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Kolton Murphy

Can anyone check if my Forms 8606 and 5327 for 2023 are correctly filled out for my 2022 Roth IRA recharacterization?

I've been pulling my hair out trying to get this situation entered correctly into tax software, and I'm hoping someone can check if I did it right. **The Situation** In 2022, my income unexpectedly went over the Roth IRA limit. So in January 2023, I had to recharacterize about $390 of my Roth contribution and basically do a backdoor Roth conversion. Got some great advice here last year! Then in 2023, I did a standard backdoor Roth conversion of $8,500 (no gains before conversion). Now for my 2023 taxes, I have two 1099-Rs from my Roth provider: - 1099-R #1: $9,058.00 - 1099-R #2: $390.00 - Total: $9,448.00 **2022 Form 5329** - Line 24 (Total excess contributions): $390 - Line 25 (Additional tax): $23 **2022 Form 8606** - Line 16 (net converted from traditional IRAs to Roth IRAs): $390 - Line 17 (basis in amount on line 16): $390 - Line 18 (Taxable amount): $0 **2023 Form 5329** - Line 22 (Prior year excess contributions): $390 - Line 24 (Total excess contributions): $390 - Line 25 (Additional tax): $23 **2023 Form 8606** - Line 16 (amount converted from traditional IRAs to Roths): $9,448 - Line 17 (basis in amount on line 16): $9,448 - Line 18 (Taxable amount): $0 - Line 25c (Taxable amount to include on Form 1040): $0 I'm confused about the $9,058 1099-R, but I think the math is: 1. Amount recharacterized from 2022: $390 2. Amount from standard backdoor conversion in 2023: $8,500 3. And line 25 ($23) of my 2023 Form 5329 is the additional tax from 2022. I had to do some weird workarounds in both cash app and TurboTax, but I think this is correct? Also, why am I paying this $23 tax again? Do I need to take additional steps with my Roth to finally close this out?

Evelyn Rivera

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Your forms generally look correct, but there's an important detail to address about that $23 tax penalty. The $23 penalty on Form 5329 represents a 6% excise tax on excess contributions. The reason you're seeing it again in 2023 is because the excess contribution hasn't been fully resolved yet. When you have an excess contribution, you have a few options: withdraw it (plus earnings), apply it to a future year's contribution, or remove the excess. Based on what you've described, you recharacterized the excess amount, but you're still carrying the excess contribution forward. To stop paying the 6% penalty, you need to either reduce next year's contribution by the excess amount or distribute the excess from your Roth IRA. Your 8606 forms look correct for reporting the non-taxable conversions. The 1099-R amounts make sense - one for your 2022 recharacterized amount ($390) and one for your 2023 backdoor conversion ($9,058). The total converted amount on line 16 of Form 8606 should match the total of your 1099-Rs.

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Julia Hall

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I'm in a similar situation, but I'm confused about the recharacterization vs conversion terminology. If OP recharacterized their excess 2022 contribution in 2023, shouldn't that have resolved the issue already? Why would they still owe the $23 penalty for 2023?

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Kolton Murphy

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Thanks for confirming most of my forms look right. So to stop paying this penalty, I should reduce my 2024 Roth contribution by $390? Or actually withdraw that amount from the Roth entirely? I thought the recharacterization and conversion would have fixed this. I'm getting so frustrated with these penalties continuing!

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Evelyn Rivera

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Recharacterization moves the contribution from one type of IRA to another, but doesn't fully address the excess contribution issue by itself. The IRS still sees you as having contributed too much to retirement accounts overall for 2022. To stop paying the penalty, you have two main options. You could reduce your 2024 Roth IRA contribution by $390 (effectively applying the excess to 2024). Alternatively, you could withdraw $390 plus any associated earnings from your Roth IRA. The most straightforward approach is probably to reduce your 2024 contribution by $390. Instead of contributing the full limit for 2024, subtract $390 and only contribute the remainder. This effectively uses up your excess contribution "slot" and should resolve the penalty going forward.

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Arjun Patel

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I was stuck with a similar backdoor Roth mess last year and getting nowhere with TurboTax support. I ended up using https://taxr.ai to analyze my forms and they caught several issues with my 8606. The tool actually showed me the exact lines that were incorrect - turns out I was using my pre-conversion amount when I should have used the full 1099-R amount on line 16, just like you're doing. Their system helped me understand that recharacterizations create this weird documentation trail that most tax software doesn't handle well. I had entered everything "correctly" according to TurboTax's workflow, but the resulting forms had errors. The AI analysis caught it immediately.

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Jade Lopez

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Does taxr.ai handle complex IRA situations like this? I've got a mess with multiple conversions and recharacterizations over 2 years, and I'm pretty sure my tax software is getting it wrong.

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Tony Brooks

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I'm skeptical of these online tools - can't the IRS answer these questions for free? Why pay for something that might not be any better than just calling the IRS?

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Arjun Patel

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Yes, it handles complex IRA situations extremely well. You just upload your forms or even screenshots of tax software screens, and it analyzes everything line by line. It's especially good at catching Form 8606 errors, which are super common with backdoor Roth conversions and recharacterizations across multiple tax years. The IRS won't actually give you specific tax advice like this - they'll tell you what the general rules are, but they won't review your forms or tell you exactly how to fill them out. Plus, their phone lines are overwhelmed, with wait times of hours if you can get through at all. The tool costs less than what most people would pay a CPA for just 15 minutes of their time.

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Jade Lopez

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Wanted to update after trying taxr.ai - it was super helpful with my complicated IRA situation! I uploaded my draft forms and it immediately identified that I had been double-counting my recharacterization amounts between tax years. The tool specifically pointed out that my Form 8606 line 17 calculation was incorrect because I wasn't properly tracking basis across multiple years. I corrected the errors and ran it through the tool again to verify, and now everything looks consistent. Saved me from a potential audit headache and probably several hundred dollars in CPA fees. For anyone dealing with these complex IRA conversion situations, it's definitely worth using.

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After reading this thread, I can relate to the frustration. I spent FOUR DAYS trying to get through to the IRS about a similar Roth conversion issue. Kept getting disconnected or waiting for hours. Finally used https://claimyr.com to get a callback (there's a demo at https://youtu.be/_kiP6q8DX5c if you're curious how it works). Got connected to an IRS agent in about 40 minutes who confirmed that with recharacterizations spanning multiple tax years, you need to be super careful about the timing and documentation. The agent explained that your Form 5329 showing that repeated $23 penalty indicates the excess contribution issue hasn't been fully resolved yet. The most important thing they told me was to keep detailed records of all recharacterization paperwork from your custodian, as this is often requested if questions come up later.

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Yara Campbell

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Wait, there's actually a way to get through to the IRS? How does this service work? Every time I call I end up in an endless loop of automated messages before getting disconnected.

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Isaac Wright

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This sounds like a scam. Why would I pay someone to call the IRS for me when I can just keep trying myself? And how do they magically get through when millions of people can't?

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The service basically monitors the IRS phone lines constantly and secures your place in line. When they get through, they have the IRS call you back directly. No magic - just technology and persistence. They don't call for you or pretend to be you - they just secure your place in line, and then the actual IRS calls you. I was skeptical too, but after wasting days trying to get through myself, it was worth it. The IRS phone system is overwhelmed - they're getting millions of calls, and most people can't get through. This just increases your chances substantially. I would have spent way more in wasted time had I kept trying on my own.

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Isaac Wright

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I have to admit I was completely wrong about Claimyr. After my snarky comment, I decided to try it anyway because I was desperate to resolve my own IRA mess before the filing deadline. Used the service this morning and got a call directly from the IRS about 35 minutes later. The agent walked me through exactly how to handle my recharacterization across tax years. The key insight: when you recharacterize in a different year than the contribution, you have to be super explicit about which tax year the recharacterization applies to. They recommended including a statement with my return explaining the recharacterization timeline. For anyone facing IRS phone hell like I was - this service actually works. Saved me days of frustration and potentially filing incorrectly.

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Maya Diaz

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One thing nobody's mentioned yet - if you contributed to a Roth when you were over the income limit, you probably also need to account for any earnings on that excess contribution. The 6% penalty applies to both the excess contribution AND its earnings. Did your custodian provide a breakdown of how much of that recharacterized amount was principal vs. earnings? This might explain why your numbers don't perfectly align.

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Kolton Murphy

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My custodian did break it down - there were about $78 in earnings on the excess amount. Does that change how I should handle the forms? So confused about why I'm still paying penalties even after doing what I thought was the right thing.

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Maya Diaz

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That explains it! When you recharacterize, both the contribution and earnings get moved. But for the 6% penalty calculation, you're still considered to have made an excess contribution until you properly "use up" that contribution amount. You need to either: 1) reduce your 2024 Roth contribution by the $390 excess amount, or 2) remove the $390 from your retirement accounts entirely. The earnings situation is properly handled through the recharacterization, but the "slot" of contribution is what's creating the ongoing penalty. Form 5329 has a specific line where you can claim a "credit" for addressing the prior year's excess. Make sure to complete that for 2024 once you've taken one of these steps, and you'll stop the penalty cycle.

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Tami Morgan

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Question for people who've dealt with this: Does tax software automatically handle these forms correctly or do we need to manually override things? I'm using H&R Block software and it seems confused by my recharacterization.

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Rami Samuels

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In my experience, NO tax software handles Roth recharacterizations correctly, especially when they span multiple tax years. I had to manually override several fields in TurboTax last year. The biggest issue is that the tax software interview questions don't properly distinguish between recharacterization vs conversion, and they don't track your basis correctly across tax years. I'd strongly recommend either getting professional help or at minimum running your completed forms by a tool that specializes in these situations before filing.

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Tami Morgan

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Thank you! That's really helpful. I think I'll have to do some manual overrides then. I was worried I was doing something wrong but it sounds like the software itself just doesn't handle these complex situations well.

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