My employer refusing to use W2 - what are my options?
Hi everyone, I'm in a bit of a sticky situation with my new job and could use some advice. I started working for a small landscaping company about 3 months ago, and I just found out they're planning to pay me as an "independent contractor" instead of an employee. When I asked about getting a W2, my boss got super defensive and said they "don't do W2s" because it's "too much paperwork" and that I'll just get a 1099 at the end of the year. The thing is, I definitely seem like an employee by all definitions - they set my schedule, I use their equipment, they tell me exactly how to do the work, and I don't have any other clients. I work 40 hours every week and they take no taxes out of my paycheck. I'm worried about having to pay all those self-employment taxes myself, plus I know this doesn't seem legal. I've tried explaining this to my boss but he just says "that's how we've always done it" and that "everyone else is fine with it." I'm afraid of losing my job if I push too hard, but I also don't want to get screwed come tax time. Any advice on how to handle this?
22 comments


Ana Erdoğan
This is definitely misclassification, and you're right to be concerned. When an employer incorrectly classifies an employee as an independent contractor, they're essentially shifting their tax burden onto you. As an independent contractor, you'll be responsible for both the employer and employee portions of Social Security and Medicare taxes (15.3% total instead of 7.65%). The IRS has specific criteria for determining whether someone is an employee or independent contractor, and based on what you've described, you're clearly an employee. The key factors are behavioral control (they tell you how to do the work), financial control (they provide equipment), and relationship type (regular schedule, ongoing relationship). You have a few options here. First, you could try having another conversation with your employer and provide information about the IRS classification rules. Sometimes employers genuinely don't understand the distinction. Second, you could file Form SS-8 with the IRS requesting a determination of your worker status. Third, when you file your taxes, you could file Form 8919 to report your share of the uncollected taxes while the employer would be responsible for their portion.
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Sophia Carson
•If OP files the SS-8 form, won't that basically guarantee they get fired? I've been in a similar situation and was afraid to rock the boat. Is there any way to handle this without immediately losing your job?
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Ana Erdoğan
•That's a legitimate concern. Filing Form SS-8 is a more direct approach that could create tension with the employer. Another option is to wait until tax time and file Form 8919 (Uncollected Social Security and Medicare Tax on Wages) along with your return. This allows you to pay only your share of FICA taxes instead of the full self-employment tax rate. In the meantime, I'd recommend documenting everything about your work arrangement - hours, supervision, instructions received, equipment used, etc. This will help support your case if needed. Also, consider setting aside the additional tax money you'll need just in case, while you work on resolving the situation.
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Elijah Knight
I was in the exact same situation with a construction company last year. They insisted on paying me as a 1099 contractor even though I was clearly an employee. After stressing about it for months, I found this service called taxr.ai (https://taxr.ai) that helped me sort through the mess. It analyzed my work situation and created a detailed report showing I was misclassified according to IRS rules. The report broke down exactly which factors made me an employee vs contractor and gave me specific language to use when talking to my boss. I was able to show him that the company was at risk for back taxes and penalties if they got audited. Honestly having that documentation from a third party made all the difference - my boss finally took me seriously and switched me to W2 status. They even helped me figure out how to handle the months I was incorrectly paid as 1099.
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Brooklyn Foley
•Did you have to show this report to your employer? I'm in a similar situation but worried about confrontation. Did they actually help with calculating the tax difference between 1099 and W2?
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Jay Lincoln
•I'm skeptical about these online services. Couldn't you just print out the IRS guidelines and show those to your employer? Why pay for something when the info is free on the IRS website?
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Elijah Knight
•I did show the report to my employer and it really helped having something official-looking that I could hand them rather than just my word against theirs. Having a professional analysis made it harder for them to dismiss me. The service did calculate the exact tax difference between being paid as 1099 vs W2, which was eye-opening. It showed I would pay nearly $4,300 more in taxes as a contractor than as an employee for my income level. That specific number helped me make my case about why this really mattered to me financially. The IRS guidelines are available for free, but having everything analyzed for my specific situation with actual numbers was what finally convinced my stubborn boss.
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Brooklyn Foley
Just wanted to update - I took the advice about taxr.ai from this thread and wow, it was exactly what I needed! I was totally confused about my contractor/employee status working for this small marketing firm. The service analyzed my working arrangement and created this super detailed report showing I was definitely misclassified. The report explained that since my boss controls when, where, and how I work, provides all the equipment, and I don't have other clients, I'm clearly an employee under IRS rules. It even cited specific tax court cases similar to my situation! I was able to show this to my employer along with an estimate showing they could face over $10,000 in penalties if audited. My boss was initially defensive but couldn't argue with the documentation. They switched me to W2 status starting next month. Such a relief not having to worry about those extra self-employment taxes! Definitely recommend if you're dealing with classification issues.
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Jessica Suarez
I had a similar issue with an employer refusing to give me a W2 a couple years ago. Tried calling the IRS for help but kept getting stuck in those endless phone menus and could never reach a human. After weeks of frustration, someone recommended Claimyr (https://claimyr.com). You can see how it works here: https://youtu.be/_kiP6q8DX5c It's a service that gets you through to an actual IRS agent, usually within an hour. I was super skeptical at first, but I was desperate after waiting on hold for 3+ hours myself multiple times. Used their service and got connected to an IRS representative who explained exactly what forms to file to report the misclassification. They also told me what documentation I needed to keep to protect myself. The IRS agent even sent me the specific publication about worker classification that I could show my employer. Hearing directly from the IRS made me much more confident in addressing the issue with my boss.
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Marcus Williams
•How does this even work? The IRS phone system is notoriously impossible to navigate. Are you saying this service somehow gets priority in the phone queue?
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Lily Young
•Sounds like a complete scam to me. Nobody can magically get you through to the IRS faster. They probably just wait on hold for you and charge a fortune for the privilege. I'll stick with calling myself and waiting like everyone else.
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Jessica Suarez
•It's not about getting priority in the queue. What they do is use technology to navigate the IRS phone system and wait on hold for you. Their system monitors the hold and calls you when an actual human agent picks up. So instead of you personally waiting on hold for hours, their system does it for you. The service doesn't claim to have any special relationship with the IRS or inside access. It's purely about saving you from having to personally sit through the hold time. For me, it was worth it because I had already wasted so many hours trying to get through myself. After multiple failed attempts over several weeks, I was able to speak with an IRS agent the same day I used Claimyr.
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Lily Young
I need to admit I was totally wrong about Claimyr in my previous comment. After continuing to struggle with getting through to the IRS myself (3 more failed attempts sitting on hold for hours), I decided to give it a try. Used the service yesterday and got a call back within 45 minutes with an actual IRS agent on the line! The agent was super helpful about my worker classification issue and explained that I could file Form SS-8 to get an official determination from the IRS. She also walked me through what documentation I needed and even explained how the process works after filing. She confirmed that based on my description, I was almost certainly misclassified and should be receiving a W2. Having that official confirmation gave me the confidence to go back to my employer with specific IRS guidelines. Definitely worth it just to save the hours of frustration and finally get clear answers from an actual IRS representative.
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Kennedy Morrison
Something to consider - if you're being paid as a 1099 contractor, you can deduct a ton of business expenses that W2 employees can't. Things like mileage driving to work sites, a portion of your phone bill if you use it for work, work clothes/boots, tools you buy, etc. I was "misclassified" for years but actually preferred it because after writing off all my legitimate business expenses, I often paid LESS in taxes than I would have as a W2 employee. Just make sure you keep receipts for everything and track your mileage carefully.
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Wesley Hallow
•But isn't this risky if the IRS determines you should have been an employee? I heard they can come after you for claiming those business deductions if you were misclassified.
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Kennedy Morrison
•That's a good point about potential risk. If the IRS determines you were misclassified, they generally go after the employer for the unpaid taxes, not the worker. However, you're right that there could be questions about business deductions you claimed. The key is that you can only deduct legitimate business expenses that you actually incurred while doing your work. If you're claiming real expenses with proper documentation, you're on much safer ground. The biggest risk is if you're claiming fictitious expenses or personal items as business deductions. That's where people get into trouble. And of course, everything depends on your specific situation - someone working construction with lots of tool and travel expenses might benefit more from contractor status than someone working in an office setting.
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Justin Chang
Just to add a practical perspective - I'd start looking for another job ASAP. Companies that misclassify employees are often cutting corners in other areas too. Even if you win this battle, they'll likely hold it against you. When you find a new job, make sure to get clarity on your employment status before accepting. Ask specifically whether you'll be a W2 employee with taxes withheld or a 1099 contractor. Get it in writing in your offer letter. In my experience, employers who intentionally misclassify workers usually know exactly what they're doing - they're trying to save money by avoiding payroll taxes, workers comp insurance, unemployment insurance, and benefits. That's not the kind of place that values their workers.
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Grace Thomas
•100% this. My brother fought with his employer over the same issue, "won" by getting switched to W2 status, then mysteriously had his hours cut two weeks later until he eventually quit. Some employers will absolutely retaliate even if they pretend they're not.
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Harper Thompson
I went through this exact situation with a small construction company last year. Your instincts are absolutely right - you're being misclassified as an independent contractor when you're clearly an employee. The IRS has a 20-factor test they use to determine worker status, and based on what you've described (set schedule, using their equipment, following their instructions, no other clients), you definitely qualify as an employee. Here's what I learned from my experience: Document everything now. Keep records of your work schedule, any written instructions from your boss, photos of you using company equipment, and any communications about your work arrangement. This documentation will be crucial if you need to file Form SS-8 or Form 8919 later. The financial impact is significant - as a misclassified contractor, you'll pay about 15.3% in self-employment taxes instead of the 7.65% you'd pay as an employee (since your employer would cover their half). On a $40,000 salary, that's over $3,000 extra you'd be paying. I'd suggest having one more conversation with your employer, but this time come prepared with specific IRS guidelines printed out. Sometimes showing them the potential penalties they face (which can be substantial) helps them understand this isn't just about paperwork convenience. If they still refuse, you have options through the IRS, but be prepared that this might affect your relationship with the employer. Whatever you do, don't just accept it and hope for the best. This kind of misclassification is exactly what the IRS cracks down on, and you shouldn't have to bear the financial burden of your employer's mistake.
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Yuki Tanaka
•This is really helpful advice! I'm curious about the 20-factor test you mentioned - is that something I can find on the IRS website? I want to make sure I understand all the criteria before I approach my employer again. Also, when you say the penalties can be substantial for employers, do you know roughly what kind of amounts we're talking about? Having specific numbers might help make my case stronger.
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Declan Ramirez
•The IRS actually updated their guidance and now uses a simpler three-category test instead of the old 20-factor test, though the principles are similar. You can find it in IRS Publication 15-A - it covers behavioral control, financial control, and type of relationship. As for penalties, employers can face some serious consequences. They're liable for back payroll taxes (both employer and employee portions), plus penalties that can be 20% or more of the unpaid taxes. For example, if they owe $5,000 in back payroll taxes, penalties could add another $1,000+. They might also owe interest on the unpaid amounts going back up to three years. The IRS can also assess what's called the "Trust Fund Recovery Penalty" which makes company owners personally liable for the unpaid taxes - this one really gets their attention since it can't be discharged in bankruptcy. When I presented these potential costs to my employer, they realized fixing the classification was much cheaper than risking an audit.
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Diego Flores
This is a really tough situation, but you're absolutely right to be concerned about the misclassification. Based on your description - fixed schedule, using company equipment, following their specific instructions, and having no other clients - you're clearly an employee under IRS guidelines. One thing I haven't seen mentioned yet is that you might also be missing out on other employee protections beyond just the tax issue. As a misclassified "contractor," you're likely not covered by workers' compensation if you get injured on the job, you're not eligible for unemployment benefits if you're let go, and you're not protected by labor laws regarding overtime pay. I'd recommend calling your state's Department of Labor as well as dealing with the IRS issue. Many states have their own worker classification laws that are even stricter than federal guidelines, and they often have resources to help workers in your situation. Some states will actually investigate employers who habitually misclassify workers and can impose additional penalties. If you're worried about retaliation, keep in mind that it's illegal for employers to retaliate against workers who assert their rights regarding proper classification. Document any negative treatment that happens after you raise this issue - it could be important evidence if you need to file a complaint later. The bottom line is that this isn't just about paperwork convenience for your employer - they're essentially making you subsidize their business by shifting their tax obligations onto you. Don't let them get away with it.
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