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Aisha Patel

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This thread has been incredibly helpful! I'm dealing with the exact same issue - multiple CSP transactions that resulted in negative proceeds on my 1099-B, and FreeTaxUSA just won't accept the negative amounts. Based on all the advice here, it sounds like the consensus is to use the workaround of entering $0 for proceeds and putting the absolute value in the cost basis field instead. I'm going to try this approach for my ~30 options transactions. Quick question though - when I check the box on Form 8949 indicating the basis is incorrect, should I attach a separate statement or is there a specific field in FreeTaxUSA where I can add the explanation about the software limitation? Want to make sure I document this properly for the IRS. Thanks everyone for sharing your experiences - this saved me from potentially switching tax software at the last minute!

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StarGazer101

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In FreeTaxUSA, you can add the explanation directly in the software when you're working on Form 8949. There's usually a "Notes" or "Additional Information" section where you can enter a brief statement like "Adjusted reporting format for negative proceeds due to software limitations - economic result matches 1099-B." You don't typically need to attach a separate statement for something this straightforward. The key is just documenting that you made the adjustment intentionally and that the final tax result (the loss amount) is correct. I've done this for several years without any issues or follow-up from the IRS. Good luck with your 30 transactions - the workaround definitely beats starting over with new software!

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Laila Fury

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I ran into this exact same issue last year with my options trading! The negative proceeds problem with FreeTaxUSA is so frustrating, especially when you're dealing with multiple CSP transactions. What worked for me was the workaround others have mentioned - entering $0 for proceeds and putting the loss amount in the cost basis field. But here's an additional tip that saved me time: if you have a lot of transactions like I did (around 40), you can actually bulk edit them in FreeTaxUSA's spreadsheet view instead of going through each one individually. Go to the Investment Income section, find where it shows your imported 1099-B data, and look for the "Edit in Spreadsheet" option. You can then quickly adjust all the negative proceeds entries at once by copying the absolute values to the cost basis column and zeroing out the proceeds column. Much faster than doing it transaction by transaction. Just make sure to add that explanation note about software limitations when you get to Form 8949. I used something simple like "Negative proceeds adjusted to cost basis due to software input limitations - net loss amount unchanged from 1099-B reporting." The IRS has never questioned it, and it saved me from having to pay for more expensive software or start over completely.

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This is exactly what I needed to hear! I have about 35 options transactions and was dreading going through each one manually. The spreadsheet view tip is a game changer - I had no idea FreeTaxUSA had that feature for bulk editing 1099-B data. Just to confirm I understand correctly: in the spreadsheet view, I would copy all my negative proceeds amounts (as positive numbers) into the cost basis column, then change all the proceeds entries to $0? And this maintains the same net loss calculation that matches my 1099-B? I'm definitely going to try this approach. Thanks for sharing the specific explanation language you used too - that's really helpful for the Form 8949 notes section.

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Luca Ferrari

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Had this happen. Got confused too. Called my preparer. They explained it's not their check. It's from Treasury. Mail date means mail date. No early pickup. Mine took 6 days after mail date. Was driving me crazy. Needed it for rent. Next year doing direct deposit. Much faster. Hope yours comes quickly.

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I understand the frustration with the timing! As someone who's dealt with quarterly estimated payments myself, here's what I've learned about managing this situation: The "check printed" status combined with a future mail date is actually the IRS giving you advance notice of when your refund will be mailed. This is helpful for planning purposes, even though you can't accelerate the process. For your quarterly payments as an independent contractor, consider these options: • If your refund arrives after the quarterly deadline, you can still make the payment and potentially qualify for a penalty waiver if you meet safe harbor rules • You could make the quarterly payment from other funds now and reimburse yourself when the refund arrives • Many tax software programs and preparers can help calculate if you'll owe penalties for late quarterly payments The Treasury's direct mail system is secure but inflexible - there's simply no mechanism for early pickup. I switched to direct deposit after experiencing similar timing issues, and it's made quarterly payment planning much more predictable. The refund typically hits your account 1-2 days after the "sent" status appears. Hope your check arrives promptly on the 26th!

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Tax filing extension pros & cons - better to file superseding return or amendment?

I'm trying to decide whether to file for a tax extension this year, and I'm curious about potential advantages. I know that if I get an extension, I could file a superseding return instead of an amended return if needed. What exactly is the benefit of that approach? My tax situation is pretty complex this year. I have some W-2 income but I'm mainly working as a consultant with 1099s. I have a single-member LLC that's taxed as a pass-through on my Schedule C. When I started my business in 2021, I elected to use the accrual method since I was in a lower tax bracket but anticipated growth, so I wanted to shift more income into that first year rather than pushing it to 2022. Last year I also started investing more seriously. I opened a brokerage account after maxing out my tax-advantaged accounts. Made some risky trades that actually worked out pretty well, including getting lucky with the whole meme stock craze in January. I've since decided to move toward more traditional investments, but I now realize I wasn't thinking about the tax implications of trading futures, commodities, REITs, partnerships, etc. I'm expecting several K-1s to arrive, but I'm not sure how many or when they'll show up. I'm also considering hiring a CPA to help me switch from accrual to cash basis accounting so my 1099s will better align with my actual earnings. My current plan: 1. File for extension before April 15 2. File my taxes on April 15 anyway and pay what I owe 3. Pay Q1 estimated taxes using safe harbor (110% of previous year's tax * 0.25) 4. If late K-1s arrive or I change accounting methods, file a superseding return and adjust my quarterly payments accordingly Would I still face underpayment penalties and interest either way? Is there any real advantage to filing a superseding return versus an amendment? Or should I just file for extension, pay an estimated amount on April 15, and wait until October to file the actual return?

Have you considered just paying a CPA to handle this for you? With the complexity you're describing (especially with the accounting method change), it might be worth the money. My tax situation got similarly complicated last year and I bit the bullet and hired someone. Cost me about $800 but saved me thousands in deductions I would have missed and countless hours of stress.

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I've been considering it, but I'm worried about finding someone who really understands both the 1099 contractor side AND the investing complexities. Did you find someone who specialized in both areas? How did you go about finding them?

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I found my CPA through a referral from another consultant who also dabbles in investing. That's probably your best bet - ask other contractors who also invest who they use. Most experienced CPAs can handle both business and investment income, but you definitely want someone who regularly works with self-employed people and investors rather than someone who mainly does simple W-2 returns. When interviewing potential CPAs, ask specifically about their experience with accounting method changes and investment income from partnerships/REITs. A good CPA will be able to immediately discuss the implications of these situations without hesitation.

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One thing nobody's mentioned yet - if you file for an extension and pay what you think you'll owe, you'll avoid the late filing penalty (which is much higher than the late payment penalty). The late filing penalty is 5% of unpaid taxes for each month your return is late, while the late payment penalty is just 0.5% per month.

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Amara Torres

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But don't you still have to pay by April 15 regardless of whether you file an extension? So if you underestimate what you owe, you'll still get hit with penalties, right?

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Yara Sayegh

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Yes, you still need to pay by April 15 even with an extension. The extension only gives you more time to file your return, not to pay what you owe. If you underestimate and don't pay at least 90% of your actual tax liability (or meet the safe harbor rule of paying 100%/110% of last year's tax), you'll face underpayment penalties. However, the key benefit is avoiding the much steeper late filing penalty if you can't get your return completed by the deadline. It's basically damage control - you might still owe some interest and underpayment penalties, but you avoid the worst penalty (late filing) by getting that extension filed on time.

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Honorah King

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I'm currently going through this exact situation and this thread has been a lifesaver! Filed 2/16, accepted 2/19, got the dreaded 570 code, and I'm now at day 72 with absolutely no movement. My refund is around $2,800 and I really need it for some home repairs that can't wait much longer. Reading all these success stories with congressional inquiries has given me the push I needed to stop waiting around. I called my representative's office yesterday and they immediately sent me the privacy release form - they said they handle these IRS cases all the time and that they've been seeing a lot more 570 code delays this year. What really convinced me was learning that it goes through the Taxpayer Advocate Service rather than the regular IRS phone system. I've tried calling the IRS directly about 15 times over the past month and either get disconnected or told to "wait the full processing time" without any real answers. For anyone still on the fence about this approach - the congressional staff I spoke with said these inquiries typically get assigned to a TAS advocate within 7-10 business days, and most cases see some kind of movement within 2-3 weeks. That's way better than the indefinite waiting game I've been stuck in. I'll update this thread once I hear back with results. Fingers crossed this actually works!

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Amina Bah

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This is really encouraging to hear! I'm in a similar situation - filed 2/17, accepted 2/20, got the 570 code and I'm at day 69 now. My refund is about $3,400 and like you, I have some urgent expenses that this would really help with. I've been hesitant to contact my congressman because I wasn't sure if it was "serious enough" but reading through everyone's experiences here has convinced me that this is a legitimate approach. The fact that your representative's office said they're seeing more 570 delays this year makes me feel less alone in this situation. I'm going to call my representative's office first thing Monday morning. The 7-10 day timeline for TAS assignment sounds so much more promising than this endless waiting game. Please definitely keep us updated on how it goes - I think a lot of us are in the same boat and your experience could really help others decide whether to pursue this route. Thanks for sharing your timeline and keeping us posted!

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Thanks for starting this thread - I'm in almost the exact same situation and it's been really stressful! Filed 2/20, accepted 2/23, got the 570 code and I'm now at day 64. My refund is about $2,900 and I really need it for some unexpected dental work. Reading through all these success stories with congressional inquiries has been incredibly helpful and honestly given me hope for the first time in weeks. I had no idea that these inquiries go through the Taxpayer Advocate Service and get priority handling - that explains why so many people are seeing results when regular IRS calls lead nowhere. I've been putting off contacting my representative because I thought maybe I was being impatient, but seeing that so many others have gone this route after 60+ days makes me feel like it's the right move. The fact that multiple people got movement within 2-3 weeks is way better than this indefinite waiting. I'm going to call my congressman's office tomorrow morning and get that privacy release form started. Will definitely update this thread with my results since it seems like a lot of us are going through the same thing. Thanks again for sharing your experience and giving us all a roadmap forward!

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My wife and I have a 2 year old and 7 year old. We're getting $375 for one and $300 for the other each month. Just wanted to add that you can update your direct deposit info or switch to paper checks through the IRS portal. We initially had problems with the payments going to a closed bank account. Also, does anyone know if these payments are considered taxable income? Or are they just advances on the credits we would normally get anyway?

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Malik Davis

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They're not taxable income - just advances on the credit you'd normally get when filing. It's no different from a tax perspective than if you adjusted your W-4 to have less withholding throughout the year. The money isn't additional income, it's just the government giving you your tax credit earlier.

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Rajiv Kumar

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This is exactly the kind of confusion I was hoping to avoid! I've been getting the monthly payments too and was worried about the same double-dipping scenario you described. From what I've gathered reading through all these responses, the key thing is that the monthly payments are only for HALF of the expanded credit amount. So for your child under 6, you're getting $2,250 over 6 months ($375 x 6), not the full $4,500. You'll still claim the remaining $2,250 when you file your 2025 taxes. The tricky part is that your W-4 was probably set up assuming you'd get the old $2,000 credit at filing time. Since you're now getting some credit in advance, you might need to adjust your withholding to avoid owing money next April. I'm planning to use one of those tools mentioned above to figure out exactly how much to adjust my W-4. Better safe than sorry when it comes to avoiding a surprise tax bill!

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Natalie Khan

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Thanks for breaking this down so clearly! I think you've hit the nail on the head about the confusion - it's that gap between what our W-4s were set up for versus what's actually happening with these advance payments. I just realized I should probably check my last few pay stubs to see exactly how much tax is being withheld based on my current W-4. If it was calculated assuming I'd get the full credit at tax time, but now I'm getting part of it monthly, that could definitely create an underpayment situation. Has anyone else noticed whether their regular paycheck withholding amounts have changed at all since these monthly payments started? I'm wondering if some payroll systems automatically adjusted or if we all need to manually update our W-4s.

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