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Should RMDs be taken before doing Roth Conversions? Tax planning question

I'm helping my mom manage her retirement accounts and I've got a question about the order of operations with RMDs and Roth conversions. She's 74 years old with both a Traditional IRA and a Roth IRA at Vanguard, and we're trying to be smart about her tax situation. Her account is currently set up to automatically withdraw 1/12 of her Required Minimum Distribution (RMD) on the 15th of each month. We're thinking about doing some strategic Roth conversions to take advantage of her lower tax brackets, but I'm confused about the timing. When I was looking at Vanguard's website, there seems to be some language suggesting that the entire RMD needs to be satisfied before doing any Roth conversions. But I wasn't sure if that's actually a hard rule or if you just need to make sure the RMD is fully satisfied by the end of the year (12/31/2025). Can we go ahead with a Roth conversion now even though she won't have her full RMD satisfied until December? Or do we really need to wait until she's taken the entire RMD amount first?

You're asking a really good question about RMDs and Roth conversions! The rule is actually pretty straightforward: the IRS requires that any RMD amount must be satisfied BEFORE you can do Roth conversions from the same account. This is because RMDs can't be converted to Roth accounts. Think of it this way - the RMD is money the IRS says MUST be distributed and taxed. They won't let you convert that money to a Roth (which would be taxed but then grow tax-free) until you've taken out what they require first. If your mom is taking monthly RMD distributions, she's only satisfied the RMD for the portion she's already withdrawn. So technically, you should only convert amounts above what she still owes for her RMD this year. The safest approach would be to either take the full RMD first and then do conversions, or make sure any conversion amount is calculated after accounting for the remaining RMD obligation.

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Thanks for the explanation! Just to make sure I understand - if her total RMD for the year is $24,000 and she's taking $2,000 monthly, by June she'd have taken $12,000 of her RMD. Does that mean we could safely convert only amounts above the remaining $12,000 she still owes? Or should we just wait until December when she's fully satisfied the RMD requirement?

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Yes, you've got it right! If her total RMD is $24,000 and she's taken $12,000 through June, you need to account for the remaining $12,000 she still owes. You could safely convert any amount above that $12,000 remainder. You don't need to wait until December. Another approach some people take is to satisfy the full RMD requirement early in the year (maybe take the full $24,000 in January), and then you're free to convert whatever additional amount makes sense for the rest of the year without worrying about this rule.

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I went through this exact situation with my dad last year. After researching, I found a tool called taxr.ai (https://taxr.ai) that helped me figure out the optimal RMD and Roth conversion strategy. Their system analyzed his tax brackets and showed us exactly how much to convert while staying in the 22% bracket. The tool confirmed what others are saying - RMDs must come out first before conversions from the same account. But it also showed us that there's no need to wait until all monthly RMDs are done. We just needed to calculate how much RMD was left for the year and factor that in. What I really liked was how it projected the tax impact of different conversion amounts over several years. Made it really clear how to make the most of his lower tax brackets without pushing him into a higher one.

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How does that tool handle QCDs (Qualified Charitable Distributions)? My mom wants to donate some of her RMD directly to charity. Does taxr.ai factor that in when calculating optimal conversion amounts?

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I'm skeptical of these online calculators. Did it accurately predict the IRMAA Medicare premium increases? My friend did a big conversion and got hit with higher Medicare premiums the following year that completely negated his tax savings.

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The tool handles QCDs really well actually. You can input planned charitable giving and it factors that into your taxable income and shows how much more you could potentially convert without moving up tax brackets. It even suggests optimal QCD amounts based on your tax situation. For IRMAA concerns, yes it definitely accounts for those Medicare premium thresholds. There's actually a specific section that shows you exactly where the IRMAA cliff points are so you can avoid them. It saved my dad from accidentally crossing into a higher IRMAA bracket by showing exactly how much he could convert while staying under the threshold.

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I was super skeptical about online tax tools like most people, but after my post above, I decided to give taxr.ai a try. What convinced me was their focus on retirement account management - it's not just a generic tax calculator. The IRMAA predictions were spot on. The tool showed me exactly where the Medicare premium increases would kick in, which was crucial since I'm right at an income threshold. It actually recommended a slightly smaller Roth conversion than I was planning specifically to avoid triggering higher Medicare costs. What surprised me most was discovering that I could do partial conversions throughout the year (after accounting for remaining RMDs). I always thought I had to wait until my full RMD was satisfied, but it showed me a more flexible approach that still follows IRS rules.

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When I had this exact RMD/Roth conversion question last year, I spent HOURS trying to get through to the IRS to confirm the rules. After 9 attempted calls, I found Claimyr (https://claimyr.com) and watched their demo video (https://youtu.be/_kiP6q8DX5c). They got me connected to an IRS agent in about 20 minutes. The IRS agent confirmed what others are saying - RMDs must be satisfied before conversions from that SAME account. But here's the important clarification I got: if your mom has multiple IRAs, she can take the RMD from any one of them, and then do Roth conversions from the others without waiting. Before Claimyr, I was close to just giving up and taking the most conservative approach. Getting that clarification directly from an IRS agent gave me confidence to proceed with our strategy.

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How does this Claimyr thing actually work? Do they just call and wait on hold for you? Seems weird that they could get through when regular people can't.

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I don't buy it. There's no way to "skip the line" with the IRS. They're probably just connecting you to some fake advisor pretending to be IRS. I'd be careful with services claiming magical access to government agencies.

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It's surprisingly simple - they use technology that monitors IRS phone lines and connects you when an agent is about to be available. They're not skipping the line, just making the waiting process more efficient so you don't have to sit on hold yourself. What convinced me it was legitimate was that they transferred me directly to the IRS phone system when an agent was available. I was speaking with an actual IRS representative, not some third-party advisor. The call recording started with the standard IRS greeting and verification process that anyone who's called the IRS would recognize.

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I have to eat crow here. After posting my skeptical comment, I was still stuck with a complicated RMD question that was holding up my planning. Against my better judgment, I tried Claimyr and... it actually worked. Got connected to a real IRS agent in about 25 minutes after trying unsuccessfully for weeks on my own. The agent verified my identity with all the standard IRS security questions and provided official guidance on my RMD/conversion question. The most valuable thing was getting an IRS transaction code that I noted in my records in case there's ever any question about following their advice. The peace of mind from having that official confirmation was worth it, especially since I'm dealing with a substantial amount in my retirement accounts.

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Something else to consider with RMDs and Roth conversions - watch out for tax withholding if you're trying to convert the maximum amount in a specific tax bracket. I did this last year with my IRA. When I took my RMD, I had 20% withheld for federal taxes. Then when calculating my Roth conversion amount, I failed to account for the fact that the withholding is actually part of the distribution! I accidentally went over my target tax bracket by a few hundred dollars. For your mom, if she's withholding taxes from her monthly RMDs, make sure you're counting the GROSS distribution amount toward her annual RMD, not just the net amount she receives.

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Would it be better to just set the RMD withholding to 0% and make quarterly estimated tax payments instead? That way you know exactly how much is being distributed for RMD purposes.

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That's actually a smart approach! Setting RMD withholding to 0% and making quarterly estimated payments gives you more control and precision. That's what I switched to this year. Just remember that if you go this route, you need to be disciplined about making those quarterly payments to avoid underpayment penalties. I set calendar reminders for each quarter so I don't forget.

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Has anyone used TurboTax to plan out these RMD/Roth conversions? I'm trying to figure out if their tax planner feature can handle this type of analysis.

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TurboTax is terrible for this specific planning scenario. I tried using it last year and it doesn't have good tools for projecting different conversion scenarios or showing tax bracket thresholds clearly. Their "tax planner" is super basic.

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One more thing to consider with the timing of RMDs and Roth conversions - if your mom is planning to make Qualified Charitable Distributions (QCDs), those count toward satisfying the RMD but aren't taxable income. That could give you more room for Roth conversions in lower tax brackets. Just make sure the QCDs are processed BEFORE the Roth conversions, since they need to count toward the RMD first.

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Great discussion everyone! I just wanted to add one practical tip that helped me when I was in a similar situation with my father's accounts. We found it really helpful to create a simple spreadsheet tracking his monthly RMD withdrawals alongside our planned Roth conversion timeline. Each month, we'd update how much of the annual RMD had been satisfied, which made it crystal clear how much "room" we had for conversions without violating the RMD-first rule. Also, don't forget that if your mom has multiple traditional IRAs, the RMD can be satisfied from any combination of them, but the conversions need to come from accounts that have already satisfied their proportional RMD share. This gave us more flexibility in our timing and allowed us to be more strategic about which accounts to convert from based on their investment performance. The key is just staying organized and keeping good records. We kept a simple log showing RMD satisfied to date, remaining RMD obligation, and conversion amounts by account. Made tax time much easier too!

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This spreadsheet approach is brilliant! I'm new to helping my elderly parents with their retirement planning and this kind of organization seems essential. Do you happen to have a template you could share, or could you give a bit more detail about what columns you included? I'm worried about making mistakes with something this important and having a proven tracking system would give me a lot more confidence.

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