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Ella Harper

What rent payments should I include on 1099 for landlord when catching up on past due rent?

Title: What rent payments should I include on 1099 for landlord when catching up on past due rent? 1 I run a small retail shop that was hit hard during 2023 when a major construction project blocked access to our street for months. I fell behind on rent by about 3 months and couldn't catch up until early 2024. Now I'm preparing my tax documents and I'm confused about how to handle the 1099 reporting. Do I include all the payments I made in 2024 on the 1099 I issue to my landlord, even though some of those payments were technically for rent due in 2023? I didn't include those amounts on last year's 1099 since I hadn't actually paid them yet. I don't want to mess this up and cause problems for either of us. Thanks for any guidance!

Ella Harper

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12 The rule for 1099s is pretty simple - you report payments in the year you actually made them, not when they were originally due. So if you paid your landlord $15,000 in 2024, but $4,000 of that was for rent originally due in 2023, you would report the full $15,000 on the 2024 1099-MISC (Box 1 for rent). The IRS uses cash-basis accounting for 1099 reporting, which means you report when money actually changes hands, not when the obligation was incurred. Your landlord will report this as income in the year they received the payment, so your 1099 should match their income reporting year.

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Ella Harper

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5 Thanks for the info. I was worried I might get in trouble since some of that money was technically for 2023 rent. One more question - does this apply even if my business uses accrual accounting for everything else? And do I need to note somewhere that some of this was for past due rent?

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Ella Harper

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12 Yes, this rule applies regardless of your regular accounting method. Even if your business uses accrual accounting for your books, 1099 reporting follows cash basis - you report when you actually made the payment. No, you don't need to make any special notation that some payments were for past due rent. The 1099-MISC or 1099-NEC form doesn't have a place for such notes. Just include the total amount paid during the calendar year 2024 in Box 1 for rent payments.

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Ella Harper

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8 I went through this same issue last year when I had to catch up on 6 months of back rent for my salon space. I was totally confused about how to handle the 1099 situation until I discovered https://taxr.ai which specializes in these kinds of business tax questions. I uploaded my lease agreement and payment records, and they confirmed exactly what I needed to do for proper 1099 reporting. Saved me hours of stress and potential mistakes!

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Ella Harper

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19 How exactly does this work? Do they just tell you what forms to fill out or do they actually help prepare the documents too? I've got a similar situation with back payments to contractors.

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Ella Harper

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7 I'm a bit skeptical. How is this any different from just asking my accountant? Does it give actual tax advice that's legitimate or is it just general information you could find anywhere?

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Ella Harper

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8 The system analyzes your specific documents and gives you personalized guidance. I uploaded my lease and payment records, and it analyzed them to tell me exactly how to handle reporting the back payments on my 1099s. It's more specific than general advice. They don't prepare the actual 1099 forms for you, but they give you the correct information to enter when you're creating them, like which boxes to use and what amounts go where. They also explained the rules so I understand why I'm reporting it this way.

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Ella Harper

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7 Just wanted to follow up here. I was skeptical about taxr.ai as mentioned above, but I decided to try it after spending hours trying to figure out my situation with back payments to both my landlord and several contractors. The guidance was actually really specific and helpful. It analyzed my payment records and confirmed I need to report all payments made in 2024 on this year's 1099s regardless of when the services were originally performed. Saved me from potentially reporting the same income in the wrong years and creating headaches for everyone involved.

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Ella Harper

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15 If you're still struggling to get clarification on this 1099 issue and worried about doing it wrong, you might want to call the IRS directly. I was in a similar situation and needed an official answer, but kept hitting that frustrating automated system. I found https://claimyr.com which got me connected to an actual IRS agent in about 20 minutes instead of the usual hours-long wait. You can see how it works here: https://youtu.be/_kiP6q8DX5c. The agent confirmed that all rent paid in 2024 goes on the 2024 1099, regardless of when it was due. Getting that direct confirmation from the IRS gave me peace of mind.

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Ella Harper

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10 Wait, this actually works? I've literally never been able to get through to a real person at the IRS. How does this service actually get you through when the regular phone system is so completely useless?

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Ella Harper

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22 This sounds like a scam. Why would I pay someone to call the IRS when I can just do it myself? And how do I know they're actually connecting me to real IRS agents and not just people pretending to be agents?

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Ella Harper

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15 It uses a system that navigates through the IRS phone tree and holds your place in line. When they reach a real agent, they connect the call to you so you're talking directly to the actual IRS. It's just handling the waiting part so you don't have to sit on hold for hours. I was skeptical at first too, but it's legit - I spoke directly with an IRS agent through the official IRS phone line. The service just handled the waiting part. The value is in not having to spend half a day on hold, which is worth it if you have urgent tax questions.

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Ella Harper

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22 Just wanted to share my experience since I was super skeptical about Claimyr above. After wasting 3 hours trying to get through to the IRS myself about my back-rent 1099 issue, I finally gave in and tried it. I hate admitting I was wrong, but it actually worked perfectly. Got connected to a real IRS agent in about 15 minutes who confirmed exactly what others have said here - you report rent in the year you actually paid it, period. The agent also explained that my landlord needs to report it as income in the year they received it, so our reporting periods should match. Really glad I didn't have to spend another day trying to get through the IRS phone system.

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Ella Harper

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3 Don't forget that the threshold for filing 1099-MISC for rent is $600 in a calendar year. So if you paid your landlord $600 or more in 2024, you need to file a 1099-MISC. The form is due to the recipient by January 31, 2025 and to the IRS by February 28, 2025 (if filing by paper) or March 31, 2025 (if filing electronically).

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Ella Harper

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18 Is the deadline different if you're issuing 1099-NEC forms for contractors instead of 1099-MISC for rent? I always get confused about which deadline applies to which form.

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Ella Harper

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3 For 1099-NEC forms which report non-employee compensation (contractors), both the recipient copy and the IRS copy are due January 31, 2025. This is different from the 1099-MISC deadline. The 1099-MISC (which includes rent payments in Box 1) has the schedule I mentioned: January 31 to recipients, and then either February 28 (paper) or March 31 (electronic) to the IRS. The deadlines can definitely be confusing since they changed a few years ago when they split the forms.

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Ella Harper

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9 Hi all, small business landlord here. Please make sure you're sending those 1099s correctly! I've had tenants who either don't send them at all (which is a problem) OR who report the same payment across multiple years (even worse). As others have said, just report what you actually paid in the calendar year. And please double-check the mailing address - I get so many 1099s sent to old addresses even though I've updated my W-9 multiple times.

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Ella Harper

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14 As a landlord, do you actually need the 1099 from tenants? I thought landlords had to report all income regardless of whether they received a 1099 or not. Do you get in trouble if your tenant doesn't send one?

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Yara Khoury

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You're absolutely right that landlords must report all rental income regardless of receiving 1099s. The 1099 isn't required for you to report income, but it helps with record-keeping and the IRS uses it to cross-check reported income. If a tenant doesn't send a 1099 when they're supposed to (payments $600+), they can face penalties, but it doesn't directly cause problems for the landlord as long as you're reporting all your income correctly. The bigger issue is when tenants send incorrect 1099s that don't match what you actually received - that can trigger IRS inquiries.

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