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Ask the community...

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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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What's the best way to file an amended tax return without all the hassle?

Let me be real - taxes are a complete nightmare and ridiculously complicated for no good reason. Should just be one unified system that handles everything. This whole process is ridiculous. So I filed my taxes using TaxSlayer this year, got my federal and state refunds, and then realized I qualify for additional EITC that I didn't claim initially. Now I need to file an amended return. Last year I used TurboTax but switched to TaxSlayer this time because TurboTax wanted to charge me crazy fees for my 1099 income (was literally going to cost more than my refund amount). But now TaxSlayer wants to charge me $57 just to submit an amendment! That's highway robbery for some digital paperwork. And they won't even let me pay it from my expected refund - they want me to pay upfront with a card. I tried looking at e-file.com since they advertise free amendments, but apparently you can only use them if you originally filed through them. I can't go back to TurboTax to e-file an amendment because I didn't use them this year, and they want me to print and mail physical forms (seriously, it's 2025, who even owns a printer anymore except businesses?). What are my realistic options here? Do I seriously have to pay TaxSlayer's ridiculous fee? Or print out forms somewhere and mail them? Filing taxes is already painful enough without all these barriers to fixing a simple mistake. Do I have any other options I'm missing? I don't even have my original paystubs anymore to enter into a new system.

Grace Durand

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Another option nobody mentioned - if you're really stuck, you can get free tax help from VITA (Volunteer Income Tax Assistance) or TCE (Tax Counseling for the Elderly) programs. They can help with amendments too! I volunteer with VITA and we help with amendments all the time, especially for EITC issues. The service is completely free if your income is $60,000 or less. Most sites are open until April 15, but some locations offer year-round assistance. Google "VITA locator" or call 800-906-9887 to find a site near you. Just bring your original return, any W-2s/1099s, and they'll help you complete the amendment for free.

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Steven Adams

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Do these VITA sites help with self-employment income too? I have a mix of W-2 and 1099 income like the original poster mentioned. Most free tax services seem to bail when you mention self-employment stuff.

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Yes, VITA sites definitely help with self-employment income! I've used them for my 1099 work before. The volunteers are trained to handle Schedule C, quarterly estimated taxes, and all the self-employment complications. Just make sure to bring all your 1099s and any business expense receipts you have. Some VITA sites even have volunteers who specialize in small business returns, so they're really knowledgeable about maximizing your deductions while staying compliant. The only limitation is they typically can't help with really complex business structures like partnerships or S-corps, but for basic self-employment income they're great. And since you're dealing with an EITC amendment, having someone double-check your self-employment income calculations could be really valuable.

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Margot Quinn

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I went through this exact same situation last year! Here's what I learned the hard way: First, don't feel bad about the system being confusing - you're absolutely right that it's unnecessarily complicated. The fact that different tax software companies can't work together for amendments is ridiculous. For your specific situation, I'd actually recommend trying the VITA program that Grace mentioned. Since you have 1099 income AND need to claim EITC, having a trained volunteer double-check everything could save you from future headaches. They're used to dealing with mixed income situations and EITC calculations. If VITA isn't available in your area or you want to handle it yourself, here's a practical tip: TaxSlayer's $57 fee might actually be worth it if your additional EITC refund is substantial (which it often is - could be $1,000+ depending on your situation). Think of it as paying for convenience and faster processing time. Whatever you do, don't let this slide because you're frustrated with the process. The IRS has a three-year window for you to claim refunds you're entitled to, but why leave money on the table? You earned that EITC credit. Also, for next year - consider keeping digital copies of all your tax documents in a cloud folder. Makes amendments way easier when you have everything organized in one place.

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Ella Lewis

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This is really helpful advice! I'm curious about the three-year window you mentioned - does that apply to all types of amendments or just EITC claims? I made some mistakes on my 2022 return that I never corrected because I got overwhelmed by the process. Is it too late to go back and fix those now? Also, the cloud folder tip is brilliant. I've been keeping paper copies of everything scattered across different folders and it's such a mess when I need to reference something. Do you have any recommendations for organizing tax documents digitally? Like what folder structure works best?

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Inherited Promissory Note from Parent's Business Sale - Tax Implications for Installment Sale

My father passed away about 8 months ago and left me and my siblings a promissory note from his business sale back in 2019 (mostly commercial real estate and some structures). Looking at his final tax return, I can see he was reporting it as an installment sale with approximately 60% of each payment being taxed as capital gain. I'm also serving as the executor of his estate. When I consulted with the estate attorney after we opened probate, he advised that since real property transfers directly to heirs without going through probate, I should distribute the note payments directly to the beneficiaries. So for the past several months, I've been sending the monthly payments proportionally to all beneficiaries (including myself). Now that tax season is approaching, I'm confused about how to handle this situation correctly. Some specific questions: * Did I mess up by distributing payments directly to beneficiaries instead of running them through the estate? Should the estate be filing a return for this note income? The estate has no other income and otherwise wouldn't need to file. If I did this wrong, can I fix it with some accounting adjustments since the estate has zero debts? Or do I need to recollect all those distributed funds back into the estate accounts? * Does the step-up in basis apply in this situation? My understanding is that since the actual property was sold before his death, the original gain percentage continues to apply for the entire life of the note, even though it's now inherited. But that seems unfair considering if we had sold after his death, our basis would step up to market value and save us probably $75,000 in taxes. The promissory note includes a security interest in the property, allowing us (as beneficiaries) to reclaim the property if payments stop. So it still feels like we have an interest in real property that should qualify for step-up. * How should I report this income on my personal return (or the estate's return if that's correct)? Do I continue reporting it as an installment sale? Should it be treated as a seller-financed mortgage? Or if step-up applies, do I just report the interest portion as ordinary income? For reference, I'm in North Carolina and the business property is located in West Virginia.

Building on the excellent advice already given, I want to emphasize a few critical points that could save you significant headaches: First, regarding the estate vs. direct distribution issue - while technically the promissory note should have gone through probate as personal property, the practical impact may be minimal if beneficiaries are receiving their correct proportional shares. However, you should definitely consult with your estate attorney about whether to file a Form 1041 for the estate or issue K-1s to beneficiaries. This decision affects where the tax liability sits. Second, the step-up basis issue is unfortunately clear-cut - installment obligations don't receive step-up treatment under IRC Section 1014(c). The original sale created the installment obligation, and that's what was inherited, not the underlying property. Even with the security interest, you inherited the right to payments, not ownership of the real estate. For reporting, you'll need your father's final Form 6252 to determine the gross profit percentage that continues to apply. Each payment you receive will be split between: (1) return of basis (not taxable), (2) gain recognition (capital gains), and (3) interest (ordinary income). Given the multi-state complexity (NC/WV) and the estate administration questions, I'd strongly recommend getting professional help from a tax attorney or CPA experienced with installment sales and estate taxation. The potential tax savings from proper planning could easily justify the professional fees. One last note - make sure you're keeping detailed records of all payments received and how they're being distributed among beneficiaries. The IRS will want to see this documentation if they ever examine the returns.

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QuantumQuest

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I'm dealing with a somewhat similar situation right now with my mom's estate, and I wanted to share a few additional considerations that might help. One thing I learned from my estate attorney is that even though you've been distributing payments directly to beneficiaries, you might want to consider having the estate "adopt" those distributions retroactively through proper accounting entries. This can help establish a clear paper trail showing the estate received the income and then distributed it, which might be cleaner for tax reporting purposes. Also, regarding the WV/NC state tax issue - I'd definitely recommend checking if West Virginia has any special provisions for inherited installment obligations. Some states have different rules for inherited vs. original installment sales, and a few even provide partial basis adjustments in certain circumstances, though this is rare. From a practical standpoint, since you're the executor and dealing with monthly payments, consider setting up a dedicated estate account just for these transactions going forward. It makes the accounting much cleaner and gives you better documentation if the IRS ever questions the distributions. Have you considered whether it might make sense to accelerate the remaining payments or sell the note entirely? Sometimes the administrative burden and ongoing tax complexity of installment reporting makes it worth exploring other options, especially if the security interest gives you leverage with the buyer. The multi-state complexity alone probably justifies getting professional help, but don't let anyone tell you this is impossible to sort out - it's just a matter of getting the right guidance and documentation in place.

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This is really helpful advice about retroactively having the estate "adopt" the distributions. I hadn't thought about that approach, but it makes sense for creating a cleaner paper trail. Quick question though - if we do set up the estate accounting this way going forward, would that mean the estate needs to file Form 1041 and issue K-1s to all beneficiaries? Or could we still report the income directly on our individual returns? I'm trying to figure out which approach creates less complexity, especially since we're dealing with multiple beneficiaries across different states. Also, regarding your suggestion about accelerating payments or selling the note - that's an interesting idea I hadn't considered. Do you know if there are any special tax implications for selling an inherited installment note? Would we get any basis adjustment in that scenario, or would it still be subject to the original gain calculations?

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Check if these are actually from the IRS or Department of Treasury, or if they might be scams. Real IRS letters have a notice number (usually CP followed by numbers) in the upper right corner. If the letter just says "Department of Treasury" without specific IRS markings, be suspicious!

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Zainab Yusuf

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Good point! There are so many tax scams these days. I got a fake "IRS" letter last year that looked pretty official until I realized they wanted payment in gift cards πŸ™„

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Liam McGuire

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They do have CP numbers on them and look pretty official. The return address is from an IRS processing center and they have my correct taxpayer info on them. I'm pretty sure they're legit, which is why I'm so worried.

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Miguel Castro

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This is definitely a serious situation that needs immediate attention. Given the amounts involved ($22K and $123K) versus your actual income during college years, this screams either identity theft or a major IRS error. The fact that the letters cut off mid-sentence is also a red flag that something went wrong in their system. Here's what I'd do right away: 1. Call the IRS immediately using the number on the notices to get complete information 2. Request your tax transcripts for 2010-2011 online at irs.gov or by calling 1-800-908-9946 3. Pull your credit reports to check for any accounts or employment you don't recognize 4. Gather all your tax documents from those years (W-2s, 1099s, tax returns) Don't panic, but also don't delay. Even if this is completely wrong, ignoring it will only make things worse. The IRS has powerful collection tools, but they also have procedures to fix errors when they happen. You have rights as a taxpayer, and if this is identity theft or their mistake, it can be resolved - it just takes persistence and proper documentation.

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I see so many of these stories lately! The IRS systems are completely overwhelmed and their error rate seems to be getting worse. One thing to consider if this doesn't get resolved quickly - the Taxpayer Advocate Service can help with these kinds of issues, especially when there's a risk of financial hardship. They're an independent organization within the IRS. Just remember to document EVERYTHING. Every call, letter, the name of every IRS employee you speak with, dates, times - create a paper trail so detailed that nobody can question your due diligence. It might seem excessive, but if this drags on, that documentation will be your best defense.

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Anthony Young

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This is great advice. The Taxpayer Advocate Service helped my parents with a similar issue. It took about 3 months total but they got everything sorted out without having to pay a tax professional. Their website has forms you can fill out to request their help.

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Sean Doyle

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I'm glad to see you're making progress on this! Just wanted to add a few more tips that helped me when I dealt with a similar CP2000 issue: 1. When you send your written response, use certified mail with return receipt requested. This gives you proof the IRS received it and when. 2. Keep calling that same IRS number periodically to check on the status. Sometimes these cases get stuck in the system and a follow-up call can move things along. 3. If you haven't already, pull your Social Security earnings record from ssa.gov to verify what employers actually reported wages under your SSN. This can help identify if there are other discrepancies you're not aware of. The fact that they already identified it as a clerical error with someone else's information is a great sign. Usually once they acknowledge the mistake internally, the resolution moves pretty quickly. You should be in the clear soon!

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