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Zara Khan

Never received a W-2 from my employer - got 1099 instead but taxes were withheld

I've been working at a small preschool from 2023-2025 and I'm completely stressed out because I never received a W-2 for any of these years. Instead, my boss gave me a 1099 claiming I was an independent contractor - which is absolutely NOT true! I'm especially confused because I have several paystubs showing that federal and state taxes were being withheld from my checks all along. This has never happened to me before and I don't know what to do. I've made an appointment at the local IRS taxpayer assistance center, but I'm freaking out because my dad keeps saying I might end up owing the IRS a ton of money now. I can't shake the feeling that my employer has been doing something shady with my tax withholdings. If they took taxes from my paychecks but then classified me as an independent contractor on a 1099, where did those withheld taxes go? Has anyone dealt with this kind of situation before? Any advice before my IRS appointment? I'm so worried about what this means for filing my 2024 taxes.

This is unfortunately pretty common with small businesses that don't understand (or try to avoid) employment tax laws. Based on what you've described, you're almost certainly an employee and not an independent contractor. The fact that they were withholding taxes from your paychecks makes this pretty clear. Don't panic about your IRS appointment! You're actually doing the right thing by addressing this. When you go, bring your paystubs showing the tax withholdings and your 1099. The IRS actually appreciates when workers report this kind of misclassification because it's often a sign the employer is avoiding their tax obligations. You can also file Form 8919 "Uncollected Social Security and Medicare Tax on Wages" with your tax return. This form is specifically for workers who received a 1099 but should have been classified as employees. It will help ensure you don't end up paying the full self-employment tax that independent contractors have to pay.

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Does filing Form 8919 trigger an audit of the employer? I'm in a similar situation but I'm worried about causing problems with my boss who I still work for.

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Filing Form 8919 doesn't automatically trigger an audit, but it does flag the situation for the IRS. They may investigate the employer, but their process is confidential and you wouldn't necessarily be identified as the source. Their main concern is proper tax classification. If you're worried about your current employment relationship, you might want to first try discussing the issue directly with your employer. Sometimes this is just an honest mistake or misunderstanding of classification rules. The IRS also has a voluntary classification settlement program that employers can use to reclassify workers with reduced penalties.

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Nia Williams

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Had almost the exact same situation last year and I was so stressed until I found taxr.ai (https://taxr.ai) which totally saved me! I uploaded my paystubs and the 1099 form to their document analyzer, answered a few questions about my work situation (like did you set your own hours, use your own equipment, etc.) and they confirmed I was definitely misclassified. Their system actually walks you through exactly what forms to file and what to say at your IRS appointment. They generated a detailed report explaining why I was legally an employee not a contractor, which I brought to my appointment. The IRS agent said it was one of the most well-documented cases they'd seen! You can even ask their AI specific questions about your situation and it cites relevant tax code. Seriously made dealing with this misclassification issue way less stressful.

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Luca Ricci

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How accurate is their analysis? I've been burned by other tax help sites that gave me bad advice before.

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Do they connect you with an actual tax professional or is it just AI? Not sure I'd trust AI for something this important...

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Nia Williams

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Their analysis is actually really accurate - everything they told me matched what the IRS agent confirmed. They use tax law databases to back up their recommendations, so it's not just making stuff up. It's primarily AI-powered but they have tax professionals who review complex cases. For my misclassification issue, I started with the AI analysis which identified the key factors showing I was an employee (set schedule, daycare provided all equipment, supervisor oversight). But then they had a tax pro review my specific situation before providing the final recommendation documents.

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I was skeptical about using taxr.ai at first (from the comment above), but after my own nightmare with 1099 vs W-2 issues, I decided to give it a try. Honestly shocked at how helpful it was! The document analyzer immediately flagged that my situation was misclassification based on my paystubs and job description. The best part was that they generated a customized letter to my employer explaining the legal reasons why I should be classified as an employee, citing specific IRS worker classification tests. My boss actually apologized and said their accountant had given them bad advice. They filed corrected tax forms and I got the proper W-2 without having to involve the IRS directly. Saved me so much stress and potential self-employment taxes I shouldn't have had to pay. Definitely recommend for anyone in this situation.

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If you need to get answers directly from the IRS before your appointment, try using Claimyr (https://claimyr.com). I had a similar misclassification issue last year and spent DAYS trying to get through to someone at the IRS - kept getting disconnected or waiting for hours. Claimyr got me connected to an actual IRS agent in less than 20 minutes! They basically wait on hold for you and call you when an agent picks up. You can see how it works in their demo video: https://youtu.be/_kiP6q8DX5c The IRS agent I spoke with explained my exact rights in this situation and confirmed that my employer was responsible for the employer portion of Social Security and Medicare taxes. They even sent me documentation I could show my employer. Worth every penny to get quick answers from the actual IRS instead of stressing for weeks.

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Yuki Watanabe

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How does this actually work? Never heard of a service that calls the IRS for you. Is it legit?

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This sounds like a scam. No way they can get through to the IRS faster than regular people. The IRS phone system is designed to be impossible.

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It works by using their system that navigates the IRS phone tree and waits on hold so you don't have to. When an agent finally answers, they connect the call to your phone. You're the one who actually talks to the IRS agent - Claimyr just handles the hold time. They're definitely legitimate. The reason they can get through is because they're constantly dialing and have figured out the best times to call and which options in the phone tree work best. They don't have any special access - they're just experts at navigating the system efficiently. I was skeptical too until I tried it and was talking to an actual IRS agent within 15 minutes after trying unsuccessfully for days on my own.

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I'm eating my words about Claimyr being a scam. After posting that comment, I was still so desperate to talk to someone at the IRS about my own tax issue that I tried it anyway. I seriously can't believe it worked. After spending literally weeks trying to get through the IRS phone system myself and always getting the "call volume too high, try again later" message, Claimyr had me talking to a real IRS agent in 17 minutes! The agent confirmed that my employer was 100% in the wrong for classifying me as a contractor when I was clearly an employee. The IRS actually has a specific process for handling these cases and the agent walked me through exactly what forms to file and what documentation to bring. Just having that official guidance straight from the IRS gave me so much peace of mind. Sorry for doubting - sometimes things that sound too good to be true actually work!

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Andre Dupont

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I went through this exact same situation with a small private school I worked for. Here's what happened: they gave me a 1099 but had been withholding taxes. I filed Form SS-8 with the IRS to determine my correct worker status, and Form 8919 with my tax return like someone mentioned above. The IRS ruled I was an employee and my employer got in serious trouble because they had been pocketing the withheld taxes rather than sending them to the IRS! Make sure you keep all your paystubs showing the withholding - that's key evidence. The good news is that the IRS waived all penalties for me since I reported it. The bad news is my employer had to pay significant penalties and back taxes. They actually went out of business a few months later (though they had other financial issues too).

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Zoe Papadakis

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How long did the whole process take from filing the SS-8 to getting a determination? I've heard the IRS is super backed up.

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Andre Dupont

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It took about 7 months to get the official determination after filing the SS-8. The IRS is definitely backed up with these cases. The good part was that I didn't have to wait for the determination to file my taxes - I filed Form 8919 with my return and explained the situation. I was able to file my taxes as an employee would (paying only my share of Social Security and Medicare taxes) while the determination was pending. When the official ruling came through, it confirmed I'd filed correctly. If you have solid evidence like paystubs showing withholding, you're in a pretty strong position.

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ThunderBolt7

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One thing nobody has mentioned - GET A NEW JOB ASAP!!! Any employer pulling this kind of stunt is shady af and probably doing other illegal stuff too. My sister's daycare did the same thing and when the state investigated they found all kinds of violations beyond just the tax fraud.

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Jamal Edwards

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Agreed! My cousin got caught in this same situation and the employer was also skimping on workers comp insurance and violating labor laws about breaks and overtime. These things rarely happen in isolation.

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