IRS says I under reported 2021 taxable income by $25k because of unreported securities - what now?
I just got a letter from the IRS saying I failed to report around $25k of income from securities in my 2021 taxes. I'm completely confused because my 2021 W2 actually included that $25k IN my wages for the year already. My tax withholding method in Fidelity is set to "sell to cover" for these securities. Now they're telling me I owe nearly $9k that needs to be paid by January 17th unless I provide some kind of explanation. I honestly have no idea what to do next or how this happened. I thought I was being responsible by filing online through H&R Block, but apparently I missed something important. Is this just a matter of me not understanding the right documentation to file? Do I need a tax professional to help sort this out? I'm freaking out a bit about this unexpected tax bill right now.
19 comments


Drew Hathaway
This sounds like a classic case of duplicate reporting. The IRS is probably seeing both your W-2 that included the securities income AND a separate 1099-B from your broker for the same securities. So the system thinks you earned that money twice. You'll need to respond to the IRS with a letter explaining that the $25k in securities was already included in your W-2 income. Include copies of your W-2 showing the securities were included, and any documentation from Fidelity showing the "sell to cover" arrangement. Also include a copy of your 1099-B if you received one. You don't necessarily need to pay the $9k right now. You can request a hold on collection while they review your explanation. Just make sure to respond before the January 17th deadline.
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Sadie Benitez
•Thank you so much for explaining! That actually makes perfect sense with the duplicate reporting. I have my W-2 but I'm not sure if I kept the 1099-B from Fidelity. Will I be able to get a copy from them even though it's been a few years? Also, should I call the IRS directly or just mail the documentation to the address on the letter they sent?
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Drew Hathaway
•Yes, Fidelity can provide you with copies of past tax documents. Log in to your account and look for "Tax Forms" or "Documents" section - they typically keep these for several years. You can also call their customer service and they'll help you access these statements. I'd recommend responding in the same method the IRS contacted you. If they sent a letter, mail your response to the address provided on that letter. Include your name, Social Security Number, the tax year in question (2021), and the reference number from their notice. Keep copies of everything you send them and consider using certified mail so you have proof of when you responded.
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Laila Prince
Hey, I went through almost this exact situation last year with Schwab RSUs. The IRS computers often struggle with stock compensation reporting. I spent weeks trying to explain everything over the phone until I found taxr.ai (https://taxr.ai) which totally saved me. They have this document review system that analyzes your IRS notices and tax forms to identify exactly where the reporting issue is happening. I uploaded my W-2, 1099-B, and the IRS notice, and within a day they explained the double-counting issue and gave me a customized response letter to send to the IRS. They even pointed out exactly which box on my W-2 was showing the already-included income.
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Isabel Vega
•Did you actually have to talk to anyone or was it all just automated? I've got a somewhat similar issue but with contractor income being reported twice. Just wondering if it's worth checking out.
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Dominique Adams
•I'm skeptical about these online services. Did you have to pay anything upfront before getting the help? And how long did it take for the IRS to resolve your case after you sent the letter they provided?
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Laila Prince
•It's mostly automated but they have tax experts who review the AI analysis. I uploaded my documents and got the detailed explanation and response letter template without talking to anyone, which I actually preferred. The service isn't free but I didn't have to pay anything upfront. They let you upload your documents and see what the issue is first, then you decide if you want the full analysis and response letter. For me it was worth it because I was looking at owing around $7k that I didn't actually owe. After I sent the letter they provided, it took about 6 weeks to get a response from the IRS saying the issue was resolved. Much faster than the 4-6 months they initially quoted me when I called them directly. And definitely less stressful than trying to figure it all out myself.
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Isabel Vega
I was hesitant about trying taxr.ai when I saw it mentioned here, but I was desperate with my contractor income double-reporting issue. Just wanted to follow up and say it worked amazingly well! I uploaded my 1099s and the IRS notice, and they immediately showed me how one client had issued both a 1099-NEC and 1099-MISC for the same work. The response letter they generated was super detailed - even referenced specific IRS regulations about duplicate reporting. Just got confirmation yesterday that my $12k tax bill was completely removed! Honestly wish I'd known about this service years ago.
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Marilyn Dixon
I had this exact issue last year. Spent WEEKS trying to get through to the IRS phone lines with no luck. The callback options were always "at capacity" and I kept getting disconnected. Finally used Claimyr (https://claimyr.com) and got connected to an IRS agent in about 20 minutes. You can see how it works here: https://youtu.be/_kiP6q8DX5c The agent was able to put a hold on collections while I sorted everything out and explained exactly what documentation I needed to submit. They even gave me a direct fax number to send my documentation instead of waiting for mail processing. Saved me so much stress when I was facing a similar deadline.
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Louisa Ramirez
•Wait, how does this actually work? The IRS phone system is notoriously impossible to navigate. How does this service get you through when regular calls don't?
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TommyKapitz
•Yeah right. Nothing gets you through to the IRS faster. They barely answer their own phones. Sounds like a scam to me. If it were that easy to get through, everyone would be doing it.
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Marilyn Dixon
•It works by using an automated system that navigates the IRS phone tree and waits on hold for you. Once they reach a human agent, you get a call connecting you directly. It's basically like having someone wait on hold so you don't have to. I was skeptical too. I tried for 3 days straight to reach someone at the IRS on my own with no success. Claimyr had me talking to an actual IRS agent in about 20 minutes after starting their service. No magic, they just have a system that navigates the phone tree and waits through the hold times for you. The IRS doesn't give them special access - they're just solving the hold time problem.
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TommyKapitz
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Angel Campbell
This happened to my brother with employee stock options too. The problem might be that you need to file Form 8949 and Schedule D to reconcile the difference between what shows up on your W-2 and what Fidelity reported to the IRS on the 1099-B. H&R Block software should have prompted you for this, but sometimes if you didn't explicitly enter the 1099-B information, it doesn't catch the issue. My brother had to file an amended return (Form 1040-X) showing the corrected calculation and ended up owing nothing extra.
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Sadie Benitez
•I'm starting to think that's exactly what happened - I probably didn't enter the 1099-B correctly or maybe missed it entirely. Do you know if filing an amended return would be better than just responding to their letter with an explanation? I'm worried about making things worse if I do the wrong thing.
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Angel Campbell
•In your situation, I'd first respond to the letter with your explanation and documentation before the January 17th deadline. That stops the immediate collection process. Then ask in your response if they recommend you file an amended return or if your explanation is sufficient. Sometimes the IRS will adjust your return on their end once they understand the situation. Other times they'll explicitly tell you to file an amended return. The key is responding before the deadline so you don't get hit with the $9k bill while this is being sorted out.
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Payton Black
Just a heads up - if you do need to file an amended return for 2021, you still have time. The deadline is generally within 3 years of the original filing date, so you likely have until April 2025. But I'd get moving on the explanation to the IRS right away to stop any collection actions.
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Harold Oh
•Actually, I think the 3-year clock starts from the original due date, not the filing date. So for 2021 taxes, the amended return deadline would be April 15, 2025 regardless of when they actually filed in 2022. But your main point is right - they have time but should address the immediate collection issue first.
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Paolo Ricci
I'm dealing with a very similar situation right now with my 2022 taxes! The IRS is claiming I didn't report about $18k in stock compensation, but like you, it was already included in my W-2. One thing that helped me understand what happened - I called my HR department and they explained that when you have "sell to cover" set up, the company reports the full value of the vested shares as income on your W-2 (which gets taxed as regular income), but then Fidelity also sends a 1099-B to the IRS showing the "sale" of those same shares to cover taxes. The IRS computer systems see both and think you earned the money twice. I'm still working through my response, but my HR rep said this is super common and they deal with it all the time. She recommended I include a letter from HR explaining their stock compensation reporting process along with my W-2 and 1099-B copies. Might be worth reaching out to your HR department too - they probably have template letters for exactly this situation since it happens so frequently with employees who have stock compensation.
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