non-business bad debts are treated as short-term capital losses on Schedule D, which means they're subject to the capital loss limitations. You can only offset capital gains plus up to $3,000 of ordinary income per year.

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Do you know if you have to use a specific form for that statement or can it just be a typed explanation? And does it count as a short-term capital loss even though I made the loan 3 years ago?

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There's no specific IRS form for the bad debt statement - a typed explanation is fine. Make it detailed but concise, clearly stating the facts of your situation. Include dates, amounts, and specific actions you took to try to collect. Many tax software programs have templates for this or allow you to attach a PDF statement. Yes, non-business bad debts are always treated as short-term capital losses regardless of how long ago you made the loan. It doesn't matter if the loan was outstanding for 3 years or 10 years - the IRS considers it short-term for tax purposes. This is actually disadvantageous compared to long-term capital losses since it doesn't qualify for the lower long-term capital gains rates. The timing that matters is when the debt became worthless, not when it was created.

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If your cousin ever resurfaces and pays you back after you've claimed the bad debt deduction, you'll need to report that as income in the year you receive it (to the extent you received a tax benefit from the deduction). Just something to keep in mind.

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Is there a time limit on this? Like if the cousin shows up 10 years later, do you still have to report it?

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This happened to me! I claimed a bad debt from my ex-business partner and then 3 years later they paid me back unexpectedly. Had to include it on my taxes that year and it messed up my expected refund :

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I'm dealing with a similar situation right now - lent money to a family member who disappeared. One thing I learned from my tax preparer is that you should also keep records of any attempts to locate the debtor, not just collect from them. Screenshots of failed texts, returned mail, even notes about conversations with mutual contacts can help establish that the debt truly became uncollectible. Also, make sure you have clear documentation that this was actually a loan and not a gift. Bank records showing the transfer, any written agreements (even informal ones), and evidence that repayment was expected are crucial. The IRS sometimes challenges these deductions by claiming they were really gifts to family members. Having that promissory note you mentioned puts you in a much better position than most people in this situation.

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