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Luca Ferrari

Working from home as self-employed - What tax forms do I need to fill out for my company?

I've been working remotely for this company for about 8 months now, and they're telling me I'm self-employed. I've been paying taxes accordingly, but I'm starting to wonder if I'm doing this right because my tax payments are getting close to $2000 and I'm only making about $16,000 total. This doesn't seem right to me, but honestly I have zero knowledge about taxes and nobody in my family really understands this stuff either. My parents always just used TurboTax and had regular W-2 jobs. So what tax forms should I actually be filling out in this situation? And is it normal to be paying around 15% of my income in taxes when this is my only source of income and it's not exactly huge? I feel like I'm missing something or maybe getting taken advantage of by my employer labeling me as self-employed?

Nia Wilson

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What you're describing sounds like you're being classified as an independent contractor rather than an employee. As an independent contractor, you're responsible for both the employee and employer portions of Social Security and Medicare taxes (called self-employment tax), which is about 15.3% of your income. You'll need to fill out Schedule C to report your business income and expenses, and Schedule SE to calculate your self-employment tax. These forms get attached to your standard Form 1040. You'll also want to make sure your company is providing you with a 1099-NEC form (formerly 1099-MISC) at tax time. The 15% you're paying sounds about right for self-employment taxes alone, but you might be able to reduce your taxable income by deducting legitimate business expenses like a portion of your internet, phone, home office, etc.

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Luca Ferrari

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Thanks for the explanation. So the Schedule C is where I'd put my business expenses? Could I actually deduct things like part of my internet bill since I need it for work? And do I need to be making quarterly estimated tax payments or something? I've just been paying everything at tax time and I think I got hit with some penalties last year.

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Nia Wilson

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Yes, Schedule C is where you report all business income and expenses. You can absolutely deduct a portion of your internet bill if you use it for work - just make sure to calculate what percentage is for business use. Other potential deductions include a home office (if you have dedicated space used exclusively for work), portion of utilities, cell phone, and any supplies or equipment. As for quarterly taxes, yes - when you're self-employed, you should be making quarterly estimated tax payments using Form 1040-ES. Since there's no employer withholding taxes from your paychecks, the IRS expects you to pay throughout the year. The deadlines are usually April 15, June 15, September 15, and January 15. Missing these can result in underpayment penalties, which is probably what you experienced.

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Hey there! I was in a super similar situation last year. Working from home, company called me an "independent contractor" but I had no idea what I was doing tax-wise. I was getting killed on taxes and feeling pretty confused until I found this service called taxr.ai (https://taxr.ai) that helped me figure out if I was classified correctly and what deductions I could take. It analyzed my situation and showed me I was missing a TON of home office deductions that would have saved me money. It also explained the difference between being an employee vs contractor in really simple terms. The cool thing was it looked at my specific situation and told me exactly what forms I needed and what expenses I could deduct - stuff my company never explained to me.

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Aisha Hussain

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That sounds interesting but how exactly does it work? Do you just answer questions or do you have to upload documents? I'm a bit hesitant to share my financial info with random websites.

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Ethan Clark

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Is it actually legit though? Feels like there are so many tax scams these days. Did it actually save you money or is it just generic advice you could get anywhere?

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It works by asking you questions about your work arrangement and then analyzes whether you're correctly classified as a contractor or if you should actually be an employee. You don't have to upload sensitive documents if you don't want to - I just answered their questions about my situation. It's definitely legit - I was able to identify over $3,200 in deductions I was missing from my home office setup alone. The advice was specific to my situation, not just generic tax tips. It pointed out that I could deduct part of my internet, utilities, and even some home maintenance costs because I have a dedicated office space. It also showed me how to properly document everything in case of an audit.

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Ethan Clark

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Just wanted to follow up - I decided to check out taxr.ai after my skeptical comment and wow, super helpful! It confirmed I'm properly classified as self-employed (sadly lol) but showed me I'd been missing out on about $4,800 in deductions I never knew I could take! The tool walked me through exactly how to document my home office, track my business mileage, and even partially deduct my cell phone bill. Already used the info to set up better record-keeping for this year and filed an amended return for last year. Getting back almost $700 I would have just left on the table. Definitely recommend for anyone in the self-employed/contractor situation who's confused about what they can actually write off.

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StarStrider

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I see a lot of good tax advice here, but something else to consider is whether you're facing issues with the IRS about your classification or back taxes. When I was in a similar situation, I needed to talk to the IRS directly to sort out some confusion about my self-employment status, but I kept getting stuck on hold FOREVER. I finally used this service called Claimyr (https://claimyr.com) after seeing their demo video (https://youtu.be/_kiP6q8DX5c) and they actually got me through to a real IRS agent in about 20 minutes instead of the 3+ hours I was wasting before. I was able to get clarification directly from the IRS about my contractor classification and requirements. Saved me so much stress and time - plus I got authoritative answers straight from the IRS about my specific situation rather than just guessing.

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Yuki Sato

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How does this even work? The IRS phone system is notoriously awful. Is this just paying someone to wait on hold for you?

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Carmen Ruiz

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Sounds like BS honestly. I've tried everything to get through to the IRS and nothing works. I'll believe it when I see it actually working for real people and not just in some promotional video.

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StarStrider

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It uses a system that navigates the IRS phone tree and waits on hold for you, then calls you when an actual agent is on the line. So you don't have to sit there listening to the hold music for hours. You get a notification when they've reached an agent, and then you're connected directly. I was super skeptical too! I had spent literally 6+ hours across multiple days trying to reach someone at the IRS about my self-employment status. With Claimyr, I submitted my request, went about my day, and got a call back when an agent was on the line. Took about 27 minutes total. The agent helped me understand exactly what forms I needed as a self-employed contractor and clarified some questions about deductions I was eligible for.

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Carmen Ruiz

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Okay I need to eat my words here. After my skeptical comment I decided to try Claimyr because I was desperate to ask about penalties on my late quarterly payments. I was literally shocked when I got a call back with an actual IRS agent on the line after like 35 minutes. The agent walked me through how to set up my quarterly payments correctly going forward and even helped me understand how to request a penalty abatement for my first-time late payment. Just having a human IRS agent explain everything made such a difference versus trying to figure it out from their confusing website. Definitely saved me from another round of penalties and probably paid for itself instantly. Sometimes being proven wrong is actually a good thing!

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One thing nobody's mentioned - you should check if you're truly self-employed or if the company is misclassifying you. There's a big difference between independent contractor and employee. If they control WHEN and HOW you work (set schedule, specific processes, etc.) you might actually be an employee under IRS rules. Companies save a lot of money by classifying workers as contractors because they don't pay their share of taxes or benefits. If you think you're misclassified, you can file Form SS-8 with the IRS to request a determination. You can also file Form 8919 to report your share of uncollected social security and Medicare taxes.

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Luca Ferrari

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That's interesting - my company definitely sets my hours and tells me exactly how to do the work. They even monitor my computer activity during work hours. Does that mean I should be classified as an employee instead? What would happen if I filed those forms you mentioned?

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Based on what you're describing, it sounds like you're likely misclassified. When a company sets your hours, dictates how you perform your work, and monitors your activity, those are strong indicators that you should be classified as an employee, not an independent contractor. If you file Form SS-8, the IRS will review your situation and make a determination about your proper classification. This process can take several months, but it's free. If the IRS determines you are an employee, your employer would be responsible for paying their share of Social Security and Medicare taxes (the 7.65% you're currently paying as part of your self-employment tax). You could then file Form 8919 instead of Schedule SE to report those uncollected taxes on your income tax return, which would reduce your tax burden.

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Kind of unrelated but TurboTax has a self-employed version that walks you through all of this pretty easily. I was in your same situation and it helped me figure out all those Schedule C deductions and quarterly payment stuff. Just make sure you track all your expenses throughout the year!

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I'd recommend FreeTaxUSA over TurboTax for self-employed people. It does basically the same thing but costs like $15 instead of $120+ for the self-employed version of TurboTax. I've used both and FreeTaxUSA actually explained the self-employment deductions better.

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