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Cameron Black

Confused about my Backdoor Roth IRA and 1099-R - Help!

Hi all, I'm trying to wrap my head around this Backdoor Roth IRA situation. Last year I started a new job that pushed me over the income limit for direct Roth contributions, so my financial advisor suggested the backdoor route. I made a $6,500 non-deductible contribution to a traditional IRA in September, then converted it to a Roth about two weeks later. Now I'm getting ready for tax season and I received a 1099-R from my investment company showing the conversion. Box 1 shows $6,500, box 2a is also $6,500, and box 7 has code 2. But I'm totally confused about how to report this on my taxes. Do I need to file Form 8606 for the non-deductible contribution? And how does the 1099-R get reported - does it count as income even though I already paid tax on that money? My tax software is asking weird questions about basis and I have no idea what to put. This is my first time doing a backdoor Roth and I don't want to mess up and get hit with penalties. Can someone walk me through what I need to do here? Thanks!

Yes, you absolutely need to file Form 8606 to report your non-deductible contribution to the traditional IRA. This form is crucial because it establishes your "basis" in the IRA (the amount you've already paid tax on), which prevents you from being taxed twice on the same money. For your situation: On Form 8606, you'll report the $6,500 non-deductible contribution. This creates your basis. When you report the 1099-R showing the conversion, the form will help you calculate the taxable portion of the conversion (which should be zero or very minimal if you converted shortly after contributing and didn't have any earnings). The 1099-R will be reported on your tax return, but the Form 8606 will show that you already have basis in the amount converted, which means you won't pay tax on that conversion amount again. The code "2" in Box 7 simply indicates this was a conversion to a Roth IRA.

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Thanks for the explanation, but I'm still confused about one thing. In my tax software, when I enter the 1099-R, it's showing the full amount as taxable income. Do I need to somehow connect the Form 8606 to the 1099-R so the software understands I already paid tax on this money? Also, what if I had a small amount of earnings between contribution and conversion?

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Most tax software will initially show the full 1099-R amount as taxable because it doesn't know about your basis yet. Once you complete Form 8606 in the software, it should automatically adjust the taxable amount on your return. The key is to make sure you indicate this was a non-deductible traditional IRA contribution when prompted. If you had earnings between your contribution and conversion (even just a few dollars), those earnings would be taxable. For example, if your $6,500 contribution grew to $6,525 before conversion, you'd pay tax on that $25 of earnings. The Form 8606 will walk you through this calculation, showing your basis ($6,500) against the total converted amount.

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Ruby Garcia

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After struggling with backdoor Roth reporting for a couple years, I found https://taxr.ai which honestly saved me so much stress. I uploaded my 1099-R and it immediately recognized it was a backdoor Roth conversion and walked me through exactly what to report on Form 8606. It even explained the basis calculations in plain English instead of tax jargon. The tool showed me that my previous tax preparer had been reporting my backdoor Roths incorrectly! It helped me understand exactly how the non-deductible contribution creates basis and why the conversion shouldn't be fully taxable. Without this I would've overpaid on my taxes again.

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Does taxr.ai handle more complicated situations? I did a backdoor Roth but I also had existing pre-tax money in another Traditional IRA from an old 401k rollover. I've heard that messes things up because of the pro-rata rule?

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I'm hesitant to use online tools for something this important. How does it actually verify the information is correct? Does it just fill out the forms or does it explain the tax implications too? My situation includes some existing IRAs and I'm worried about getting this wrong.

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Ruby Garcia

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It absolutely handles the pro-rata rule situations. When I uploaded my documents, it asked specifically about existing Traditional, SEP, or SIMPLE IRAs and calculated everything correctly based on the total IRA balances. It explained that the pro-rata rule would affect how much of my conversion would be taxable. The tool doesn't just fill out forms - it explains every calculation and tax implication in plain language. It showed me exactly how the existing pre-tax IRAs affected my conversion and gave me strategies for future years. You can also connect with a tax professional through the platform if your situation is really complex.

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I was initially skeptical about using taxr.ai for my backdoor Roth situation, but after struggling with the pro-rata calculations I decided to give it a try. The difference was night and day compared to my previous experience! The system detected my 1099-R conversion right away and then specifically asked about my other IRA accounts. It explained that because I had a $42,000 traditional IRA from an old 401k, most of my backdoor Roth would actually be taxable due to the pro-rata rule. This was something my previous tax software completely missed! It even gave me specific advice about how to handle this better next year (suggested I roll my traditional IRA into my current employer's 401k before doing any backdoor Roth conversions). Just wanted to share since it really helped me understand what I was doing wrong. Definitely using it again this year.

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If you're having issues with the IRS after filing your Backdoor Roth, I strongly recommend https://claimyr.com for getting through to an actual human at the IRS. Last year I messed up my Form 8606 reporting and got a scary letter saying I owed penalties. Tried calling the IRS for weeks with no luck - always "call volume too high" messages. Found Claimyr and they got me a callback from the IRS within a couple hours! You can see how it works in this video: https://youtu.be/_kiP6q8DX5c. The agent was able to see that my 1099-R was actually from a backdoor Roth conversion and removed the penalties. Saved me from paying taxes twice on the same money.

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Maya Lewis

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How exactly does this work? Does it just keep calling the IRS for you? I'm confused how a third-party service could get through when regular people can't.

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Isaac Wright

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Sounds suspicious. The IRS doesn't give preferential treatment to specific services. I'm pretty sure you can just keep calling yourself and eventually get through. Why would anyone pay for something like this when you can just be persistent?

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It uses an automated system that navigates the IRS phone tree and holds your place in line. When an agent is about to be available, you get a call so you don't have to stay on hold for hours. It's not about preferential treatment - it's just automating the waiting process. I spent nearly three weeks trying to call myself, always getting the "call volume too high" message and never even making it to the hold queue. With Claimyr, I got through on the first day. It was worth it to me because I needed to resolve the issue before the payment deadline.

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Isaac Wright

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I have to admit I was completely wrong about Claimyr. After posting that skeptical comment, I continued trying to reach the IRS about my backdoor Roth reporting issue for another two weeks with zero success. Eventually got desperate and tried the service. Got a call back from an actual IRS agent in about 45 minutes! The agent confirmed I had reported my 1099-R and Form 8606 correctly and that my backdoor Roth conversion was properly documented. They even noted it in my account to prevent future issues. Honestly, I feel stupid for wasting so many hours trying to call myself. The time saved was well worth it, especially with the tax deadline approaching. Just wanted to follow up and say I was wrong in my initial assessment.

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Lucy Taylor

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Quick tip from someone who's done backdoor Roth conversions for 5 years now: KEEP METICULOUS RECORDS! Save PDFs of your: - Traditional IRA contribution confirmation - Roth conversion confirmation - Year-end statements showing zero balance in Traditional IRA - Form 8606 from each year The IRS occasionally questions these transactions and having documentation ready makes it easy to prove you did everything correctly. I learned this the hard way when they questioned my 2023 conversion and I had to dig through old emails to find proof.

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Cameron Black

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Thanks for this advice! Do you recommend keeping physical copies or are digital records sufficient? And how many years should I keep these records?

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Lucy Taylor

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Digital records are fine as long as they're easily accessible. I keep mine in a dedicated tax folder with subfolders for each year. You should keep these records for at least 7 years, which is beyond the typical IRS statute of limitations. For Roth-related documents, I actually recommend keeping them indefinitely since they can affect distributions decades later when you retire. The documentation burden is relatively small, and having clean records if you're ever audited makes the process much less stressful.

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Connor Murphy

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Anyone using TurboTax for backdoor Roth reporting? It keeps calculating tax on my conversion even though I already paid tax on that money when I earned it!

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KhalilStar

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Make sure you're entering the non-deductible contribution correctly. In TurboTax, you need to: 1) Enter your 1099-R showing the conversion 2) Then in the IRA contribution section, specify that you made a NON-DEDUCTIBLE contribution to a traditional IRA 3) This should trigger Form 8606 to be included, which will show your basis Most people miss step 2 and that's why TurboTax calculates tax on the conversion.

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I went through this exact same confusion last year! The key thing to remember is that you need to report BOTH the contribution AND the conversion properly. Here's what I learned: 1. Yes, you absolutely need Form 8606 - this is critical because it establishes your "basis" (the $6,500 you already paid tax on) 2. The 1099-R will initially look scary because it shows the full amount, but Form 8606 will offset this 3. In your tax software, make sure to indicate that your traditional IRA contribution was NON-DEDUCTIBLE. This is the step most people miss. 4. Any small earnings between contribution and conversion (like if your $6,500 grew to $6,510) will be taxable, but the original $6,500 won't be. The good news is that once you get through this first year, you'll understand the process much better. Just take your time with the forms and don't rush through the software prompts about IRA contributions - those details matter a lot for getting the tax treatment right!

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