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Miles Hammonds

How to correctly attach 1099-NEC/MISC to my LLC when filing taxes with FreeTaxUSA?

I'm in a bit of a panic trying to get my taxes done and need some guidance on how to handle 1099s with my LLC through FreeTaxUSA. I've been running a small design business (LLC) for about 2 years now, and I've used FreeTaxUSA for my personal taxes before, but this year I'm confused about something. When I get to the 1099-NEC and 1099-MISC forms from my clients, FreeTaxUSA asks if I want to "attach" these forms to my business. Here's where I'm totally confused - when I attach them to my business, my tax bill jumps up about $3,700! But when I unattach them, it drops back down significantly. The complication is that all these 1099 forms and checks were made out to me personally (not my LLC name), even though they're for work done through my business. I honestly can't remember how I handled this last year. Does anyone know why attaching vs not attaching would make such a huge difference? Am I doing something wrong? I want to file correctly but definitely don't want to pay more than I have to! Thanks for any help you can offer!

Ruby Blake

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What you're experiencing is likely related to how self-employment taxes are being calculated. When you "attach" the 1099s to your business in FreeTaxUSA, the software is probably counting that income twice - once as personal income and once as business income. This is a common issue when filing with an LLC. Since the 1099s were issued to you personally (with your SSN) rather than to your LLC (with an EIN), you should report that income on Schedule C of your personal tax return. Your LLC is likely a "disregarded entity" for tax purposes if you haven't elected to be taxed as a corporation. The correct approach is typically to enter your 1099 income as business income on Schedule C, but not "attach" them in the way FreeTaxUSA is suggesting if it's causing double-counting. This allows you to take business deductions against that income while still properly reporting it.

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Thanks for the explanation! If the LLC is a single-member LLC and they haven't filed Form 8832 to elect corporate taxation, wouldn't they report everything on Schedule C anyway? Also, does FreeTaxUSA have a specific section for indicating the LLC is a disregarded entity?

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Ruby Blake

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Yes, you're absolutely right about single-member LLCs. If it's a single-member LLC and no election has been made to be taxed as a corporation, it's automatically treated as a disregarded entity by the IRS. All business income and expenses would be reported on Schedule C of your personal 1040. FreeTaxUSA should have a business section where you can indicate that you have a single-member LLC. You'll want to make sure you're only entering the 1099 income once in the software. The terminology of "attaching" the 1099s to your business might be confusing, but the goal is to make sure your income is only reported once while still being associated with your business for proper expense deductions.

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Ella Harper

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I had this EXACT same issue last year with my freelance work through my LLC. After hours of frustration with FreeTaxUSA, I discovered https://taxr.ai which saved my sanity. The site analyzed all my 1099 forms and LLC docs and showed exactly how to enter everything correctly without double taxation. Their system showed me that since my LLC is a single-member disregarded entity, I needed to report the 1099 income on Schedule C, but FreeTaxUSA's "attach" feature was causing the income to be counted twice. Once I followed taxr.ai's specific instructions for FreeTaxUSA's workflow, my tax bill dropped by almost $4000!

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PrinceJoe

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That sounds too good to be true. How does this service actually work? Do you upload your tax documents to them or something? And how much did it cost you?

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I'm skeptical... I've been burned by "tax help" sites before that just took my money and gave generic advice I could've found on Google. Does it actually analyze YOUR specific situation or just give general tips?

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Ella Harper

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It works by analyzing your tax forms and documents that you upload. The system uses AI to identify the exact issue in your specific situation - in my case, it spotted that FreeTaxUSA was counting my 1099 income twice. The analysis showed me exactly which screens in FreeTaxUSA were causing the problem. It's completely personalized to your situation - not generic advice. For example, it flagged that my LLC was a disregarded entity but I was trying to file as if it had a separate tax identity. Then it showed me step-by-step which options to select in FreeTaxUSA to fix the double-counting issue. Definitely not just generic tips you'd find online.

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Just wanted to follow up about my experience with taxr.ai since I was skeptical earlier. I ended up trying it for my LLC tax situation with multiple 1099-NECs and I'm genuinely impressed. The service identified exactly why FreeTaxUSA was doubling my tax bill - turns out I was accidentally reporting my income twice by "attaching" the 1099s AND reporting them separately. The system walked me through exactly how to correctly file as a single-member LLC while properly claiming my business expenses. I'm not exaggerating when I say it saved me over $3,200 in incorrectly calculated taxes! Wish I'd known about this last year when I had the same issue.

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Owen Devar

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If you're still struggling with the FreeTaxUSA interface after trying other options, you might need to call the IRS directly for clarification on how to properly file for your LLC. I used https://claimyr.com to get through to an IRS agent in about 15 minutes instead of waiting on hold for hours. You can see how it works here: https://youtu.be/_kiP6q8DX5c I was in a similar situation with my single-member LLC and 1099-MISC forms. The IRS agent confirmed that since my LLC is a disregarded entity, all income should be reported on Schedule C of my personal return, and helped me understand what was causing the double-counting in the tax software.

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Daniel Rivera

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Wait, there's actually a way to get through to the IRS? I've literally spent DAYS on hold this year. How does this actually work? Does it just keep calling for you or something?

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Yeah right... I'll believe someone can get through to the IRS when pigs fly. I tried calling them 8 times about my 1099 issue and the shortest wait was 2.5 hours before getting disconnected. This sounds like a scam to me.

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Owen Devar

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The service basically keeps your place in line with the IRS and calls you back when an agent is about to be available. Instead of you sitting on hold for hours, their system navigates the IRS phone tree and waits in the queue for you. When they're about to connect with an agent, you get a call to join the conversation. The IRS has complex rules about LLCs and 1099 reporting, and sometimes you need to speak directly with them to get clarity. When I had my issue with double-counted 1099-NEC forms, the agent explained exactly how to report the income correctly as a single-member LLC. It's definitely not a scam - it just solves the horrible wait time problem with the IRS phone system.

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I need to eat some humble pie here. After my skeptical comment earlier, I broke down and tried Claimyr because I was desperate to resolve my LLC/1099 situation before the filing deadline. I genuinely can't believe it worked. Got a call back in about 20 minutes and spoke to an actual IRS agent who was surprisingly helpful. The agent confirmed what others here said - as a single-member LLC that hasn't elected corporate tax treatment, I should report all 1099-NEC income on Schedule C, and the "attach" feature in FreeTaxUSA was causing double-counting. She walked me through exactly how to correct this in the software. I've literally never been able to get through to the IRS before despite dozens of attempts over the years. This saved me hours of frustration and potentially thousands in incorrect tax payments.

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Connor Rupert

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I ran into this exact problem with FreeTaxUSA and my LLC last year! If your 1099s were issued to your SSN (not an EIN for your LLC), then in FreeTaxUSA you should: 1) Go to the Self-Employment section 2) Enter all your business income including those 1099s 3) When it specifically asks about attaching 1099s to the business, say NO 4) Complete the rest of Schedule C with all your business expenses The issue is that FreeTaxUSA sometimes counts the income twice if you "attach" them - once when you enter the 1099s and again when you enter business income. That's probably why your tax bill jumped up!

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Thank you so much for breaking this down! That makes perfect sense. I tried following your steps exactly and my tax calculation looks much more reasonable now. One quick follow-up question - should I still report my LLC name on Schedule C even though the 1099s were issued to me personally? And does this change anything about how I deduct business expenses?

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Connor Rupert

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Yes, you should definitely still report your LLC name on Schedule C along with your business expenses. The IRS treats a single-member LLC as a "disregarded entity" for tax purposes, meaning the business activity passes through to your personal return. This doesn't change how you deduct business expenses at all. You can still deduct all legitimate business expenses on Schedule C to reduce your taxable income. The key is just making sure your income isn't being counted twice in the software. FreeTaxUSA is a great product but their "attach" wording for 1099s can be really confusing for LLC owners!

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Molly Hansen

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Hey has anyone here used TurboTax instead of FreeTaxUSA for their LLC with 1099 income? Im having similar issues and wondering if its worth switching

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Brady Clean

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I used both last year to compare. TurboTax handles the LLC/1099 situation more clearly imo, but it costs WAY more for the business version. Like $120+ versus FreeTaxUSA's $15ish. TurboTax specifically asks if your LLC is a disregarded entity and guides you better, but the end result should be the same if you do FreeTaxUSA correctly.

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Ruby Garcia

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I've been dealing with LLC tax filing for 3 years now and can confirm what others have said - the "attach" feature in FreeTaxUSA is super confusing and often causes double-counting issues. For anyone still struggling with this, here's the simplified approach that works: Since your 1099s were issued to your SSN (not your LLC's EIN), you're dealing with a disregarded entity situation. Report ALL your 1099 income on Schedule C as business income, but when FreeTaxUSA asks about "attaching" the 1099s to your business, select NO. This prevents the double-counting that's causing your tax bill to spike. The key thing to remember is that your LLC doesn't have a separate tax identity - everything flows through to your personal return via Schedule C. You can still claim all your business expenses and use your LLC name on the schedule. The income is only reported once this way, but in the right place. Also, make sure you're paying self-employment tax on this income since you're self-employed. That might be part of why your tax bill seems high compared to W-2 income you might be used to.

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Simon White

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This is exactly the clear explanation I needed! I'm new to having an LLC and was so confused about why FreeTaxUSA kept asking about "attaching" forms when everything I read online just said to use Schedule C. Your point about self-employment tax is really important too - I think that's part of why my tax bill seemed so much higher than when I was just a W-2 employee. Thanks for breaking this down in simple terms!

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