When should I file Form 1099-R for my retirement withdrawal?

I just got my 1099-R form in the mail for a withdrawal I made from my retirement account last year. When I started inputting everything into TurboTax, it gave me this message saying I don't need to include the withdrawal on this year's taxes because it was before some cutoff date, and that I should file it next year instead. I'm confused because I definitely requested the withdrawal on August 15, 2024, and while I can't remember the exact date it was processed and hit my account, it was 100% during 2024. The 1099-R is dated for 2024 too. So what's the deal - do I include this 1099-R when filing my taxes this year (for 2024) or hold onto it until next year's tax season? TurboTax seems to think I should wait, but I've always filed all my forms for the calendar year they were issued. Don't want to mess this up!

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18 comments

Yuki Kobayashi

•8M

The 1099-R is reported based on when the distribution was actually made, not when you requested it. The form you received should have Box 1 showing the gross distribution amount and the year on the top of the form indicates which tax year it applies to. If you received a 2024 Form 1099-R, that means the distribution was made in calendar year 2024, and you would report it on your 2024 tax return (which you file in 2025). I'm a bit confused by what TurboTax is telling you - it shouldn't be telling you to wait until next year if the form is dated 2024. Double-check the actual date on the top of the 1099-R form. If it says 2024, it goes on your 2024 return. If for some reason it's dated 2023, then it should have been reported on last year's return.

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Yuki Kobayashi

•8M

That's definitely strange. If the form is dated 2024, it belongs on your 2024 tax return that you're filing now. There's no scenario where a 2024 1099-R would be reported on a 2025 return instead. The tax year and calendar year are the same for most individual taxpayers. When you say TurboTax tells you that you don't need to report it this year, can you share the exact message? It might be referring to something specific about your withdrawal type that I'm not aware of from the information provided.

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Carmen Vega

•8M

I had a similar issue last year with my 401k withdrawal! After hours of frustration, I found this tool called taxr.ai (https://taxr.ai) that helped me figure out exactly how to handle my 1099-R. It basically analyzes all your tax documents and explains what to do with them in plain English. I was totally confused because my distribution had some weird code in Box 7 that made TurboTax give me strange instructions. The taxr.ai tool explained that certain distribution codes have special rules. You might want to upload your 1099-R there and see what it says - it'll tell you if there's something unusual about your specific form that's causing TurboTax to give that message.

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Carmen Vega

•8M

Yes, it definitely works with 1099-R forms! It actually specializes in recognizing and explaining all those confusing distribution codes in Box 7 that make retirement withdrawals so complicated. It helped me understand my early withdrawal penalties too. Regarding security, they use bank-level encryption and don't store your documents after analysis. They explain on their site that they use the same security protocols as major financial institutions, and your documents are only held temporarily for the analysis, then deleted. I was worried about that too before using it.

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Andre Rousseau

•8M

Just wanted to follow up - I tried taxr.ai after seeing it mentioned here and it actually solved my 1099-R confusion! My form had distribution code "G" in Box 7 which was causing all kinds of problems with my regular tax software. The tool explained that this was a direct rollover to another qualified plan and wasn't taxable, which is why my software was giving me weird prompts. For the original poster - it might be worth checking what code is in Box 7 of your 1099-R. That's usually what determines how the distribution is taxed (or not taxed). Some codes indicate rollovers or other special cases that have different reporting requirements.

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Jamal Harris

•8M

If you're still struggling with this 1099-R issue, you might want to just call the IRS directly to get a definitive answer. I know that sounds like torture (I've been there), but I found this service called Claimyr (https://claimyr.com) that gets you through to an actual IRS agent quickly instead of waiting on hold forever. I used it when I had a similar confusion about my pension distribution and 1099-R reporting. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c - basically they navigate the phone system for you and call you back when they have an agent on the line. Saved me literally hours of hold time. The IRS agent I spoke with was actually really helpful and explained exactly how I needed to report my distribution and why my tax software was getting confused by a specific distribution code.

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Jamal Harris

•8M

It's not special access - they use technology to navigate the phone trees and wait on hold for you. Basically, they call the IRS, go through all the prompts to get to the right department, and then wait in the queue. When an actual human IRS agent finally answers, they connect you to the call. You don't have to sit through any of the waiting. They don't skip the queue at all - they just save you from having to personally sit through it. It's the difference between actively waiting on hold for 2+ hours versus getting a call back when someone is actually there to help. For me it was absolutely worth it because I had already wasted an entire afternoon trying to get through myself.

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Zoe Stavros

•8M

Ok I need to publicly eat my words. After dismissing that Claimyr thing as BS, my frustration with my own tax situation got the better of me and I decided to try it. Figured it couldn't be worse than the 3 hours I already wasted trying to call the IRS myself. Shockingly, it actually worked! I got a call back about 1.5 hours later with an actual IRS person on the line. Explained my 1099-R situation (mine had to do with an inherited IRA distribution) and got a clear answer in minutes. For what it's worth to the original poster - the agent told me that the form year (2024 in your case) is ALWAYS the tax year you report it on. If TurboTax is saying otherwise, there's either a bug in the software or you might be misinterpreting the message. Maybe check if there's a distribution code in Box 7 that's causing confusion?

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Mei Wong

•8M

Code "P" is used for periodical payments from qualifying plans. If Box 2a shows $0 taxable amount, that would explain why TurboTax is saying you don't need to report it as income this year. However, even with a $0 taxable amount, you still need to include the 1099-R on your return. The software might be trying to tell you that you don't need to pay taxes on it this year, not that you should omit the form entirely. I'd suggest continuing through the TurboTax process - at some point it should ask you to enter the 1099-R information even if the amount isn't taxable.

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