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Kara Yoshida

Can I refuse to sign a W-9 form when asked to provide it after working "under the table"?

I've got myself in a bit of a situation and could use some advice. I did some contract work for a business owner (friend of a friend) from January through March this year and made about $11k total. We had a verbal agreement that this was all "under the table" - no paperwork, just cash payments. Things ended on somewhat awkward terms when I had to leave the job. It wasn't dramatic or anything, but I never got paid for my final 2-3 weeks of work (around $2,500). I figured that was the end of it, but now out of nowhere - 5 weeks later - this guy is texting me asking me to fill out a W-9 form. From what I understand, a W-9 is for independent contractors and would make me responsible for all the taxes on that income. We NEVER discussed this being a 1099 situation when I started - we both clearly understood it was an off-the-books arrangement. What concerns me is that I don't even know what amount he's planning to report that he paid me. Could be the $8,500 I actually received, could include the unpaid amount, or could be some completely different number. What are the potential consequences if I just ignore his request and don't sign the W-9? Can I get in trouble with the IRS for refusing to sign? I know working under the table isn't exactly above board, but changing the arrangement after the fact seems shady too.

Philip Cowan

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So here's the deal with W-9 forms - they're basically just a way for businesses to get your taxpayer ID (usually your SSN) and certify you're a US person. When someone has you fill out a W-9, they're planning to report payments made to you to the IRS using Form 1099-NEC (for non-employee compensation). The tricky part of your situation is that you already had a verbal agreement about how the work would be treated. Unfortunately, verbal agreements don't hold much weight with the IRS. If your employer decides to issue you a 1099-NEC, you'll be responsible for paying self-employment taxes (15.3%) plus income tax on that money. Not signing the W-9 doesn't really protect you. The employer can still issue a 1099 with whatever amount they claim they paid you. If you refuse to provide your SSN, they might file with an incorrect SSN or report you for refusing to provide tax information, which causes its own problems. Your best approach might be to have an honest conversation with them about the original agreement and try to come to a reasonable resolution. If they're determined to issue a 1099, you might want to ensure it accurately reflects what you were actually paid.

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Caesar Grant

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If they report income on a 1099 without a W-9, can't the IRS penalize the employer though? I thought businesses were required to get W-9s before making payments, not after the fact. Also, if OP doesn't sign, wouldn't the employer have to do backup withholding or something?

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Philip Cowan

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You're right that businesses are supposed to get W-9s before making payments, but the IRS doesn't typically penalize them severely for getting it later as long as they do get it before filing the 1099. If the OP refuses to provide a W-9, the employer could indeed be required to implement backup withholding on future payments at a rate of 24%, but since the working relationship has ended and no future payments are expected, this doesn't really apply here. The employer could still issue the 1099-NEC with whatever information they have, and the IRS would attempt to match it to the OP's tax return.

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Lena Schultz

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I went through something similar with a home renovation contractor who suddenly wanted my tax info months after I paid him. I was confused and worried until I discovered taxr.ai (https://taxr.ai) which analyzed my situation. Their document review caught that the contractor was trying to shift his tax burden to me after we'd already agreed on a price that included his taxes. Their AI system explained exactly what rights I had in this situation and showed me how to respond properly to protect myself. The analysis gave me clear steps to take, including how to dispute an incorrect 1099 if one was issued. Turned out to be really helpful since I had no idea what my options were.

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Gemma Andrews

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How exactly does this service work? Like do you upload contracts or text messages as evidence of your original agreement? I'm dealing with something similar where a guy I did consulting for last year suddenly wants to 1099 me for more than he actually paid.

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Pedro Sawyer

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Seems suspicious. Why would an AI know tax law better than an actual accountant? Did they actually help you resolve the situation or just give generic advice you could find anywhere? Was it expensive?

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Lena Schultz

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They have you upload any relevant documents - contracts, emails, texts, payment records - and then their system analyzes them with AI that's trained specifically on tax regulations. It identifies discrepancies or issues that might affect your tax situation. For disputes like this, having documentation of your original agreement is crucial, so the system helps organize that evidence in a format that's useful if you need to dispute a 1099. It gave me specific language to use in my response to the contractor that referenced relevant tax regulations. The analysis was comprehensive and specific to my situation, definitely not generic advice. It outlined multiple scenarios based on what actions the contractor might take and gave me a plan for each possibility. I found it much more detailed than what I got from googling.

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Gemma Andrews

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Just wanted to update that I ended up trying taxr.ai after asking about it here. My situation was that a client was threatening to 1099 me for $14k when he actually only paid me $9k. I uploaded our text messages and payment receipts, and the service identified exactly where I stood legally. The automated analysis explained that the burden of proof for payment amounts falls on the issuer of the 1099, not me. They even generated a formal dispute letter that I could send to both the client and the IRS if needed. The client backed down when he realized I knew my rights and had documentation to dispute his claims. Saved me potentially thousands in taxes on money I never received. Much better than my initial plan of just ignoring the whole thing!

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Mae Bennett

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Look, the real issue here might be getting through to the IRS if this person does file an incorrect 1099. When my former landlord incorrectly reported rental income, I spent WEEKS trying to reach someone at the IRS to fix it. Called literally 37 times before I found Claimyr (https://claimyr.com) which got me through to an actual IRS agent in under 45 minutes. They have a demo video here: https://youtu.be/_kiP6q8DX5c The IRS agent was able to document the dispute in my file before any issues arose. Having that conversation saved me from getting automated letters and potentially facing an audit situation. If your former employer does file an incorrect 1099, you'll definitely want to address it quickly rather than waiting.

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How does this service actually work? The IRS phone system is deliberately designed to make you give up. Do they have some special access or something?

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Melina Haruko

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This sounds like complete BS. No way some random service can magically get through the IRS phone system when millions of people can't. They probably just keep auto-dialing and charge you for the privilege. Did you actually talk to a real IRS agent or just someone pretending to be one?

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Mae Bennett

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The service basically uses an automated system that navigates the IRS phone tree and stays on hold for you. When a human IRS agent finally picks up, you get a call connecting you directly to them. It's not special access - it's just handling the most frustrating part (waiting on hold for hours) for you. Yes, I absolutely spoke with a real IRS agent. They verified my identity through the standard IRS verification process, had access to my full tax history, and were able to document the dispute in my official file. It was 100% a legitimate IRS employee - the service just handled the waiting part.

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Melina Haruko

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Just to add a practical perspective - regardless of what you decide about the W-9, you should know that income is taxable whether it's reported or not. Even if you never sign the W-9 and he never files a 1099, you technically still owe taxes on that income. If he does file a 1099 without your W-9, it might create a mismatch in the IRS system if the personal info isn't correct. This could trigger correspondence or an audit notice. Just something to keep in mind when weighing your options.

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Kara Yoshida

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Thanks for mentioning this. I think I'm confused about my actual liability here. If we had an explicit understanding this was under the table work, can he retroactively change that arrangement? And what about the money he never paid me? I don't want to get stuck paying taxes on income I never received if he reports the wrong amount.

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Unfortunately, the IRS doesn't recognize "under the table" arrangements - they consider all income taxable regardless of how it was paid. Your verbal agreement doesn't change your tax obligation, though it might have implications for your working relationship. If he reports an incorrect amount on a 1099, you have options to dispute it. You can first try to contact him to correct it. If that fails, you can report the correct amount on your tax return and attach Form 8919 (Uncollected Social Security and Medicare Tax on Wages) to explain the discrepancy. You should also keep all evidence of the actual payments you received in case the IRS questions the difference.

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Reina Salazar

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Has anyone considered that the employer might actually be trying to do the right thing here? I was in a similar situation as an employer where I initially paid someone cash, but my accountant later told me I needed to properly document everyone who did work for me, even small jobs. The employer might be facing an audit or preparing taxes and realized they need to properly account for the money paid to you. While the timing is suspicious, it might not be malicious.

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Nice try, but if the employer was "doing the right thing" they would have: 1) paid OP for all work completed, 2) discussed tax treatment BEFORE hiring, not after, and 3) provided a 1099 by January 31 as required by law. This has tax evasion written all over it - employer probably got caught or is being audited and is now scrambling to create paperwork.

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Omar Fawzi

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This is a really tough situation, and I feel for you. Based on what you've described, you're essentially caught between a rock and a hard place - the employer is trying to retroactively change the terms of your working arrangement, possibly to cover themselves. Here's what I'd recommend: Don't just ignore the W-9 request entirely. Instead, respond in writing (text or email) acknowledging that you received the request but remind them of your original verbal agreement about the work being "under the table." Ask them to clarify exactly what amount they plan to report and why they're changing the arrangement now. If they insist on issuing a 1099, make sure you have documentation of what you actually received ($8,500) versus what you were owed ($11,000). You'll want to report only the income you actually received on your tax return. Keep all your records - text messages, payment receipts, anything that shows the original agreement and actual payments. The reality is that if they're determined to issue a 1099, they can do so regardless of whether you sign the W-9. But having a paper trail of your objections and the actual payment amounts will help protect you if there are discrepancies. You might also want to consult with a tax professional who can advise you on the best way to handle this specific situation. Most importantly, don't let them intimidate you into accepting responsibility for taxes on money you never received.

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Mei Chen

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This is really solid advice. I especially like the point about responding in writing rather than just ignoring it - that creates a paper trail that could be crucial later. One thing I'd add is that if the employer does issue a 1099 for an incorrect amount, you can also file Form SS-8 with the IRS to get a determination on whether you should have been classified as an employee vs. contractor in the first place. Given that you had a verbal "under the table" agreement and they're only now asking for tax paperwork, there might be grounds to argue this was actually an employer-employee relationship that they misclassified.

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