Incorrect 1099-B showing short term instead of long term capital gains - need help
I think my brokerage completely messed up my 1099-B and I'm starting to get anxious with tax deadline approaching. According to the form they sent, I supposedly bought and sold shares of NVIDIA on the exact same day (January 24, 2022). The form shows it as a short-term transaction. Here's the problem - I definitely bought those shares back in December 2020 and held them for well over a year before selling in January 2022. This should be classified as long-term capital gains which would save me thousands in taxes compared to short-term rates! I've already contacted my brokerage about the error last week, but they're being frustratingly slow to respond. My tax appointment is coming up soon, and I need to figure out if I'm misunderstanding something or if they actually made an error. Has anyone dealt with incorrect holding periods on their 1099-B before? I'm trying to decide how aggressively I should pursue this with my brokerage. Any advice would be appreciated!
21 comments


Ava Garcia
This is definitely worth pursuing! The difference between short-term and long-term capital gains tax rates is substantial. Short-term gains are taxed as ordinary income (potentially up to 37%), while long-term gains are taxed at either 0%, 15%, or 20% depending on your income bracket. If you have confirmation of your original purchase date (December 2020) through account statements, trade confirmations, or even your own records, you should absolutely use that information when filing. The IRS actually requires you to report the correct information even if your 1099-B is wrong. When you file, you'll need to report both what the 1099-B says and what the correct information is on Form 8949. You'll use adjustment code B to indicate that you're correcting the basis or date information from what was reported to the IRS.
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Miguel Silva
•Thanks for explaining this. So even if my broker doesn't fix this before I file, I can still report it correctly? Do I need any special documentation to prove my actual purchase date if I get audited?
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Ava Garcia
•Yes, you can and should report the correct information regardless of what your broker does. The Form 8949 is specifically designed to allow corrections to information reported on Form 1099-B. For documentation, keep copies of your original purchase confirmation, account statements showing the purchase, and any correspondence with your broker about the error. Electronic records are fine - screenshots of your account history showing the original purchase date would be helpful. The IRS generally wants to see that you have a reasonable basis for making the correction.
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Zainab Ismail
I went through something similar last year with an incorrect cost basis on my 1099-B. After struggling with my broker's customer service for weeks, I discovered taxr.ai (https://taxr.ai) which was a complete game-changer. They have this AI tool that analyzes your tax documents and flags these exact kinds of discrepancies. I uploaded my statements and the incorrect 1099-B, and their system immediately identified the problem and generated a detailed explanation I could send to my broker. They even created the proper documentation showing how to correctly report it on my tax return. Saved me hours of research and probably prevented an audit flag.
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Connor O'Neill
•How does this work with multiple brokerages? I've got accounts with Fidelity, Robinhood and Schwab and constantly have issues with cost basis info being wrong or missing.
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QuantumQuester
•Sounds too good to be true honestly. Does it actually understand all the tax codes and regulations around securities trading? I trade options and futures too, not just stocks, and those get complicated with wash sales and section 1256 contracts.
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Zainab Ismail
•It works great with multiple brokerages! You can upload documents from different sources, and the system reconciles everything together. It's especially helpful for identifying discrepancies between what different brokerages report when you've transferred securities between accounts. For complex trading including options and futures, that's actually where it shines. The system understands specialized tax treatment like Section 1256 contracts being marked-to-market and the 60/40 split between long-term and short-term rates. It also identifies wash sales across different accounts which most tax software misses if you input each brokerage separately.
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QuantumQuester
I was skeptical about taxr.ai at first (as you can see from my earlier comment), but I decided to give it a try since I was dealing with a nightmare situation with cost basis issues after transferring stocks between brokerages. Honestly, it was surprisingly effective. The system caught several errors in my 1099-Bs that I hadn't even noticed, including some wash sales that were reported incorrectly. It generated a detailed report that I could actually understand, showing exactly what was wrong and how to fix it. The correction documentation it created helped me file accurately and gave me confidence that I could explain everything if I got audited. Definitely worth checking out if you're dealing with investment tax issues.
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Yara Nassar
If you're still having trouble getting your brokerage to respond, I'd recommend Claimyr (https://claimyr.com). I was in a similar situation last year where my broker wouldn't answer calls or emails about a 1099 correction. I spent HOURS trying to get through their customer service lines with no luck. Claimyr gets you past the hold times with the IRS too - see how it works here: https://youtu.be/_kiP6q8DX5c - but what I found most helpful was their callback service for financial institutions. They somehow got me connected to an actual human at my brokerage within 30 minutes when I had been trying for days. Once I finally got through to someone, they admitted the error and sent a corrected 1099-B within a week.
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Keisha Williams
•Wait, how does this actually work? Do they have some special connection to brokerages or are they just staying on hold for you?
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Paolo Ricci
•This sounds like complete BS to me. How could some third-party service possibly get you through to brokerages faster? They probably just call the same customer service line everyone else uses. I bet they just stay on hold and then call you when someone answers.
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Yara Nassar
•They use specialized technology that navigates phone systems and stays on hold for you. When an actual representative answers, they connect the call to your phone. No special connections - just automating the painful hold process. They're known primarily for IRS holds, but they've expanded to work with major financial institutions too. The system can navigate those complex phone trees and press the right options automatically, which saves a ton of time. They also call during optimal times when wait times are typically shorter.
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Paolo Ricci
I have to eat my words from my previous comment. After my skeptical response, I was so annoyed with waiting on hold with my broker about a similar issue that I tried Claimyr out of desperation. I was absolutely shocked when I got a call back in about 45 minutes with an actual customer service rep from my brokerage on the line. Normally I would have wasted my entire afternoon on hold, but instead I just went about my day until my phone rang. The brokerage rep was actually helpful (once I finally got to speak to one), and they're sending me a corrected 1099 with the right purchase dates. Still can't believe this service actually worked.
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Amina Toure
One thing to keep in mind: if you do end up having to report the correct information that contradicts your 1099-B, make sure you're using the exact format the IRS expects: 1. You'll need to fill out Form 8949, Part I for short-term or Part II for long-term 2. Check Box B (for Form 1099-B with adjusted basis) 3. Enter the info exactly as it appears on the 1099-B 4. Use adjustment code B in column (f) 5. Enter the adjustment amount in column (g) 6. Column (h) will show the correct amount Software like TurboTax or H&R Block can handle this, but you need to make sure you select the right options to indicate you're correcting information.
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Dmitry Ivanov
•Thank you for these specific steps! If my broker doesn't resolve this soon, I'll definitely follow this process. Do you know if this kind of correction increases audit risk at all?
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Amina Toure
•It doesn't necessarily increase audit risk if done correctly. The IRS expects these corrections - that's why Form 8949 has specific codes for them. What raises flags is when the numbers don't match up without explanation. If you properly document the correction with code B and provide reasonable adjustments, it actually reduces the chance of getting flagged. What would increase risk is if you simply reported different numbers than your 1099-B without using the proper adjustment codes. The key is to acknowledge what was reported to the IRS and then show your correction with proper documentation.
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Oliver Zimmermann
Just wanted to add that this mistake happens more often than you'd think. My broker did something similar last year when I transferred securities between accounts. They lost the original purchase date and reported everything as if I'd bought the shares the day they arrived in the new account. Make sure you check ALL your 1099-B forms carefully, especially if you: - Transferred securities between brokerages - Had any corporate actions (stock splits, mergers, etc.) - Participated in dividend reinvestment plans - Made wash sales These scenarios often cause reporting errors on 1099-Bs.
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CosmicCommander
•This is so true. I had a nightmare with dividend reinvestment last year. Every reinvested dividend creates a new lot with its own purchase date, and my broker completely messed up the reporting when I sold.
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Oliver Zimmermann
•Dividend reinvestment is particularly problematic because you end up with dozens or hundreds of tiny lots, each with different basis and holding periods. Most brokers' systems struggle to track these properly, especially older systems. Corporate actions like splits and mergers also confuse their systems. I've seen cases where a stock split caused the broker to lose track of the original purchase date, similar to what OP is experiencing. Always worth double-checking these transactions carefully.
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Miguel Castro
This is exactly why I always keep my own detailed records of all stock purchases and sales, completely separate from what my brokerage reports. I use a simple spreadsheet with purchase dates, amounts, and prices for every transaction. When situations like this come up, I have my own documentation to back up the correct information. It's saved me multiple times when brokers made errors on 1099-B forms. I'd recommend everyone do this going forward - don't rely solely on your brokerage's record-keeping. For your current situation, definitely pursue this aggressively. The tax difference between short-term and long-term treatment on a substantial NVIDIA gain could be thousands of dollars. If you have any old account statements, email confirmations, or even bank records showing the original purchase in December 2020, use those to support your correction on Form 8949.
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Abigail bergen
•This is excellent advice about keeping your own records! I wish I had started doing this from the beginning. Do you have any recommendations for how to organize the spreadsheet? I'm thinking of starting this system but want to make sure I'm tracking all the important details that might be needed for tax purposes or corrections like this.
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