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Margot Quinn

Is my 1099-R correct for Roth conversion? Taxable vs non-taxable amounts

I've got a pretty messy situation with my 1099-R and I'm trying to figure out if it's right before I file with TurboTax. Here's what happened: In 2024, I converted my entire Traditional IRA to my Roth IRA. My Traditional IRA had several different types of money in it: 1. $8,000 I contributed to my Traditional IRA and immediately converted to Roth (Backdoor) which was AFTER-TAX money because I couldn't deduct it due to my MAGI being too high 2. About $4,700 that was recharacterized from my Roth IRA back in 2022. I filled out Form 8606 correctly that year, so this should be AFTER-TAX money too 3. Around $5,000 that I rolled over from an old 401k (PRE-TAX money) 4. About $2,600 in investment gains (also PRE-TAX) I should only owe taxes on items #3 and #4, right? But Fidelity lumped everything together on one 1099-R: Box 1 shows $20,300 Box 2a shows $20,300 Box 2b is checked for "taxable amount not determined" and "total distribution" Box 7 has code "2" and is checked for IRA/SEP/SIMPLE When I enter this in TurboTax, it's acting like the entire amount is taxable! I can't find any way to indicate that part of this was after-tax money. I'm wondering if there should be different codes in Box 7 or if I'm missing something. Is my 1099-R wrong? How do I make sure I'm not paying taxes on money that was already taxed?

The 1099-R itself isn't necessarily wrong, but you do need to account for your non-deductible contributions using Form 8606. This form is how you track the "basis" (already-taxed money) in your Traditional IRA. When you do a Roth conversion, the 1099-R will typically show the full distribution amount in Box 1 and Box 2a because the financial institution doesn't track which portions were pre-tax vs. after-tax. It's your responsibility to report this correctly on your tax return. In TurboTax, when you enter the 1099-R, there should be a section where it asks about non-deductible contributions or your "basis" in the IRA. Make sure you enter the total of your after-tax contributions ($8,000 + $4,700 = $12,700 in your case). TurboTax should then automatically fill out Form 8606 to calculate the taxable portion of your conversion. If TurboTax isn't asking about this, look for a section about "IRA Basis" or "Non-deductible IRA contributions" in the program. You might need to search for it specifically.

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Thanks for the info! So if I understand right, even though Box 2a says $20,300 is taxable, I can override this with Form 8606? Also, do I need to have copies of my old 8606 forms from when I made those non-deductible contributions? What if I can't find my 2022 form where I reported the recharacterization?

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Yes, Form 8606 will override what's reported in Box 2a of the 1099-R. The IRS reconciles this information, so you don't need to worry about the financial institution reporting the full amount as taxable. It's helpful but not absolutely necessary to have copies of your old 8606 forms. What's most important is that you know your total "basis" (non-deductible contributions) in your Traditional IRA as of December 31 of the year before your conversion. If you can't find your 2022 form, you might be able to get a transcript of your tax return from the IRS website to verify the numbers you reported.

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Hey there! I went through almost the exact same situation last year and found a great solution. I was pulling my hair out with TurboTax until I discovered taxr.ai (https://taxr.ai). It specifically helped me parse through my complex Roth conversion situation. You upload your tax documents, and it identifies issues like this - distinguishing between pre-tax and after-tax contributions in conversions. The tool actually flagged my 1099-R and walked me through how to properly allocate the basis amounts on Form 8606. It saved me from accidentally paying taxes on money that was already taxed! I was honestly surprised at how it caught the nuances of IRA basis tracking that TurboTax seemed to bury deep in their interview process. Might be worth checking out if you're still struggling.

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I'm curious about this - does it actually fill out the forms for you or just point out issues? I've got a similar situation with a partial Roth conversion where some of the money was after-tax contributions. TurboTax keeps saying I owe taxes on the whole amount.

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I'm skeptical about these tax services that aren't the major players. How does it handle state taxes? And can it actually e-file or do you still need to go back to something like TurboTax after using it?

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It doesn't fill out the forms for you, but it gives you specific guidance on exactly what to enter and where in your tax software. For your partial Roth conversion, it would highlight exactly where you need to enter your basis information in TurboTax so you don't pay taxes twice. As for state taxes, it handles them well in my experience. It's not a replacement for your tax software - it's more like having a tax expert looking over your shoulder while you prepare your return. You still use TurboTax or whatever software you prefer for the actual filing, but with much more confidence that you're doing it correctly. It saved me a bunch in taxes last year by identifying my basis properly.

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Just wanted to update after trying taxr.ai that the previous commenter suggested. It was actually super helpful for my Roth conversion situation! I uploaded my 1099-R and previous year's returns, and it immediately flagged that I had non-deductible contributions that weren't being tracked correctly in TurboTax. The tool showed me exactly where in TurboTax to enter my basis information (which was buried in some obscure menu I never would have found). Once I did that, Form 8606 was generated correctly and my tax bill dropped by over $3,000 since it properly accounted for the after-tax money I'd already contributed. For anyone dealing with these complicated IRA conversion scenarios, having something double-check your work is definitely worth it. Won't go back to doing these conversions without a second set of eyes!

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OP, I had almost the identical situation last year. After spending hours on hold with the IRS trying to get clarification (seriously, like 3+ hours each time I called), I found Claimyr (https://claimyr.com). They got me connected to an actual IRS agent in about 20 minutes who walked me through exactly how to handle my 1099-R and Form 8606. You can see how it works here: https://youtu.be/_kiP6q8DX5c The IRS agent confirmed that the 1099-R looks correct as issued by your financial institution. What matters is that YOU properly account for your basis with Form 8606. The agent explained that financial institutions don't track your basis - that's why Box 2b is checked as "taxable amount not determined." Honestly, getting that direct confirmation from the IRS gave me the confidence to file correctly and not overpay thousands in taxes.

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How does this Claimyr thing actually work? I don't understand how they can get you through to the IRS faster than calling directly. That sounds too good to be true.

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Yeah right. I seriously doubt this works. The IRS phone system is a national disaster and no service can magically get you through. They probably just keep calling on your behalf until they get lucky, and charge you a fortune for it.

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It works by using an automated system that navigates the IRS phone tree and waits on hold for you. When an agent actually answers, you get a call connecting you directly to them. They basically do the holding part for you. The service doesn't "skip the line" - it just handles the frustrating part where you're waiting with your phone to your ear for hours. I was skeptical too until I tried it. The IRS agent I spoke with confirmed that my 8606 form needed to show my cumulative non-deductible contributions as my basis, which significantly reduced my taxable conversion amount.

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I was completely wrong about Claimyr. After my last comment, I was desperate enough to try it since I had questions about my own 1099-R issues that weren't getting resolved. To my genuine shock, I got a call back within 25 minutes connecting me to an actual IRS representative. The agent spent almost 30 minutes with me going through my specific situation with pre-tax and after-tax IRA contributions. They confirmed exactly what others here have said - that I needed to complete Form 8606 to properly account for my basis, regardless of what the 1099-R showed. For anyone struggling with these IRA basis questions, getting direct guidance from the IRS itself was incredibly helpful. I've been filing incorrectly for years and potentially overpaying. This will save me a lot in taxes going forward.

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One thing nobody has mentioned yet - you need to be careful about the pro-rata rule. When you convert an IRA that has both pre-tax and after-tax money, you can't just convert the after-tax portion first to avoid taxes. The IRS views all your IRAs as one pot of money. The formula is: (Your after-tax contributions ÷ Total IRA balance) × Conversion amount = Non-taxable portion So with your numbers: $12,700 (after-tax) ÷ $20,300 (total) × $20,300 (converted) = $12,700 non-taxable The remaining $7,600 would be taxable. This is what Form 8606 calculates. Make sure TurboTax is calculating this correctly. Look for line 18 on Form 8606 in your tax return to see the taxable amount.

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This is super helpful! I didn't realize there was a specific formula. So basically, I can't cherry-pick which funds get converted first - it has to be proportional. I'll definitely check line 18 on the 8606 once I get TurboTax to generate it. Do I need to do anything special to make TurboTax create this form? It doesn't seem to be doing it automatically.

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You'll need to tell TurboTax that you have made non-deductible contributions to your Traditional IRA. In TurboTax, look for a section about "IRA Contributions" or "IRA Basis" - often it's found in the Deductions & Credits section. Once you enter that you have basis in your Traditional IRA, and enter the amount of your non-deductible contributions, TurboTax should automatically generate Form 8606. Make sure you enter the total accumulated basis as of the end of the year before your conversion ($12,700 in your case).

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Don't forget about state taxes too! Depending on your state, you might need to file additional forms to properly report your Roth conversion with the correct taxable amount. Some states don't automatically import the federal Form 8606 calculations, so you could end up paying state tax on the entire conversion amount if you're not careful. I made this mistake last year and had to file an amended state return.

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That's a really good point. Does anyone know if TurboTax handles the state side properly when it comes to Roth conversions and basis? I'm in California and they seem to tax everything they possibly can!

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This is exactly the kind of complex tax situation where having professional guidance really pays off. Your 1099-R is actually correct - financial institutions are required to report the full distribution amount because they don't track your basis (after-tax contributions). The key is Form 8606, which calculates the taxable vs. non-taxable portions using the pro-rata rule that Noah mentioned. Based on your numbers, you should only owe taxes on about $7,600 of the $20,300 conversion. A few important reminders: 1. Make sure you have documentation of all your non-deductible contributions ($8,000 + $4,700) 2. TurboTax should ask about IRA basis when you enter the 1099-R - if it doesn't, search for "non-deductible IRA contributions" 3. Double-check that Form 8606 is generated and shows the correct basis amount 4. Don't forget about state tax implications If you're still having trouble getting TurboTax to recognize your basis, you might want to consider consulting a tax professional for this year, especially given the complexity of your situation with multiple types of contributions and the recharacterization.

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This is really helpful advice! I'm dealing with a similar situation but on a smaller scale. I have about $3,000 in non-deductible contributions mixed with $2,000 in pre-tax money that I want to convert. One question - when you mention having documentation of non-deductible contributions, what exactly should I be keeping? I have my old tax returns with Form 8606, but should I also keep bank statements showing the actual IRA contributions? I'm worried about getting audited and not having the right paperwork. Also, has anyone here actually been audited on a Roth conversion? I'm curious what the IRS typically asks for in those situations.

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Your question about documentation is spot-on - this is crucial for IRA basis tracking! Here's what you should definitely keep: **Essential Documentation:** - All tax returns with Form 8606 (these are your primary proof of basis) - Form 5498 from your IRA custodian showing contributions for each year - Any correspondence about recharacterizations or rollovers - Records of any distributions that reduced your basis **Good to Have:** - Bank statements showing IRA contributions (not strictly necessary but helpful) - Investment statements showing account values at year-end - Any worksheets you used to calculate basis The IRS generally accepts your filed Form 8606 as proof of basis unless they have reason to question it. Your old tax returns are usually sufficient documentation. Regarding audits on Roth conversions - they're relatively uncommon unless there are red flags like missing Forms 8606 or inconsistent reporting across years. If audited, the IRS typically wants to see: 1. Your basis calculation (Form 8606 history) 2. Proof of the non-deductible contributions (Form 5498s) 3. Documentation of the conversion transaction itself With your $3K non-deductible and $2K pre-tax situation, you'd only owe taxes on $1,200 of a full $5K conversion using the pro-rata rule. Make sure to file Form 8606 this year to establish your basis properly!

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This is incredibly thorough - thank you! I've been keeping my Form 5498s but wasn't sure if they were actually important for basis tracking. It's reassuring to know that the IRS generally accepts the Form 8606 history as the primary documentation. One follow-up question: if I do a partial conversion each year (say $2,000 out of my $5,000 total), do I need to file a new Form 8606 each year? And does the pro-rata rule apply to each individual conversion, or does it get more complicated when you're doing multiple conversions over several years? I'm thinking about spreading out my conversions to manage my tax brackets, but I want to make sure I'm not creating a paperwork nightmare for myself!

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