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Help! Contractors Refusing to Fill W-9 Forms for My Rental Property Business

I recently inherited several rental properties from my father that are held in an S-corp. I've been managing them for about 8 months after he became unexpectedly ill. Still learning the ropes, but one thing I discovered is that I need to collect W-9 forms from contractors doing work on the properties. Most contractors have been fine with providing W-9s, but I'm having major issues with two who've done the most expensive work - a roofer (paid around $33K) and a painter (paid about $21K). One won't return my calls anymore, and the other says he'll give me the W-9 but will never work for me again. They're claiming they "don't work for businesses" and would have never taken the jobs if they'd known I was operating as a business. This seems bizarre since I paid them with business checks each time! They should have known. The worst part is they're insisting that if I file 1099s for the full amounts paid, they'll have to pay "extra taxes." They want me to only report their labor costs, not materials or employee wages (basically just their profit). I know this is completely wrong, but they keep saying their accountant told them this. I have a great CPA, but I wanted to get some feedback on this situation. These contractors are related to each other, which explains the identical responses. I'm a woman in my late 20s dealing with men in their 50s, so I think there's some bias happening here too. I know I'm legally required to file 1099s for the full amount paid regardless of whether they provide W-9s or not. What should I do in this situation?

Aria Khan

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My brother is a contractor and I can tell you exactly what's happening here. They're probably reporting much less income than they actually make, and 1099s make that harder to do. That's why they're pushing back so hard. Send a final written notice (certified mail) stating that you'll be filing the 1099s for the full amount as legally required, whether or not they provide W-9s. Include IRS Form W-9 and a prepaid return envelope. State clearly that failure to provide the information may result in them being subject to backup withholding on future payments. Keep copies of everything. If they still don't provide the W-9s, file the 1099s with whatever information you have (name, address, etc.) and indicate they refused to provide their taxpayer ID. The IRS will handle it from there.

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Gabriel Ruiz

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Thank you for this insight! This makes so much sense. I sent certified letters yesterday with the W-9 forms and return envelopes. I made it clear that I'll be filing the 1099s regardless. I'm documenting everything carefully. It's frustrating because they did good work, but I can't jeopardize my business by failing to comply with tax laws. I appreciate everyone's advice!

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Aria Khan

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You're doing exactly the right thing. Document everything and proceed with filing. The IRS understands that some contractors try to avoid providing this information. As long as you can show you made proper attempts to collect it, you've fulfilled your obligation. The contractors will likely get notices from the IRS requesting verification of the income. That's their problem to deal with, not yours. Stick to your guns - you're in the right here.

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Everett Tutum

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Wait, I'm confused about something - I have a rental property and pay people for repairs all the time. Am I supposed to be collecting W-9s from everyone? Like even the guy who mows the lawn for $50 a week? This is the first I'm hearing about this requirement...

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You need to issue 1099s (and therefore collect W-9s) from non-incorporated contractors who you pay $600 or more in a calendar year. So if your lawn guy is getting $50/week and you've paid him more than $600 total for the year, yes, you should get a W-9 from him and issue a 1099. However, you don't need to issue 1099s to corporations (with some exceptions like attorneys) or for personal payments not related to your business. Since rental properties are considered a business activity, services related to them typically require 1099 reporting when over the threshold.

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Everett Tutum

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Oh crap, I haven't been doing this at all. So all the repair people, the cleaning service, lawn maintenance - if they hit $600 in a year, they need 1099s? What happens if I haven't been filing these for previous years?

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Mei Zhang

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I think everyone's missing something important - if you normally owe $6500 in taxes, and you're retired, why aren't you having taxes withheld from your pension/retirement distributions? That would solve this whole quarterly payment issue. You could increase your withholding for a few months to cover your estimated tax liability for the year, then reduce it back to normal. Withholding is treated as happening evenly throughout the year even if it doesn't, which gives you more flexibility than quarterly payments.

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That's actually a really interesting point I hadn't considered. We do have some taxes withheld from our pension, but not enough to cover everything since we also have investment income. I could definitely increase the withholding amount temporarily. Do you know if withholding is always treated as occurring evenly throughout the year, even if I increase it for just a few months? That could be a much simpler solution than dealing with quarterly payments!

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Mei Zhang

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Yes, that's one of the best "secrets" about tax withholding - the IRS treats withholding as if it occurred evenly throughout the year, even if you withhold it all in December! This is very different from estimated payments, which must be made quarterly. So you could increase your pension withholding for a few months to cover your entire expected 2024 tax liability, and the IRS will treat it as if you made timely payments throughout the year. This is completely legitimate and often the simplest solution for retirees. Just contact whoever administers your pension and ask them to temporarily increase your withholding rate. Much easier than dealing with quarterly payments and potentially having to file Form 2210.

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The withholding strategy mentioned by Mei Zhang is absolutely brilliant and often overlooked! I'm a retired tax preparer and this was one of my favorite solutions for clients in similar situations. Since you're already having some taxes withheld from your pension, you can simply contact your pension administrator and request a temporary increase in withholding to cover your expected 2024 tax liability (around $6,500 based on your normal income). You could even have them withhold the entire amount over just a few months if that works better for your cash flow. The beauty of this approach is that it completely eliminates the need for quarterly estimated payments AND provides automatic Safe Harbor protection. The IRS will treat that withholding as if it occurred evenly throughout the year, so you won't need to worry about Form 2210 or any penalty calculations. This is much simpler than trying to convince your accountant about annualized income methods or dealing with the complexity of estimated payments after a one-time inheritance. Just increase withholding temporarily, then reduce it back to normal once you've covered your expected tax liability for the year.

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Hugo Kass

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Anyone else notice the verification process is way more strict this year? Had to upload like 10 different documents smh

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Nasira Ibanez

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fr they asked for my first born child and blood type too 🀣

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Teresa Boyd

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Been stuck with code 810 for 8 weeks now after completing verification through id.me. Called the hotline last week and they said everything looks good on their end, just waiting for the system to process. The waiting game is brutal but at least we're not alone in this! Keep checking your transcripts every Friday morning - that's when most updates seem to happen.

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Friday mornings - good tip! I've been checking randomly but that makes sense. Week 6 here and getting antsy but your post gives me some hope that things are still moving even if slowly. Did they give you any kind of timeframe when you called?

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Omar Farouk

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They just said the standard "9 weeks from verification date" but the rep seemed pretty confident it would move soon since all my docs were approved. Fingers crossed for both of us! 🀞 The Friday morning thing I learned from lurking on other tax forums - seems like IRS batch processes updates overnight Thursday into Friday.

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Military spouse here too! I completely understand the stress of needing that refund before deployment. I went through the exact same thing two years ago when my husband was getting ready to leave. The 4883C letter actually means you're on the right track - it's their way of saying "we just need to make sure it's really you before we send your money." Here's what worked for me: I did the online verification through ID.me (much faster than calling), and it took about 20 minutes. Make sure you have your Social Security card, driver's license, and a copy of your tax return handy before you start. After I verified, my refund came in exactly 18 days. The TC 810 will stay on your transcript until they complete the verification process, then it should update pretty quickly. Since you're dealing with a deployment timeline, I'd definitely recommend doing the online verification ASAP rather than trying to call. The phone lines are brutal right now. You WILL get your refund - this is just a speed bump, not a roadblock. Hang in there! πŸ’ͺ

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Natalie Khan

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Military families definitely get hit with these identity verification requests more often - I think it's because of the frequent moves and address changes that trigger their fraud detection systems. The good news is that the 4883C letter with a control number means they have a specific process set up for you, which is much better than some of the other freeze codes that have no clear resolution path. Since your husband deploys soon, I'd prioritize getting this done this week if possible. The online ID.me verification is definitely your fastest option - have your Social Security card, driver's license, and a copy of your 2023 tax return ready before you start. Some people also need a utility bill or bank statement, so grab those too just in case. After you verify, your transcript should update within a few days to show progress, and then refunds typically issue within 2-3 weeks. The timing should work out for you if you act quickly. Once you're verified in their system, future years should be smoother. Good luck, and thank you both for your service! πŸ‡ΊπŸ‡Έ

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This is really helpful, thank you! I'm also military and just got a similar letter last week. Quick question - when you say have your tax return ready, do you mean just the first two pages or the entire return? And did you need to upload any documents during the ID.me process, or was it more like answering verification questions? Want to make sure I have everything prepared before I start.

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Received bizarre IRS non-filing verification letter dated 02/27/2025 for 2025 taxes with tomorrow's date and suspicious website - identity theft concern?

I just got this weird letter from the IRS saying they received a request for verification of non-filing on March 1, 2025 (which is tomorrow!) for my 2025 tax return. The letter is from the Internal Revenue Service, United States Department of the Treasury in PHILADELPHIA, PA 19255-1498. The letter is dated 02-27-2025 and says "Information About the Request We Received: On February 28, 2025, we received a request for verification of non-filing of a tax return. As of the date of this letter, we have no record of a processed tax return for the tax period listed above." The tax period they're referring to is December, and it's for a 1040_SERIES return. This makes absolutely no sense. I haven't even filed for 2025 yet because we're still in the filing season. I don't understand how they could receive a request dated for yesterday (February 28), and why anyone would be requesting verification that I haven't filed. The letter says "If you have any questions, you can call 800-829-1040" but I wanted to check here first. Is this some kind of scam? The website at the bottom says "sa.www4.irs.gov" which seems weird to me - shouldn't it just be irs.gov? Has anyone seen something like this before? EVERY SINGLE YEAR there's some kind of issue with my taxes and I'm so tired of this nonsense. Why would someone be requesting verification of my non-filing status? Should I be worried about identity theft?

Mei Liu

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You need to find out who requested this verification. Most common requestors: - Mortgage lenders - Student loan servicers - Financial aid offices - State benefit programs (SNAP, Medicaid, etc) - Court-ordered proceedings (child support, bankruptcy) Call the IRS at 800-829-1040 and specifically ask who requested the verification. They should be able to tell you.

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Myles Regis

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That future date is definitely a red flag, but I've seen this before with IRS system glitches. The fact that you mentioned applying for mortgage pre-approval 2 months ago is likely your answer - lenders routinely request verification of non-filing directly from the IRS as part of their underwriting process, often without explicitly telling borrowers they're doing this. The "sa.www4.irs.gov" subdomain you mentioned is actually legitimate - it's one of their secure application servers. However, I'd still recommend calling the IRS directly at 800-829-1040 (look up the number yourself, don't use what's on the letter) to confirm they sent this and to ask specifically who requested the verification. Also, try creating an account on irs.gov to access your tax transcript online. If you can't access it or see any suspicious activity, that would be a bigger concern than this letter with the weird date.

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