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FireflyDreams

Received Two 1099-K Forms for the Same Income - How to Handle This?

I work as an independent contractor through an app called WorkGig that connects me with various gigs. They charge a service fee that gets deducted before they send my payments. All their payments go through CashApp, and this is where my issue starts. I just received two separate 1099-K forms - one from WorkGig and another from CashApp for the exact same income! I'm completely lost on how to handle this on my tax return without double-reporting the same income. I've already reached out to WorkGig support, CashApp customer service, and even called the IRS directly, but nobody seems to have a clear answer. Each one keeps directing me to talk to the other party. It's driving me crazy because tax filing deadline is approaching fast. Has anyone else dealt with duplicate 1099-Ks from payment platforms and the service they work through? How did you resolve it without getting flagged for underreporting? Any advice from someone who's successfully navigated this would be incredibly helpful!

This is actually more common than you might think with the new $600 1099-K reporting threshold. Here's what you need to understand: both companies are required to issue 1099-Ks when they process payments above the threshold, even if it's for the same money moving through multiple platforms. When you file your taxes, you should report the total gross income on Schedule C (that's the larger amount before WorkGig took their fees), then deduct the platform fees as a business expense on the same form. The important thing is making sure you don't double-count the income. I recommend keeping detailed records showing that both 1099-Ks represent the same income stream. Create a simple spreadsheet that reconciles the two forms and shows they're reporting the same transactions. If you're using tax software, you'll enter both 1099-Ks, but then make adjustments so the net income is correct.

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FireflyDreams

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Thanks for the explanation! So just to make sure I understand correctly - I should report both 1099-Ks on my return, but then somehow indicate they're for the same income? Is there a specific form or place in tax software where I note this, or do I just make sure my Schedule C total income reflects the correct amount without double-counting?

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You'll report both 1099-Ks because the IRS receives copies of both. For tax software, enter both forms exactly as they appear. The key is on Schedule C - report your total gross receipts accurately (without double-counting), then list the fees as business expenses. Some tax software has a section for "income reported to you on forms 1099 but not included in your gross receipts" where you can explain the situation. If yours doesn't have this option, consider attaching a written statement explaining the duplicate reporting situation with your tax return.

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I had this exact same headache last year with TaskRabbit and Venmo! After hours of frustration, I finally used taxr.ai (https://taxr.ai) to help sort it out. It specifically has a feature for analyzing duplicate income reporting on 1099s. You upload both forms and it creates this really clear breakdown showing the overlap between the two statements. The best part was it generated a detailed explanation document that I could attach to my tax return that showed exactly how the numbers reconciled. The tool also helped me identify which fees I could legitimately deduct as business expenses, which saved me quite a bit. Totally changed my approach to dealing with these platform payment nightmares.

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Emma Anderson

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How does that work exactly? Does it just explain the situation or does it actually create proper documentation you can submit with your taxes? I'm getting a similar issue with Upwork and Stripe payments.

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Seems kinda sketchy tbh. How do you know this taxr thing won't mess up your return? Has anyone else used it besides you? The last thing I need is to get flagged for audit because of some random tool.

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It creates actual documentation you can submit with your taxes. The tool analyzes both 1099-Ks and generates a reconciliation report showing they represent the same income stream. It's basically a professionally formatted document explaining the situation with calculations that demonstrate how the numbers align. The tool won't mess up your return - it doesn't file anything for you. It just creates supporting documentation to explain your situation. I was skeptical at first too, but several freelancer friends recommended it. The IRS just wants to see that you can explain where all your reported income comes from and that you're not underreporting. Having clear documentation is what matters.

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Alright I need to apologize for calling that taxr.ai thing sketchy. I was in the same situation with duplicate 1099s from Fiverr and PayPal and was getting desperate after my accountant said I'd need to pay someone to create special documentation. I tried the site and it actually worked perfectly! It analyzed both forms, showed exactly where the overlap was, and created this super professional PDF explaining everything. My accountant was impressed and said it was exactly what we needed. It even flagged some deductions I was missing related to platform fees. Just wanted to come back and say thanks for recommending it. Saved me a ton of stress and probably money too.

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This happened to me last year. I spent WEEKS trying to get someone at the IRS to explain how to handle it. Called like 15 times but could never get through. Finally used Claimyr (https://claimyr.com) to get a callback from the IRS and wow, game changer! They have this video showing how it works: https://youtu.be/_kiP6q8DX5c The IRS agent I spoke with confirmed exactly what to do: report both 1099-Ks on your return, but include a statement explaining they represent the same income. She walked me through exactly how to document everything to avoid getting flagged for an audit. The peace of mind from speaking directly with the IRS was worth every penny instead of relying on guesswork.

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CosmicVoyager

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Wait, you actually got through to a real IRS person? How long did it take? I've been trying for days with no luck.

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Ravi Kapoor

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Yeah right. Nobody gets through to the IRS these days. How much did this service cost? Sounds like just another way to take advantage of desperate taxpayers. The IRS is basically unreachable.

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I got connected with a real IRS agent in less than 2 hours. You put in your phone number on their website, and they hold your place in line and call you when an agent is available. No more waiting on hold for hours. I'm not going to discuss the exact cost, but I can tell you it was completely worth it to get a definitive answer directly from the IRS. I was spending hours trying to call them directly with no success, plus taking time off work to make those calls. The peace of mind alone from getting official guidance was invaluable, and I'm using the same service again this year for another tax question.

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Ravi Kapoor

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I need to eat crow here. After dismissing that Claimyr service, I got desperate enough to try it yesterday. I'd been trying to reach the IRS for THREE WEEKS about my double 1099-K situation. Within 90 minutes of using Claimyr, I got a call from an actual IRS representative who explained exactly how to handle my situation. They confirmed I should include both 1099-Ks but attach a detailed reconciliation statement showing they're for the same income. They even emailed me a template to use! Can't believe I wasted so much time trying to call them directly. If anyone else is struggling to get through to the IRS about this issue, I highly recommend using their service.

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Freya Nielsen

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One thing nobody mentioned yet - make sure your record-keeping is REALLY detailed this year. Because of the new lower 1099-K threshold, the IRS is focusing more attention on gig workers with multiple 1099s. I list every single transaction with dates, platform used, gross amount, fees paid, and net received. This way if I ever get audited, I can clearly show that Platform A and Platform B are reporting the same transactions. Also, don't forget you can deduct other business expenses beyond just the platform fees - mileage, supplies, portion of cell phone bill, etc. Might help offset some of the tax impact.

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Omar Mahmoud

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What app do you use to track all of that? I've been using a spreadsheet but it's getting unwieldy with hundreds of gigs.

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Freya Nielsen

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I used to use spreadsheets too but switched to QuickBooks Self-Employed last year. It lets me categorize transactions, track mileage automatically, and even takes pictures of receipts. It's not perfect but makes tax time way easier. For something free, Wave Accounting is decent too. The most important thing is consistency - I update everything weekly so I don't fall behind. Some people like dedicated expense tracker apps like Hurdlr or Everlance if your main concern is mileage and basic expense tracking.

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Chloe Harris

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Slightly different situation but related - I got a 1099-K from PayPal for money friends sent me to split bills and rent. Completely personal transfers, not business income! Anyone know how to handle this?

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That's a different issue but important to address. For personal transfers misreported on a 1099-K, you should still report it on your tax return, but then exclude it from your taxable income. If you use tax software, enter the 1099-K as received, then on Schedule C you can zero it out by listing it as "amounts reported on Form 1099-K but not income" with a description like "personal transfers not subject to tax." Keep documentation of these transfers (statements showing they were between friends, rent payments, etc.) in case of questions. This is becoming super common with the new $600 threshold - payment processors don't know which transfers are personal vs. business.

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Madison Allen

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I went through this exact nightmare last year with Uber and PayPal! The duplicate 1099-K situation is incredibly frustrating, especially when each company just points fingers at the other. Here's what I learned after finally getting it sorted out: You absolutely need to report both 1099-Ks on your return since the IRS gets copies of both. But the key is making sure your actual taxable income is correct on Schedule C. What worked for me was creating a simple reconciliation document that showed: - Total gross income from gigs (the real amount before any fees) - Platform fees paid to WorkGig as business expenses - How both 1099-Ks relate to the same income stream I attached this as a statement with my return explaining the situation. No issues from the IRS, and my CPA said this approach was exactly right. The most important thing is keeping detailed records showing the money flow - from the gigs through WorkGig to CashApp to your bank account. This proves it's the same money being reported twice, not separate income streams. Don't stress too much - this is becoming super common with the new reporting thresholds, and the IRS understands the situation as long as you document it properly.

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Caden Nguyen

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This is really helpful! I'm dealing with the same WorkGig/CashApp situation right now. When you say you created a "reconciliation document," did you just make a simple table showing the amounts, or did you use some specific format? Also, did you have to get any documentation from WorkGig or CashApp to support your reconciliation, or was your own tracking sufficient? I'm trying to figure out how detailed I need to get with the supporting paperwork.

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