IRS

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Ask the community...

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Sophia Russo

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One thing nobody's mentioned yet - your friend should request his Wage and Income Transcripts from the IRS for all those years. This will show all income that was reported to the IRS on 1099s, W2s, etc. This gives you a starting point to know what income the IRS already knows about. You can request these transcripts online at irs.gov or by filing Form 4506-T. This helps ensure you don't miss any income that was reported to the IRS, which would definitely trigger notices or audits.

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Evelyn Xu

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Can you get these transcripts if you haven't filed for several years? I thought your online access gets restricted if you're not in compliance?

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Sophia Russo

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You're right that online access might be restricted for non-filers. In that case, you can still get them by mail using Form 4506-T. It takes a few weeks but gives you exactly what income the IRS has on record. Even if your friend can't access his own transcripts directly, a tax professional with proper authorization (Form 2848 Power of Attorney) can access these transcripts on his behalf through the tax pro's account. This is another reason working with a professional is valuable in catch-up situations.

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Dominic Green

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Just wanted to add that I was in a similar situation (6 unfiled years as a freelancer) and the process wasn't nearly as scary as I thought. Definitely start with current year and work backwards, and be proactive about setting up payment plans if he owes. The IRS is actually pretty reasonable if YOU reach out to THEM before they come looking for you. It's when you ignore their notices that things get ugly with liens and levies.

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Hannah Flores

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Did you get hit with huge penalties? I'm in a similar situation and I'm terrified of what I might owe with all the added penalties and interest.

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Myles Regis

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Has anyone considered that the Tax Cuts and Jobs Act significantly changed tax brackets, deductions, and credits between 2017 and 2018? I know OP is talking about 2023-2024, but if your tax preparer is using outdated forms like 1040EZ (which doesn't exist anymore), they might not be the most reliable. Different withholding tables + partial year work + 401k contributions can absolutely cause dramatically different refunds. Remember a refund just means you overpaid throughout the year - it's not free money!

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Salim Nasir

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Wait, so if these forms don't even exist anymore, why would my preparer mention using different forms? Now I'm really confused and wondering if I should find a new tax person. Do you have any suggestions for how to find a good tax preparer?

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Myles Regis

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I'd be concerned if your preparer is actually referring to these outdated forms, as they haven't been used since 2017. They might be using simplified language to describe your tax situation, but it's a red flag if they're literally talking about filing these forms recently. For finding a good preparer, I recommend looking for an Enrolled Agent (EA) or CPA who specializes in individual taxes. Ask friends for recommendations, check Google reviews, and interview potential preparers before hiring. Ask questions like: How long have you been preparing taxes? What continuing education do you complete? How do you stay current with tax law changes? A good preparer should be able to clearly explain why your refunds differed and shouldn't mind questions.

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Brian Downey

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One thing nobody's mentioned - check if your state withholding was different between the two years! My refunds were super different between years and it turned out my state withholding had doubled accidentally. The federal return looked similar but the state refund was huge one year.

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Jacinda Yu

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Good point! I had something similar happen when I moved from Illinois to Indiana mid-year. The state portion made a massive difference.

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Another option is to just file your taxes now, then wait for the IRS to send you a bill. Once you get the bill, you can go to IRS.gov and set up an online payment plan yourself without going through tax prep services. The online setup fee is only $31 if you do direct debit. I did this last year and it was pretty straightforward.

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Drake

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This is really helpful, thank you! If I wait for the bill though, will I accumulate penalties and interest during that waiting period? And would this approach still work since I already have an existing installment agreement? I'm worried about defaulting on my current agreement.

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You will accumulate some interest and penalties during the waiting period, but they're relatively small compared to the fees you're being quoted. For example, the failure-to-pay penalty is usually 0.5% of the unpaid tax per month. Since you already have an existing agreement, you might want to call the IRS directly to modify your current plan instead of setting up a new one online. Modifying an existing plan is typically easier and may have lower fees than creating a new one. Your current agreement won't default immediately - the IRS will typically send notices before taking any collection action.

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Mason Kaczka

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Has anyone used the low-income taxpayer certification to get the $31 fee? I think if your income is below 250% of the federal poverty guidelines, you qualify for the reduced fee. You just have to check a box on the form.

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Sophia Russo

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Yes, I did this last year! If you're below the income threshold (about $33,975 for a single person in 2025), you can request the reduced fee. Just check the certification box in Part II of Form 9465. They didn't ask for any additional documentation - they just cross-reference with your tax return.

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Mei-Ling Chen

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For what it's worth, I actually dealt with this exact problem last year. The key is to act quickly. Call the credit card company and ask for their "1099 department" specifically - regular customer service reps often have no idea how to handle these issues. If they verify it was sent in error, ask them to issue a "corrected 1099-C" showing $0 in box 2 (amount of debt discharged). Don't accept them just saying "oh, ignore it" - you need an official correction filed with the IRS or you'll get a CP2000 notice later.

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What happens if you already filed your taxes with the incorrect 1099-C amount? My tax preparer included it and now I realized it was an error. Am I screwed?

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Mei-Ling Chen

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You're not screwed, but you'll need to file an amended return using Form 1040-X. First, get the corrected 1099-C from the issuer showing zero debt cancellation. Then file the amendment to remove that income from your tax return. If you've already paid tax on that phantom debt forgiveness, you'll get a refund of the difference. Just be sure to include a brief explanation with your 1040-X stating that you received a corrected 1099-C (and attach a copy of it). This should be a routine correction that won't trigger any issues.

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Has anyone successfully disputed a 1099-C without the issuing company's cooperation? My old student loan servicer sent me one claiming they cancelled $24k in debt, but they actually just transferred my loans to a new servicer. Nothing was forgiven! They're ignoring my calls now.

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That's a loan transfer, not debt cancellation! I had the exact same thing happen. File Form 8275 with your return and attach a statement explaining the loan wasn't cancelled but transferred. Include any documentation showing the new loan servicer has your debt (like statements from them). The IRS publication 4681 specifically addresses this - loan transfers aren't debt cancellation. Be super clear in your statement that "this was a transfer of debt to a new servicer, not debt cancellation as incorrectly reported on Form 1099-C." Also file a complaint with CFPB about the servicer.

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Mia Green

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One approach my wife and I use (I'm self-employed, she has W-2 income) is to set her W-4 for slightly HIGHER withholding to cover some of my self-employment tax. We found it easier than making larger quarterly payments. For the W-4, we check the box in Step 2(c) for "multiple jobs," which increases her withholding. It's not perfectly accurate, but it's simpler for us than trying to calibrate everything exactly. We usually get a small refund, which I know some people hate, but we prefer that to scrambling to make a big payment in April.

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Olivia Kay

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Interesting approach! Do you know roughly what percentage of your self-employment tax gets covered by her additional withholding? And have you ever had issues with underpayment penalties this way?

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Mia Green

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We cover about 60% of my self-employment tax through her withholding. The remaining 40% I pay through quarterly payments, but they're much smaller and more manageable this way. We've never had underpayment penalties because the combination keeps us well above the safe harbor threshold (100% of last year's tax or 90% of current year). The key was finding the right balance - we started too high with her withholding and got a huge refund the first year, so we've adjusted downward since then.

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Emma Bianchi

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Don't overthink this! Just have your wife put "married filing jointly" and claim both kids on her W-4. Then YOU increase your quarterly payments a bit to make up any difference. WAY easier than trying to calculate the perfect withholding amount on her checks.

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This is actually really bad advice. If she claims both kids on her W-4 and the husband continues making the same quarterly payments, they'll likely be significantly underpaying their taxes. The quarterly payments were calibrated for just his income, not their combined income minus two child credits.

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