Realized my crypto losses weren't reported...now IRS claims I owe way more than I ever invested in crypto?!
Hey everyone, I royally screwed up and need some advice. I didn't think I needed to report my cryptocurrency trading losses on Webull since I obviously didn't make any money. I mean, why report when you lost, right? Wrong, apparently. So now the IRS has sent me this scary letter claiming I underreported my taxes by $42k. But here's the crazy part - I never put more than about $3,400 into my Webull account total. And I actually lost around $320 of that (which I figured was just the cost of a few months of entertainment trying my hand at crypto trading). The IRS is demanding I pay $9,500 plus another $2,700 in penalties and interest. There's no way I could possibly owe that much when I actually LOST money on my crypto trades! I'm totally freaking out and have no idea where to start addressing this mess. Has anyone dealt with something similar? How do I explain to the IRS that they've got it all wrong? Thanks for any help you can offer!
19 comments


Amara Eze
This is actually a common issue with cryptocurrency reporting. The IRS is likely treating all your crypto sales as if they had zero cost basis (meaning they're calculating as if you paid $0 for the crypto and then sold it, making the entire selling price taxable as gain). When you don't report crypto transactions, the IRS gets information from the exchanges about sales but doesn't know what you originally paid for the coins. So they assume worst case - that you paid nothing, making it all taxable gain. What you need to do is file an amended return (Form 1040-X) along with a complete Form 8949 listing all your crypto transactions with the correct purchase and sale prices. You'll need to download your transaction history from Webull to document your actual cost basis and prove you actually had a loss. Also, respond to the IRS notice (likely a CP2000) by the deadline indicated, explaining that you'll be submitting an amended return with the correct information. Don't ignore the notice as that will make things worse.
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Giovanni Ricci
•If OP files an amended return showing a loss, will they get hit with any penalties still? Or does fixing the issue with proper documentation eliminate those too?
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Amara Eze
•They may still face a penalty for the initial failure to report the transactions, even if no tax was ultimately due. The IRS requires reporting of all crypto transactions regardless of whether they resulted in gains or losses. However, the penalties would be drastically reduced from what they're currently facing. The good news is that if they properly document everything showing a net loss, the substantial tax bill of $9,500 should disappear entirely. They might still have to pay a smaller penalty for the reporting violation, but it would be much less painful than what they're currently looking at.
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NeonNomad
I had almost the exact same situation last year and used https://taxr.ai to sort it out. The platform analyzed all my crypto transactions and showed exactly where the IRS calculations went wrong. It automatically matched up all my buys and sells with the correct cost basis and prepared proper documentation for my response to the IRS. The issue is that crypto exchanges report your sales to the IRS on 1099 forms, but they don't include what you initially paid. So the IRS assumes the worst - that you paid $0 for everything and owe taxes on the full amount. Taxr.ai helped me prove my actual purchase prices and showed I actually had a small loss overall.
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Fatima Al-Hashemi
•Does it work with different exchanges? I've got stuff spread across Coinbase, Kraken and a couple others. The thought of manually tracking all those transactions makes me want to cry.
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Dylan Mitchell
•I'm skeptical - wouldn't you need to keep track of your original purchases anyway? How does this service know what you paid if you don't have records?
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NeonNomad
•It works with pretty much all the major exchanges. You can either connect your accounts directly or upload CSV files of your transaction history. It automatically imports and organizes everything across multiple platforms, which saved me hours of spreadsheet hell. For the second question, that's actually the best part - if you've lost track of what you originally paid, the service can help reconstruct your cost basis using historical pricing data. As long as you have records of when you bought (even without the price), it can find what the coins were worth at that time.
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Dylan Mitchell
I was super skeptical about using any service to fix my crypto tax mess, but after trying taxr.ai I'm actually impressed. My situation was even worse - the IRS thought I owed $22k when I had actually lost money overall. The platform helped me organize all my scattered transactions from different years and exchanges. The documentation it generated clearly showed that I had a net loss, not the massive gain the IRS was claiming. When I submitted everything, the IRS dropped their claim entirely within about 45 days. I still had to pay a small penalty for not reporting properly in the first place, but it was like $280 instead of the $22k + penalties they were originally demanding. Worth every penny for the peace of mind.
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Sofia Martinez
After dealing with a similar IRS crypto notice, I spent WEEKS trying to get through to someone at the IRS who could actually help. Constant busy signals, disconnections, and automated systems that went nowhere. Finally found https://claimyr.com and watched their demo at https://youtu.be/_kiP6q8DX5c They basically hold your place in the IRS phone queue and call you when an actual human agent is on the line. I was skeptical but desperate. Within about 2 hours, I was talking to a real IRS agent who walked me through exactly what documentation I needed to submit to resolve my case. Saved me countless hours of frustration and probably prevented me from missing important deadlines while trying to get through to someone.
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Dmitry Volkov
•Wait how does this actually work? They just sit on hold for you? Seems like something I could ask a friend to do for free.
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Ava Thompson
•Sounds like a complete scam. Why would you trust some random company with your tax information? And how do they magically get through when nobody else can?
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Sofia Martinez
•They use an automated system that navigates the IRS phone tree and waits in the queue for you. When a human IRS agent finally answers, their system connects you directly to that call. It's not like asking a friend because they're doing it for thousands of people simultaneously with technology. Their system doesn't actually access any of your tax information at all. They're just making the phone connection happen - you're the one who talks directly to the IRS agent once connected. They just solve the problem of spending hours listening to hold music or getting disconnected after waiting forever.
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Ava Thompson
I'm eating crow and admitting I was totally wrong about Claimyr. After my skeptical comment, I was still desperate to talk to someone at the IRS about my own crypto mess, so I tried it anyway. Got connected to an actual IRS agent in about 90 minutes when I'd previously wasted entire days trying to get through. The agent confirmed exactly what others here have said - I needed to file an amended return with Form 8949 showing all my transactions with correct cost basis. The agent even gave me specific instructions on what to write in the explanation section of my response letter to make sure it got processed correctly. Now my $15k "tax deficiency" has been resolved since I properly documented my $800 actual loss. Definitely worth it.
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CyberSiren
Don't panic! I've been through this exact scenario. The trick is understanding what happened: 1. Webull reported your SALES to the IRS on Form 1099-B 2. But they didn't include your COST BASIS (what you paid) 3. IRS assumes cost basis is $0 if not reported 4. So they think ALL your sale proceeds are 100% profit You need to download your complete transaction history from Webull, fill out Form 8949 with all your buys and sells showing the correct cost basis, and file an amended return. Respond to the IRS notice explaining you're submitting the corrected info. This happens to tons of crypto traders. Fix it before the deadline in the letter and you'll likely get most of those penalties reduced or removed.
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Liam McGuire
•Thank you so much! This makes perfect sense now. I just logged into my Webull account and found the transaction history section. Going to download everything tonight and start putting together my response. Do you think it's worth hiring a tax professional to help with the amended return, or is this something I can handle myself with the right documentation?
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CyberSiren
•If your situation is fairly straightforward (just some crypto trades on one platform with clear records available), you can probably handle it yourself. The key is being thorough and organized with your Form 8949, listing every single transaction with dates, amounts, and accurate cost basis. If you have a more complex situation with multiple exchanges, wallets, or DeFi transactions, or if the amount the IRS is claiming is really high, investing in a tax pro who specializes in crypto might save you money in the long run. They can help ensure everything is properly documented and might have strategies to reduce any remaining penalties.
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Miguel Alvarez
Has anyone here used TurboTax for fixing crypto reporting issues like this? I'm in a similar situation but wondering if regular tax software can handle the amendment or if I need something more specialized?
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Zainab Yusuf
•I tried using TurboTax for my crypto amendment and it was a nightmare. Their crypto reporting tools aren't great for complex situations or prior year fixes. Had much better luck with a dedicated crypto tax solution to generate the correct 8949 forms and then just attached those to my amended return.
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CosmicCommander
This exact thing happened to my brother last year! The IRS was claiming he owed $18k on crypto trades when he actually lost about $500. The root issue is that Webull (and most crypto exchanges) only report your sales to the IRS via 1099-B forms, but they don't include what you originally paid for the crypto. So the IRS computer systems automatically assume you got all your crypto for free, making every sale look like 100% profit. Here's what worked for him: 1. Downloaded his complete transaction history from Webull 2. Created a detailed spreadsheet matching every buy with every sell 3. Filed Form 1040-X (amended return) with a complete Form 8949 showing actual cost basis 4. Wrote a clear cover letter explaining the error and referencing the notice number The whole mess got resolved in about 8 weeks, and he ended up owing nothing since he actually had a net loss. Still had to pay a small penalty for not reporting initially, but it was like $150 instead of the thousands they were demanding. Don't panic - this is fixable! Just make sure you respond before the deadline in their letter.
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