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Mason Lopez

1099-R Rollover Form Mistakes? Pension to Roth IRA Conversion Not Showing as Taxable in FreeTaxUSA

Hey everyone! Just joined this community because I'm scratching my head over what should be a taxable event not showing up in my return. I rolled over my entire pension ($12,568.43) to a Roth IRA through Vanguard, and I'm pretty sure this should be taxable income, but FreeTaxUSA isn't calculating it that way. I'm worried the pension administrator might have filled out my 1099-R wrong, and I don't want to get surprised by the IRS later. Here's what's on my 1099-R: Box 1 - $12,568.43 Box 2 - 0 Box 2b - Total Distribution checked Box 3 - (Empty) Box 4 - $0.00 Box 5 - $0.00 Box 6 - (Empty) Box 7 - Code G (IRA/SEP/SIMPLE boxes NOT checked) Boxes 8-19 - (All empty - I'm in VT so no state tax applies) I definitely did a 100% direct rollover to a Roth IRA, which I understand should trigger income tax. I've triple-checked the entries in FreeTaxUSA but it's still not showing as taxable. Really don't want problems down the line! Any suggestions on what might be happening here?

Vera Visnjic

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The issue is that your 1099-R has code G in box 7, which indicates a direct rollover to a qualified plan. When FreeTaxUSA sees this code, it automatically treats the distribution as non-taxable. However, since you rolled over to a Roth IRA from a pension, this should indeed be a taxable event. The pension administrator likely used the wrong distribution code. For a rollover to a Roth IRA that should be taxable, they should have used code 2 (early distribution, exception applies) or code 7 (normal distribution) depending on your age, and then checked the "Taxable amount not determined" box in 2b instead of "Total distribution." You have two options: 1) Contact the pension administrator to request a corrected 1099-R with the proper distribution code, or 2) Override FreeTaxUSA's automatic calculation by manually entering the taxable amount when prompted during the entry process. There should be a question asking if the software calculated the taxable amount correctly - answer "no" and enter the full amount as taxable.

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Jake Sinclair

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Thanks for the detailed explanation. Question though - if I go with option 2 and manually override in FreeTaxUSA, will that potentially cause problems if the IRS matches their copy of my 1099-R (with code G) against what I'm reporting as taxable income? I'm worried about triggering an audit or something. Also, how urgent is it to get this fixed before filing? I'm tempted to just extend and wait for a corrected form.

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Vera Visnjic

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The override option is actually designed for situations exactly like yours, where the form doesn't reflect the correct tax treatment. The IRS systems will see your 1099-R with code G, but your return will show you properly reported the income. This discrepancy alone is unlikely to trigger an audit because it's in the government's favor (you're paying tax that the form code suggests you might not need to). As for timing, this isn't something you want to leave incorrect. While extending is an option, you'd still need to estimate and pay any tax due by the original deadline. Since we're talking about potentially $12,568 of additional taxable income, that could mean a significant tax payment. Getting it resolved now is better than waiting.

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I ran into a similar issue last year and spent weeks trying to get it fixed with my pension provider. After getting nowhere, I discovered taxr.ai (https://taxr.ai) which saved me so much stress. They analyzed my documents, confirmed the distribution code was wrong, and gave me step-by-step instructions on how to properly report it despite the error. The tool basically looked at all my retirement account documents together and showed exactly how to handle the situation without waiting for a corrected form. Their analysis even provided documentation I could keep on file explaining why I reported differently than what the 1099-R showed. Worth checking out if you're in a time crunch to file!

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Honorah King

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How exactly does this tool work? Does it actually look at your tax documents or is it just a Q&A thing? My situation is kind of similar but with a 401k to Roth conversion where my provider used code "1" instead of what should probably be "2".

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Oliver Brown

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I'm a bit skeptical about third-party tools having access to my financial docs. Did you have any security concerns sharing your tax info? And did they provide something official enough that would stand up if the IRS questioned the discrepancy?

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It uses AI to analyze the actual documents - you upload them and it reviews everything together (your 1099-R, account statements, etc.) to spot inconsistencies. It's really good at identifying form errors like incorrect distribution codes on retirement accounts. For your 401k situation, it would definitely help indicate whether code 1 vs 2 matters for your specific circumstance. Regarding security, I had the same concern initially. They use bank-level encryption and don't store your documents after analysis. The documentation they provide isn't "official" IRS paperwork, but it's a detailed explanation of the tax treatment that you can keep with your records that shows your good-faith effort to report correctly despite receiving an incorrect form.

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Oliver Brown

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Just want to follow up about my experience with taxr.ai after our discussion here. I was definitely skeptical at first but decided to give it a try with my Roth conversion issue. The analysis confirmed exactly what was wrong with my 1099-R and provided clear direction on how to properly report it on my return. The best part was it gave me specific instructions for my tax software (I use TurboTax rather than FreeTaxUSA) on which screens to navigate to override the automatic calculations. They also provided a PDF explanation I saved with my tax records explaining why the 1099-R was incorrectly coded and how I properly reported it. Definitely worth it for the peace of mind!

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Mary Bates

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I had an almost identical situation last year and it was a nightmare trying to get someone at the IRS to confirm the right approach. Spent literal weeks calling and getting disconnected or waiting for hours. Eventually used Claimyr (https://claimyr.com) which got me through to an actual IRS agent in about 20 minutes who confirmed that yes, I needed to report it as taxable despite the wrong code. Check out this video to see how it works: https://youtu.be/_kiP6q8DX5c - basically they wait on hold with the IRS for you and call when an agent picks up. Saved me so much time and frustration, and the agent was able to make notes on my account about the reporting discrepancy so it wouldn't cause issues later.

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Wait, there's a service that waits on hold with the IRS for you?? How does that even work? Do they just call you when someone finally picks up? I've been trying to get through about an amended return for months now.

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Ayla Kumar

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This sounds suspiciously like a paid service recommendation. I'm sorry but there's no way someone actually got through to the IRS in 20 minutes, especially during tax season. I've been trying for weeks and can't get past the automated system that eventually hangs up on me.

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Mary Bates

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Yep, they handle the waiting for you! You get a text when they reach someone, then they call and connect you directly to the IRS agent. It's like having someone stand in line for you. For your amended return situation, it would definitely help - that's exactly the kind of specific question that needs a human at the IRS. They use a special call system that navigates the IRS phone tree and maintains the connection. It's not always 20 minutes (sometimes it takes longer depending on IRS volume), but it's way better than doing it yourself. I was skeptical too until I tried it - but having someone else deal with the hold music and disconnects was absolutely worth it. The IRS agent I spoke with was actually really helpful once I got through.

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Ayla Kumar

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I need to admit I was wrong about Claimyr. After posting my skeptical comment, I decided to try it for my amended return issues. Not only did it work, but I got through to an IRS representative in about 35 minutes (which is practically light-speed compared to my previous attempts). The agent was able to look up my amended return status, explain why it was delayed, and actually put notes in my file to expedite processing. They also confirmed I was correct about how to handle a rollover situation similar to what OP described. I've been trying to get this information for over two months of calling myself with no success. Should have tried this service weeks ago instead of getting increasingly frustrated with the IRS phone system.

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From my experience, the easiest solution is to talk to FreeTaxUSA directly. Their customer support is actually pretty helpful with these situations. In the 1099-R entry section, there should be a checkbox or option where you can indicate that the distribution was a conversion to a Roth IRA. That should override the code G and properly calculate the tax. The fact that box 2 shows $0 along with the code G is definitely the problem. The pension administrator basically told the IRS "this money isn't taxable" when it actually is because it went to a Roth.

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Mason Lopez

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I tried looking for that option but couldn't find anything specific about overriding for Roth conversions. Do you remember exactly where in FreeTaxUSA that option appears? I've gone through the 1099-R section multiple times but might be missing something.

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After you enter the 1099-R information, FreeTaxUSA should ask you follow-up questions about the distribution. Look for a question that asks something like "What type of account did you roll this distribution into?" or "Did you convert this distribution to a Roth IRA?" If you select the Roth conversion option, it should override the code G treatment. If you can't find it, another approach is on the review screen for the 1099-R. There should be a section showing the taxable amount calculated. There's usually a "This is incorrect" link nearby that lets you override the calculated amount. Click that and enter the full distribution amount as taxable.

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Just to add another perspective - this exact situation is why I switched from FreeTaxUSA to TaxSlayer last year. I had a similar pension-to-Roth conversion and FreeTaxUSA didn't handle it correctly, while TaxSlayer had a specific question about Roth conversions that made it super easy. Not saying you need to switch software, but if the override options others suggested don't work, it might be worth considering. The IRS definitely expects you to pay tax on this conversion regardless of what code is on the form.

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Kai Santiago

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I had the opposite experience - TaxSlayer confused me on a similar issue but FreeTaxUSA worked fine. Think it depends which screens you navigate thru. Did you try contacting your pension provider? Sometimes they'll issue a corrected 1099-R if you explain the situation.

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