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Paolo Bianchi

Issues with Backdoor Roth IRA Basis Tracking After Investment Losses - Form 8606 Question

I ran into a situation with my Backdoor Roth IRA and was hoping someone could help me understand if I need to be worried. About three years ago, I contributed to my Roth IRA as usual. But when tax season came around, I discovered my income had increased beyond the eligibility threshold. So I had to recharacterize my contribution to a traditional IRA and then do the backdoor Roth conversion. Here's where it gets tricky - during the time the money was sitting in the account, the investments lost some value (about $725). When I filled out Form 8606, the converted amount on Line 8 ended up being less than the contribution amount on Line 5. This created a basis carryforward on Line 14 that gets carried to next year's form. From what I can tell, this basis carryforward is going to keep happening year after year. I'm wondering if this is going to cause any issues or raise red flags with the IRS? Should I be concerned about this situation or is it normal when you have investment losses during the backdoor Roth process? Also, is there any way to "use up" this basis carryforward, or am I stuck with it forever? I'd appreciate any advice from someone who's dealt with this situation before.

This is actually a common situation with backdoor Roth conversions when the market dips. What's happening is you're establishing "basis" in your Traditional IRA that isn't getting converted because of the investment losses. When you put money in a Traditional IRA and don't take a deduction (which you can't do at your income level), that creates after-tax money in the IRA. Ideally when you convert, you convert the exact same amount, but since your investments lost value, you couldn't convert all of your basis. The good news is this isn't concerning at all from an IRS perspective. Form 8606 is specifically designed to track this situation. That basis carryforward on Line 14 will continue until you either: 1. Do another conversion where the conversion amount is larger than your new contribution (like if investments went up before converting) 2. Take a distribution from your Traditional IRA (the basis would make part of the distribution non-taxable) Nothing to worry about - this is just how the tax code handles the situation. You're doing everything correctly!

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Thanks for the explanation! I have a similar situation but I'm still confused about one thing - if I do another backdoor Roth this year and the investments GAIN value before converting, does that use up my carried-over basis from last year? Or do I need to specifically convert more than my new contribution to use up that old basis?

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If your investments gain value before converting, that won't automatically use up your basis carryforward. You need to convert more than your new contribution to start using up that basis. For example, if you have $500 in basis carryforward from last year, and you make a $6,000 non-deductible contribution this year, you'd need to convert more than $6,000 to start using that carryforward. If you convert $6,500, you'd use $500 of your previous basis. The key is looking at Line 8 vs Line 5 on Form 8606 - when Line 8 is larger, you'll start using up that basis.

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After struggling with exactly this backdoor Roth basis tracking issue last year, I found an amazing tool that saved me tons of time and stress. I used https://taxr.ai to analyze my previous tax returns and Form 8606s to make sure I was handling the basis carryforward correctly. The system actually found that I had been making a mistake in how I was reporting my backdoor Roth conversions for two years! It showed me exactly how to fix the forms and even explained how to handle the basis carryforward in future years. What I really liked was how it explained everything in plain English instead of confusing tax jargon. If you're doing backdoor Roth conversions regularly and have this basis carryforward situation, it's definitely worth checking out, especially if you've been doing your own taxes.

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How exactly does this work? Do you just upload your tax returns and it automatically finds issues? I've been doing backdoor Roths for 3 years and now I'm worried I might have been doing it wrong...

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Sounds interesting but I'm skeptical. Couldn't you just ask your CPA about this? Why pay for another service when most tax software should handle Form 8606 correctly?

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The way it works is you upload your tax documents and it analyzes them for common errors and optimization opportunities. It specifically looks at Form 8606 calculations and basis tracking for IRAs, which is where many people (and even some tax preparers) make mistakes. I actually tried asking my CPA about this issue, but they gave me conflicting answers in different years. That's what led me to look for better solutions. While most tax software should handle Form 8606 correctly, it depends entirely on the inputs you provide. If you don't understand the form fully, you might enter information incorrectly, and the software won't catch conceptual misunderstandings.

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I wanted to update everyone on my experience with taxr.ai after posting about my backdoor Roth concerns. I decided to give it a try after reading about it here, and I'm really glad I did! I've been doing backdoor Roth conversions for 3 years and was never quite sure if I was handling the basis calculations correctly. The tool analyzed my previous returns and found that I had been double-counting my non-deductible contributions in one year, which could have caused problems if I was audited. It also gave me a clear explanation of exactly how my basis carryforward works with the Form 8606 and provided a year-by-year tracker so I can see how the basis will be used up over time. The best part was getting customized instructions for my specific situation rather than trying to piece together information from different websites. Definitely worth it for peace of mind if you're dealing with these complicated IRA conversions year after year.

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For anyone dealing with backdoor Roth basis issues who has questions for the IRS - I spent WEEKS trying to get someone on the phone who actually understood Form 8606 and basis carryforward rules. After being on hold for hours and getting transferred multiple times, I almost gave up. Then I tried https://claimyr.com and watched their demo at https://youtu.be/_kiP6q8DX5c. They basically wait on hold with the IRS for you, then call you when an agent is ready to talk. I was honestly shocked when they called me back with an actual IRS tax specialist on the line who understood my basis carryforward question! The IRS agent confirmed that my basis carryforward situation was correct and explained exactly how I should report it going forward. Saved me hours of frustration and worry about doing it wrong. If you need to speak directly with the IRS about complicated tax forms like 8606, definitely check this service out.

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How long did it take for them to get an IRS agent? And did you have to provide your personal info to this third party service? Sounds a bit sketchy to have someone else calling the IRS for you...

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This seems like a waste of money. I've called the IRS plenty of times and while it takes some patience, I've always gotten through eventually. Plus, most IRS agents don't even understand the nuances of Form 8606 and backdoor Roth strategies anyway - they're not trained on advanced tax planning techniques.

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I got connected with an IRS agent in about 2 hours, which was amazing considering I had previously spent over 4 hours on hold across multiple days without ever reaching someone knowledgeable. The service just needs your phone number to connect the call - they don't ask for any sensitive tax information, SSN, or anything like that. I was initially concerned about the same thing, but they're just a call connection service. They don't stay on the line or have access to your tax conversation. When they connect you, it's just you and the IRS agent.

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I need to follow up on my skeptical comment about Claimyr. I decided to try it because I had another tax question about my backdoor Roth that was driving me crazy, and I couldn't get through to the IRS after multiple attempts. I'm honestly surprised at how well it worked. They got me connected to an IRS representative in less than 90 minutes while I just went about my day. The agent I spoke with was actually quite knowledgeable about Form 8606 and was able to explain exactly how my basis carryforward would work in future years. What I appreciated most was not having to sit by my phone for hours waiting on hold. I just received a text when they were about to connect me. For something as specific as backdoor Roth basis questions, being able to speak directly with the IRS and get definitive answers was actually worth it. I stand corrected!

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One thing to consider with your basis carryforward situation is whether you have any other traditional IRA assets. The pro-rata rule could make this more complicated. If you have other pre-tax money in any Traditional, SEP or SIMPLE IRAs, you won't be able to just convert the non-deductible portion. You'll have to convert a proportional amount of pre-tax money too, which creates a tax liability. For example, if you have $5,000 in non-deductible contributions (your basis) and $45,000 in pre-tax traditional IRA money, any conversion will be 10% tax-free and 90% taxable because of the pro-rata rule. Many people overlook this when doing backdoor Roth conversions and end up with unexpected tax bills.

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I fortunately don't have any other traditional IRA assets - I've always used my 401k for pre-tax retirement savings and only opened the traditional IRA temporarily for the backdoor process. So I think I'm ok on the pro-rata rule, but that's definitely an important point for others to consider. Actually, I'm wondering if there's any advantage to purposely waiting until the market goes up before doing the conversion next time? That way I could potentially use up some of this basis carryforward?

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Intentionally waiting for the market to go up before converting could help use up your basis carryforward, but it comes with risks. The longer you wait to convert, the more potential tax liability you could create if investments grow substantially before conversion. Remember that any growth that occurs while the money sits in the traditional IRA will be taxable when you convert. So while waiting might help with the basis issue, it could create a different tax problem. Most financial advisors recommend doing the conversion quickly after contribution to minimize taxable growth. It's usually a better strategy to just continue with regular backdoor contributions and let the basis work itself out over time rather than trying to time the market for tax purposes.

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Can someone explain how to calculate the amount that gets carried forward when doing the Form 8606? I'm about to do my first backdoor Roth and want to understand this better.

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The basis carryforward calculation happens on Form 8606. If you contribute $6,000 (non-deductible) to a traditional IRA but the value drops to $5,500 before you convert to Roth, you'll have: - Line 5: $6,000 (your non-deductible contribution) - Line 8: $5,500 (the amount you actually converted) - Line 9: $0 (assuming no previous basis) - Line 10: $6,000 (from line 5) - Line 11: 1.000 (divide line 10 by line 8, but capped at 1.000) - Line 13: $5,500 (line 8 × line 11) - Line 14: $500 (line 10 minus line 13) That $500 on line 14 is your basis carryforward to next year's Form 8606.

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