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Mei Liu

How to handle filing an amended tax return twice in one season - problems with timing

This tax season I found out the hard way that tax documents can arrive super late. I ended up having to file not one but TWO amended returns, and I'm stressing about whether I did everything correctly. My timeline went like this: - Filed my original return in early February through Jackson Hewitt - owed some taxes - Got a corrected 1099 in the mail weeks later, so filed first amended return on March 20th - owed even more taxes - Then received a surprise K-1 and some basis info for non-covered securities after that, so had to file ANOTHER amended return on April 10th - owing yet more money I've checked the status online, and it only shows the IRS received my first amendment from March 20th, but nothing says it's been processed or completed. Weirdly, the IRS already took the money I owed from my original return and first amendment, but they haven't withdrawn what I owe from my second amendment yet. Has anyone had to amend twice in one season? Did I handle this correctly? Any idea when they'll process everything and take that last payment? The waiting and uncertainty is killing me!

You actually handled this exactly right - when you receive additional tax documents after filing, you need to file an amended return, and if you receive more after that, you need another amendment. The IRS processes these sequentially, so your experience is completely normal. The IRS is currently taking about 16-20 weeks to process amended returns (Form 1040-X), so it's not surprising that the March 20th amendment hasn't been processed yet. The April 10th one won't even show up in their system until they finish processing the first amendment. For the payment from your second amendment, you might want to consider making a separate payment rather than waiting for them to withdraw it. You can use IRS Direct Pay online and designate it as a 2023 1040 payment. This avoids potential late payment penalties and interest since the tax was technically due April 15th. Going forward, you might want to consider filing closer to the deadline to avoid this problem, especially if you have investments that typically generate late forms like K-1s.

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Mei Liu

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Should I really make a separate payment before they process the second amendment? I was waiting for them to just withdraw it like they did with the others. Will I get charged penalties if I keep waiting for them to process it? Also, do you think I need to call them about this or just keep waiting and checking the "Where's My Amended Return" tool?

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Yes, I would definitely recommend making a separate payment as soon as possible. The IRS charges penalties and interest starting from the original due date (April 15th), not from when they process your amended return. By paying now, you'll stop additional interest from accruing. I wouldn't bother calling them yet - phone wait times are extremely long, and they won't be able to tell you much more than the online tool. Keep checking "Where's My Amended Return" every couple weeks. Only call if something seems wrong after about 16 weeks have passed since your first amendment was received.

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Amara Chukwu

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I went through something similar last year and used https://taxr.ai to help me sort through all my amended returns. What helped me the most was their document analysis tool. I was confused about how to handle my basis reporting from some crypto investments and had to do multiple amendments. The service helped me confirm I had all the necessary documentation for both amendments properly organized. It was much less stressful knowing my documents were properly sorted and that I had proof of when I received each form in case the IRS ever questioned the timing of my amendments. The digital paper trail saved me when I later got a confusing notice from the IRS.

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Does taxr.ai actually help with preparing the amended returns, or does it just organize your documents? I'm in a similar situation with late K-1s and wondering if this would actually help me figure out what numbers to put where on the 1040-X.

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I'm skeptical about these online services. How does this actually work differently than just scanning all your documents yourself? And are they secure? Last thing I want is my tax documents floating around online somewhere.

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Amara Chukwu

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It doesn't prepare the actual returns - it's more about analyzing your tax documents to help you understand what's in them and keeping everything organized. I used it alongside my tax software, and it helped me identify some deductions I missed and verify the K-1 information was entered correctly. Everything is encrypted and they use bank-level security. I was concerned about that too, but their privacy policy was solid and they don't store your documents longer than needed. You can delete everything after you're done using the service. I found it much more helpful than just scanning documents because it actually interprets the tax forms and explains what's on them.

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Just wanted to follow up on my skeptical comment - I ended up trying taxr.ai and have to admit it was actually super helpful. I had a bunch of late investment documents and used it to analyze everything before submitting my amendment. The document analyzer caught that my brokerage had incorrectly reported some wash sales on my 1099-B which would have messed up my cost basis calculations. What I really liked was that it explained why each document was relevant to my tax situation in plain English. It also helped me put together a timeline of when I received each document which might be useful if the IRS questions why I had to amend. For my situation, it was definitely worth it compared to the stress of wondering if I'd done everything right.

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NeonNova

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Last year I had a similar issue with multiple amendments and spent HOURS trying to get through to the IRS to confirm they received everything correctly. I finally used https://claimyr.com and got through to an actual IRS agent in about 15 minutes. You can see how it works here: https://youtu.be/_kiP6q8DX5c Before finding this service, I spent literally days trying to call the IRS directly - either getting disconnected or told the call volume was too high. The IRS agent I finally spoke with was able to confirm they had both of my amendments in their system and gave me peace of mind even though the "Where's My Amended Return" tool only showed one of them.

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How does this even work? Does Claimyr just call the IRS for you? Seems like a weird service - can't I just call myself?

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Sorry, but this sounds like a scam. No way someone can magically get through to the IRS when their phone lines are jammed. I tried calling for weeks last year and never got through. How could a third party possibly do better?

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NeonNova

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It doesn't call for you - it holds your place in the IRS phone queue and calls you when it's about to connect with an agent. It's basically like having someone wait on hold for you. The IRS phone system is notorious for disconnecting calls after long waits or telling you to call back later because they're too busy. The technology behind it is legit. They use an automated system that can navigate the IRS phone tree and stay on hold without getting disconnected. You still talk directly to the IRS yourself - Claimyr just handles the hours of waiting. It's actually how I found out my second amendment was in their system but just not showing up on the online tool yet.

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I need to publicly eat my words here. After being super skeptical about Claimyr, I tried it because I was desperate to find out about my own amended return situation. Not only did it work exactly as described, but I got through to the IRS in 35 minutes after trying unsuccessfully for two weeks on my own. The IRS agent was able to see both of my amended returns in their system and explained that they process them in order, which is why only the first one was showing online. She also told me I should manually pay the additional tax I owed on the second amendment rather than waiting for them to process it and withdraw it, which saved me from additional interest charges. Considering how much stress this resolved, this service was 100% worth it.

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For future reference, I'd recommend waiting until at least April 1st to file if you have investments that might generate corrected forms or late K-1s. I learned this the hard way too. Partnership K-1s especially are notorious for coming in late March or even right at the tax deadline. If you absolutely must file early (like if you need your refund ASAP), just be prepared that you might need to amend. And remember, if you owe additional tax from an amendment, interest starts accruing from the original due date, not from when you file the amendment.

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Mei Liu

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That's helpful advice! In my case, I was actually getting a decent refund initially so I was eager to file. Then these late documents changed everything and I ended up owing instead. Is there a specific time most K-1s and corrected 1099s tend to arrive? I want to be smarter about this next year.

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Most brokerage 1099s are issued by mid-February, but corrected 1099s can come anytime through March (and sometimes even April). K-1s from partnerships and S-corps legally don't have to be issued until March 15th, but many partnerships get extensions and send them even later. If you have investments in REITs, MLPs, or private equity, those are especially known for late or corrected forms. My strategy now is to wait until April 1st if I have any of these investments, or file earlier only if I'm confident I have everything. The peace of mind is worth more than getting a refund a few weeks earlier.

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Ava Thompson

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Has anyone else noticed that the IRS seems MUCH slower processing amended returns this year? I filed an amended return in January and it's STILL not processed. The online tool still just says "received" with no other updates.

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Miguel Ramos

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Yeah, I've noticed this too. My tax preparer said they're currently taking 4-5 months to process amended returns. Apparently they're still catching up from the backlog created during the pandemic, plus they had to deal with all the ERC claim processing which diverted resources.

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Connor Murphy

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I went through almost the exact same situation last year! Filed in February, then had to amend twice - once for a corrected 1099-DIV and again for a late K-1 from a partnership investment. It's incredibly stressful but you absolutely did the right thing filing amendments as soon as you received the additional documents. One thing that helped me was keeping detailed records of when each document arrived (I even took photos of the envelopes with postmarks). The IRS understands that taxpayers can't file what they don't have, and the sequential processing of amendments is standard procedure. For the payment on your second amendment, I'd echo what others said about paying it manually rather than waiting. I made the mistake of waiting and ended up paying extra interest. You can use IRS Direct Pay online - just select "Form 1040" and enter 2023 as the tax year. The peace of mind is worth it, and it stops the interest clock from ticking. The 16-20 week processing time is unfortunately accurate right now. My first amendment took 18 weeks, and the second one didn't even start processing until the first was completely done. Hang in there - the waiting is the worst part, but it sounds like you handled everything correctly!

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Thanks for sharing your experience - it's reassuring to know I'm not the only one who went through this! I never thought to photograph the envelopes with postmarks, but that's brilliant. I definitely should have kept better records of when everything arrived. I'm going to take everyone's advice and make that manual payment for the second amendment today. Better to pay it now and stop the interest from building up. Did you use IRS Direct Pay for your manual payment? Any issues with the system recognizing it was for your amended return? The waiting really is the worst part. It's hard not to worry that something went wrong when you can't see any progress online. At least now I know the 4-5 month timeline is normal and not a sign that my return got lost somewhere in the system!

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Isla Fischer

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I can relate to this stressful situation! I had a similar experience two years ago when I received a late K-1 from a real estate investment trust after already filing an amended return for a corrected 1099-B. The sequential processing really is standard - they won't even look at your second amendment until the first one is completely processed. One thing I learned that might help you: when you make that manual payment for your second amendment (which I definitely recommend), make sure to include a note or reference indicating it's for your 2023 amended return. I used the "additional information" field in IRS Direct Pay to note "Payment for 2023 1040X filed 4/10/2024" just to create a clear paper trail. Also, don't be surprised if your refund or final balance takes even longer to sort out after they process everything. In my case, they processed both amendments but it took an additional 4-6 weeks for them to apply all the payments correctly and send me the final account transcript. The good news is that once they start processing, they're usually pretty accurate with the calculations. The key thing is you did everything right by filing amendments as soon as you received the additional documents. That protects you from any penalties for underreporting income, even if the processing takes forever.

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Sara Hellquiem

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This is really helpful advice about including a note with the manual payment! I hadn't thought about using the "additional information" field to reference which amended return the payment is for. That seems like it could save confusion later when they're trying to match payments to returns. The timeline you mentioned about the final balance taking 4-6 weeks after processing is good to know too. I was wondering how long it would take for everything to get sorted out once they actually start working on the amendments. It sounds like even after the 4-5 month processing time, there's still more waiting involved for the final reconciliation. At least knowing that the sequential processing and long timelines are completely normal helps reduce some of the anxiety. When you can't see any progress online for months, it's easy to start wondering if something went wrong or if your paperwork got lost somewhere in the system. Thanks for sharing your experience - it's reassuring to hear from someone who went through the same thing and had it all work out in the end!

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