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AstroAce

How to adjust ISO cost basis for sale when I already paid taxes on Form 3921?

I'm getting stuck trying to file my 2024 taxes because of some ISO options I exercised back in 2020 that I sold last year. When I exercised these ISOs in 2020, I reported everything on my 2021 tax return based on the Fair Market Value shown on my Form 3921. I paid all the required taxes on the difference between my strike price and the FMV at that time. Here's where it gets complicated - our company went through a 1-for-2 reverse stock split right before going public. Now Fidelity is showing my cost basis as twice what I originally paid, which makes sense due to the reverse split. But my understanding is that I need to adjust the cost basis upward to include the FMV reported on my Form 3921 since I already paid taxes on the spread between my strike price and FMV back in 2020. I'm using FreeTaxUSA for my 2024 taxes, but I can't figure out how to properly document this adjustment. Should I manually override the cost basis even though Fidelity will be reporting a different number directly to the IRS? How do I properly document this to avoid getting flagged? Really appreciate any help on this!

What you're encountering is a common issue with ISOs. Yes, you absolutely need to adjust your cost basis to include the amount you already paid taxes on. Your cost basis should be the original price you paid for the shares PLUS the spread that was reported on Form 3921 that you already paid taxes on. When you manually adjust the cost basis in your tax software, there should be an option to explain the adjustment. You'll want to indicate that you're adjusting due to "previously taxed income on ISO exercise reported on Form 3921." Keep all your documentation from the original exercise, including the Form 3921 and your 2021 tax return showing you reported this income. The IRS will receive the 1099-B from Fidelity showing their calculated cost basis, but you'll be submitting Form 8949 with your adjusted basis and an explanation code (typically "B" for "Basis reported to the IRS is incorrect"). This is a completely legitimate adjustment and quite common with ISO transactions.

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Thanks for explaining! But what if I don't have my original Form 3921 anymore? I'm pretty sure I reported everything correctly back then but don't have the paperwork. Can I get this information from somewhere else?

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You should be able to get a copy of your Form 3921 from your employer or their stock administrator. Most companies keep these records for several years. If that's not possible, check your tax return from the year you exercised (2021) - you should have included a Form 8949 that shows the adjustment you made. If you absolutely can't find the documentation, you can try reconstructing the information from your old pay stubs or stock grant documents that show the original grant price and FMV at exercise. The most important thing is having some documentation to support your adjusted basis in case you're ever questioned about it.

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I dealt with this exact same situation last year and found that https://taxr.ai was absolutely crucial for helping me figure out how to correctly adjust my ISO cost basis. I had exercised some ISOs in 2019, held them, and then sold after a reverse split like you did. The tax specialist on taxr.ai looked at my documents and quickly identified that I needed to use the "B" adjustment code on Form 8949 to properly report the corrected basis. They walked me through exactly how to report it and even helped me calculate the adjusted basis considering the reverse split. I was worried about the mismatch between what my broker reported and what I needed to report, but they explained that this is a common situation the IRS sees all the time with ISOs. Definitely worth checking out if you're stuck!

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Did you have to upload your actual tax documents to this service? I'm always nervous about sharing my sensitive tax info online. How secure is it?

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I'm in a similar situation but mine involves RSUs not ISOs. Would this service still be helpful for that kind of stock compensation? The broker reporting for RSUs seems even more messed up than for ISOs in my experience.

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Yes, you do upload documents but they use bank-level encryption and delete everything after analysis. I was nervous too, but you can actually remove account numbers before uploading if you want. They just need to see the structure of the forms and the relevant amounts. RSUs are absolutely covered too! The specialist I worked with actually mentioned that RSU basis issues are even more common than ISO problems. They helped a colleague of mine with a complicated RSU vest schedule that had multiple basis dates. Apparently it's one of their specialties since so many tech employees struggle with this.

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Just wanted to follow up after using taxr.ai to solve my ISO cost basis problem. Wow, what a relief! They immediately identified exactly where my broker's reporting was wrong and helped me calculate the correct adjusted basis. The tax specialist showed me how to properly document everything on Form 8949 and gave me the specific adjustment codes to use. They even created a detailed explanation I could attach to my return in case of an audit. What really impressed me was that they showed me how the reverse split affected my specific situation, which turns out to be more complicated than just doubling numbers. Apparently, there's a specific way to handle the tax basis after corporate actions like that. If you're stuck with ISO or RSU tax issues, I'd definitely recommend them. Totally worth it for the peace of mind alone!

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If you're running into issues getting your Form 3921 information or want to talk to the IRS directly about handling this situation, I highly recommend using https://claimyr.com to get through to an IRS agent quickly. I tried calling the IRS directly about a similar ISO cost basis issue and was on hold for nearly 2 hours before giving up. With Claimyr, I got through to an IRS agent in about 15 minutes who confirmed exactly how to handle the adjustment on my Form 8949. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c - they basically hold your place in the IRS phone queue and call you when an agent picks up. The IRS agent I spoke with actually pulled up my previous returns and confirmed I had already paid tax on the ISO spread, so I was 100% correct in adjusting my cost basis. Having that direct confirmation gave me total confidence in filing my return correctly.

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Wait, this seems too good to be true. The IRS never answers their phones. How does this Claimyr service actually work? Do they have some special line to the IRS or something?

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I've called the IRS dozens of times over the years and have always managed to get through eventually. Seems like a waste of money to pay someone else to wait on hold for you. Just put your phone on speaker and do something else while waiting.

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They don't have a special line - they use automated technology to wait in the queue for you and then call you when they reach an agent. It saves you from having to keep your phone tied up for hours. You give them your number, and they call you when there's an actual human on the line. I used to do exactly what you suggested - put the phone on speaker and do other things. But the problem is you never know when they'll pick up, and if you miss it when they do, you're back to square one. With three kids at home, I kept missing the pickup. Plus, most of us have to work during IRS hours and can't just have a call on speaker during meetings. This way, I can be productive and just take the call when there's actually someone to talk to.

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Alright, I need to eat my words. After struggling with my ISO stock basis issues for two weeks and spending 3+ hours on hold with the IRS over multiple attempts, I decided to try Claimyr out of desperation. Got connected to an IRS agent in about 20 minutes. The agent was incredibly helpful and confirmed exactly what everyone here said - I needed to use adjustment code B on Form 8949 to correct the basis from what my broker reported. He even explained that this is a very common issue they see with ISO transactions. The agent confirmed I was doing the right thing by increasing my basis to account for the amount I already paid tax on with the original exercise. He also noted in my file that we had this conversation in case there were any questions later. Definitely worth it just for the time saved and peace of mind. Sorry for being skeptical!

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To add another perspective here, I'm a software engineer who dealt with this exact situation. The key thing to understand is that your ACTUAL cost basis has two components: 1. What you paid for the shares (your exercise price × number of shares) 2. The spread between your exercise price and FMV that you already paid taxes on Your broker only knows about #1, not #2. That's why their cost basis is wrong. For a reverse split, both components need to be adjusted. If it was a 1:2 reverse split, the per-share numbers double but the total value stays the same. Definitely keep your original 3921 forms forever! I've been audited on ISO transactions before, and having that documentation saved me thousands.

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This makes total sense - thanks for breaking it down! So in my case, if my original exercise price was $5/share and the FMV at exercise was $15/share, I paid tax on that $10 spread. After the 1:2 reverse split, my new basis should be $10/share (original exercise) plus $20/share (taxed spread), for a total of $30/share, right?

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That's exactly right! Your cost basis would be $30/share after the reverse split. Your broker is likely only showing the $10/share (the doubled exercise price) because they don't have visibility into the tax you paid on the spread. When you report this on your tax return, you'll list the proceeds from your sale, show the basis that your broker reported on your 1099-B, and then make an adjustment to increase the basis to the full $30/share. This ensures you don't pay tax twice on the same income.

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I'm surprised nobody mentioned IRS Publication 525! It specifically addresses this on page 12 under "How to report stock option income." It clearly states you need to adjust your basis by the amount included as income. The trickier part is making sure you account for the reverse split correctly. When I went through this, I created a simple spreadsheet that tracked: - Original shares and exercise price - FMV at exercise (from 3921) - Amount included in income that year - Post-split shares and adjusted basis Also, if you're in a state with income tax, make sure you're adjusting your state basis too! Many people forget that part.

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I just checked Pub 525 and you're right! It's all there on page 12. Wish I'd known about this earlier - would have saved me so much time. The IRS publications are actually pretty helpful once you find the right one.

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This is such a helpful thread! I'm dealing with a similar situation but with a twist - my company did multiple corporate actions (a reverse split AND a spinoff) between when I exercised my ISOs and when I sold. From reading everyone's responses, it sounds like the key principle remains the same - adjust my cost basis to include what I already paid taxes on from the Form 3921. But I'm wondering how to handle the spinoff portion. Did anyone here deal with spinoffs in addition to splits? Also, @AstroAce, your math example really helped clarify things for me. I was getting confused about whether to adjust the total basis or the per-share basis, but seeing it broken down like that makes it crystal clear. One more question for the group - has anyone had success explaining these adjustments directly in their tax software's notes section, or is it better to attach a separate statement? I'm using TurboTax and want to make sure I document everything properly.

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I haven't dealt with spinoffs personally, but from what I understand, spinoffs can get really complex because you essentially have to allocate your original basis between the parent company stock and the spun-off entity based on their relative fair market values at the time of the spinoff. You'd probably want to get professional help for that - it's one of those situations where the cost of a tax professional is worth it to avoid mistakes. For documenting in TurboTax, I've found that using the notes section in the investment section works well for simpler adjustments, but for complex situations like yours with multiple corporate actions, I'd definitely attach a separate statement. TurboTax has an option to attach additional forms and statements - just make sure to reference it clearly on your Form 8949 so the IRS knows to look for your explanation. The key is being thorough with your documentation since multiple corporate actions always raise flags during reviews. Keep copies of all the corporate action notices your company sent out!

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