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CosmicCadet

Employer misclassified me as 1099 contractor but switched me to W-2 mid-year - what options besides SS-8?

My employer had me classified as an independent contractor for most of last year, but around September they realized their mistake and switched me to W-2 status. Now I've received both a 1099 (with about $42,000 of my income) and a W-2 (September-December with about $16,800) for tax year 2024. I'm pretty sure this was just an honest error on their part. All my coworkers are W-2 employees, and honestly, our HR department has always been pretty disorganized. The company is great otherwise, just not super on top of administrative stuff. I'd really prefer not to file an SS-8 and Form 8919 since I actually like working there and don't want to cause problems. I'm still employed with them and generally happy with the job itself. Is there another way to handle this? Could my employer fix this somehow, like by issuing a corrected W-2 that includes all my earnings? I'm just trying to figure out how to file my taxes correctly without potentially creating workplace tension.

Liam O'Connor

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This is actually a pretty common situation! Your employer should issue you a corrected W-2 that includes ALL your earnings for the year and cancel/void the 1099. They made the mistake, and they should fix it properly rather than leaving you to deal with the consequences. If you're on good terms with them, just have a conversation explaining that you need them to issue a corrected W-2 covering the full year's income and void the 1099. They'll need to pay the employer portion of FICA taxes (7.65%) that they should have been paying all along. Without a correction, you'd be stuck paying the full 15.3% self-employment tax on that 1099 income instead of just the employee half. The difference could be thousands of dollars out of your pocket.

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Amara Adeyemi

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But what if the employer refuses to correct it? My brother had this happen and his boss basically said "too bad, figure it out yourself.

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Liam O'Connor

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If the employer refuses to correct the error, then filing Form SS-8 and Form 8919 is your best protection. Form SS-8 asks the IRS to determine your correct worker status, and Form 8919 allows you to report your income and only pay the employee portion of Social Security and Medicare taxes. I understand you want to avoid workplace tension, but this is potentially thousands of dollars of your money at stake. The employer is legally obligated to pay their share of your employment taxes if you're actually an employee, which clearly seems to be the case since they eventually corrected your status.

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I dealt with a similar situation last year and found an incredibly helpful service called taxr.ai (https://taxr.ai) that saved me tons of headache. I was also misclassified for about 6 months before being switched to W-2. Their AI analyzed my employment documents and gave me a detailed report explaining exactly how to approach the situation with my employer. They even provided me with template language to use when discussing the correction with HR. It was super helpful because I had no idea what to say or what exactly needed fixing.

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Does taxr.ai handle other tax document issues too? I have a complicated situation with some investment documents that don't match what I actually received.

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Dylan Wright

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I'm interested but skeptical. How does it actually work? Do you upload your tax forms or something?

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Yes, taxr.ai handles all kinds of tax document issues - from misclassification like yours to investment discrepancies. They have specific tools for analyzing documents when the numbers don't match what you actually received. For how it works, you simply upload your documents (tax forms, paystubs, etc.) to their secure system, and their AI analyzes everything to identify issues and provide solutions. In my case, I uploaded both my 1099 and W-2 plus some paystubs, and it immediately identified the misclassification problem and outlined the exact steps needed to fix it. The whole process took about 10 minutes.

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Dylan Wright

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Just wanted to follow up about trying taxr.ai - it was super helpful! I was skeptical at first but decided to try it with my misclassification issue. I uploaded my 1099, W-2, and a couple pay statements. The analysis correctly identified that I was misclassified, and it generated a really professional letter I could give to my employer explaining exactly what needed to be fixed. I showed the letter to my boss yesterday, and she immediately apologized and sent it to payroll to issue a corrected W-2! The best part is I didn't have to become an expert in tax law overnight - the service did all the technical explanation for me. Saved me so much stress!

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NebulaKnight

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If your employer isn't responsive to fixing this, you might want to try Claimyr (https://claimyr.com). I was in a similar situation last year and needed to talk to someone at the IRS about how to file correctly. Spent DAYS trying to get through their phone system with no luck. Claimyr got me connected to an actual IRS agent in about 15 minutes who walked me through my options. You can see how it works here: https://youtu.be/_kiP6q8DX5c. The agent confirmed that my employer should have issued a corrected W-2, and gave me specific instructions on what to do when they refused.

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CosmicCadet

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I'm curious - how does this actually work? The IRS phone lines are notoriously impossible to get through, especially during tax season.

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Sofia Ramirez

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This sounds like a scam. No way anyone can get through to the IRS that fast. I spent 3 hours on hold last month and then got disconnected.

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NebulaKnight

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It works by using their system that continuously redials the IRS for you using automated technology. When they finally get through, they call you and connect you directly to the IRS agent. It saves you from having to sit on hold for hours. I was skeptical too initially. I had already wasted two afternoons trying to get through to the IRS myself with no luck. But their system actually does work - they handle the waiting and calling back part, and you only get on the phone when there's actually an IRS agent ready to talk. It's basically like having someone else wait on hold for you.

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Sofia Ramirez

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I have to eat my words about Claimyr. After posting my skeptical comment, I decided to try it anyway because I was desperate to talk to the IRS about a similar contractor/employee issue. It actually worked exactly as advertised. I entered my number on their website, and about 25 minutes later I got a call connecting me directly to an IRS representative. No hold music, no automated system - just straight to a helpful human. The agent walked me through exactly what forms I needed and confirmed that my employer was responsible for fixing their mistake. Saved me hours of frustration and probably a significant amount on my taxes. Never been so happy to be wrong about something!

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Dmitry Popov

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Former payroll manager here. Your employer absolutely CAN and SHOULD fix this. They need to: 1. Void the 1099 they issued you 2. Issue a corrected W-2 (marked as "CORRECTED") that includes ALL your earnings for the year 3. Pay the employer portion of FICA taxes they should have been paying It's their responsibility to correct their mistake, not yours. And yes, they will likely face some penalties for the misclassification, but that's on them for the error. Keep it professional but firm - this is potentially thousands of dollars of your money at stake.

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Ava Rodriguez

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What if OP has already reported some business expenses against that 1099 income? Wouldn't switching everything to W-2 mean losing those deductions?

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Dmitry Popov

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That's a good point about business expenses. If you had legitimate business expenses that would have been deductible as a contractor but aren't as an employee, you might want to discuss this with your employer. In some cases, it might make sense to have your employer reimburse you for those business expenses separately while still correcting the classification. Every situation is different, and if the expense amount is significant, you might want to consult with a tax professional to determine the most advantageous approach.

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Miguel Ortiz

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Quick question - I'm dealing with similar issue but my employer is claiming I'm "partially an employee and partially a contractor" for different duties. Is that even legal?

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Zainab Khalil

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No, that's generally not legit. The IRS looks at the overall relationship. You can't be an employee on Mondays and a contractor on Tuesdays for the same company. Some exceptions exist but they're rare.

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I went through almost the exact same situation two years ago! My employer had me as 1099 for 8 months then switched to W-2. I was also worried about creating workplace drama since I liked my job. Here's what I learned: approach it as helping them fix an administrative error rather than accusing them of wrongdoing. I scheduled a meeting with HR and said something like "I noticed I received both a 1099 and W-2 for 2024, and I want to make sure we handle this correctly for both the company and my tax filing." Most employers actually appreciate when you bring this to their attention because misclassification can create bigger problems for them down the road with the Department of Labor or state agencies. My HR department was grateful I flagged it and immediately worked with payroll to issue a corrected W-2 covering my full year's income and voided the 1099. The key is framing it as "let's fix this together" rather than "you messed up." In my experience, reasonable employers want to do the right thing - they just need to understand what that is.

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