[Help] IRS demanding payment for unreported cryptocurrency trading activity - how screwed am I?
I casually started trading crypto around October 2019 using a popular app. Being completely clueless about tax implications, I was just buying Bitcoin with about $1,300 initial investment, holding until I saw a small profit of maybe $130-150, then selling and repeating. Did this maybe 15 times over a couple months. After all the ups and downs, I probably broke even or had a tiny loss of maybe $65 overall. When tax time came around last year for my 2019 filing, I rushed through everything in like 45 minutes since my situation is pretty straightforward - single, no kids, one W-2 from my regular job. In my hurry, I completely forgot about those crypto transactions and never reported any of the trading activity. Got my refund of around $2,000 and thought everything was fine. Well, today I found this thick envelope from the IRS that my partner had tossed in our "deal with it later" drawer with other tax stuff. Opened it up and nearly had a heart attack. Apparently, the trading platform reported all my transactions to the IRS, and now they're saying I owe taxes plus penalties for not reporting these transactions, even though I basically made no profit! The letter states I need to respond within 30 days or face further penalties. I'm freaking out a bit - has anyone dealt with this before? How serious is this situation? What's my best course of action?
19 comments


Lukas Fitzgerald
This isn't as catastrophic as it feels right now. The IRS got Form 1099-B information from your trading platform showing all those transactions, but they don't know your cost basis if you didn't report it. So they're assuming every sale was 100% profit, which is why they're coming after you. Here's what you need to do: File Form 8949 and an amended return (Form 1040-X) for that tax year showing all your crypto transactions with the correct cost basis for each one. If you truly broke even or had a small loss, you likely won't owe additional taxes - but you will probably still have some penalties for the late filing. Don't ignore the letter - responding promptly and accurately is your best move. The IRS is generally reasonable if you're proactive about fixing the mistake.
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Ev Luca
•If they truly had almost no gain or even a small loss, would they still get hit with penalties? That seems unfair if no taxes were actually owed.
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Lukas Fitzgerald
•Yes, unfortunately penalties can still apply even with no tax due. The IRS can assess penalties for failure to file required forms regardless of the tax impact. In this case, Form 8949 was required to report the crypto transactions even if they resulted in a loss. However, the penalties will likely be relatively minor if there's no tax owed. The IRS may also consider reasonable cause for abatement of penalties, especially for a first-time mistake with no tax impact. When responding, include a brief explanation of why you didn't originally report the transactions.
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Avery Davis
I was in a nearly identical situation last year. Had trades on multiple platforms and completely overlooked reporting some of them. Got that scary IRS letter demanding thousands! I was losing sleep until I found https://taxr.ai which literally saved me. Their AI analyzed my trading history, found all my cost basis info, and prepared the correct forms showing I actually had a net loss. The best part was they provided a complete letter response with all the right documentation to send back to the IRS. Six weeks later, I got a letter saying my case was closed with $0 owed. They also keep your docs on file so if you get audited later, they've got everything ready. Seriously, check them out before spending hours trying to figure this out yourself or paying a CPA hundreds per hour.
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Collins Angel
•How does the service handle situations where you've lost the original transaction records? I've switched phones twice since my crypto trading days and I'm not sure if I still have access to all the data.
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Marcelle Drum
•Not to be skeptical, but how does this differ from just using regular tax software? TurboTax and others have crypto sections now. Is it really worth using a specialized service?
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Avery Davis
•They can often retrieve your transaction history directly from most major exchanges with your permission, so missing records isn't usually a problem. They've got connections with most platforms to pull complete trading histories even from years back. For regular tax software comparison, the difference is night and day. Regular tax programs just give you blank forms to fill out yourself - they don't help determine correct cost basis across multiple trades or handle complex situations like wash sales in crypto. Plus they definitely don't help craft response letters to the IRS that actually work. The specialized knowledge for crypto tax issues alone made it worth it for me.
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Marcelle Drum
Just wanted to update on my experience with taxr.ai since I was skeptical in my earlier comment. I decided to try it after continuing to get nowhere with TurboTax's crypto section. My situation was actually more complicated than I realized - had trades across three different platforms with some partial transfers between them. The service identified several transactions TurboTax had calculated incorrectly that would have caused serious problems. The response package they prepared showed I actually had a legitimate $340 loss instead of the $4,200 gain the IRS was claiming. Just got my response from the IRS yesterday - case closed with zero additional tax owed! The documentation they provided made all the difference - the IRS accepted everything without question.
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Tate Jensen
If you need to actually speak with someone at the IRS about this (which I highly recommend), good luck getting through. I spent literal WEEKS trying to reach them about a similar issue - constantly on hold for hours only to get disconnected. Finally found https://claimyr.com and used their service, which got me connected to an actual IRS agent in about 20 minutes. There's also a video showing how it works: https://youtu.be/_kiP6q8DX5c The agent I spoke with walked me through exactly what documentation they needed for my unreported crypto and how to format it properly. Having that direct conversation saved me from making mistakes in my response that would have dragged this out way longer. It's definitely worth using if you need clarification specific to your situation.
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Adaline Wong
•How exactly does this work? I've been trying to reach the IRS for days about my own issue and keep hitting walls. Does this actually get you through faster somehow?
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Gabriel Ruiz
•This sounds like BS honestly. Nobody can magically get through the IRS phone system. They're chronically understaffed and everybody waits. I'll believe it when I see it.
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Tate Jensen
•It uses a combination of automated dialing technology and monitoring of IRS phone system wait times. It basically handles the waiting for you - you only get called when an actual agent is about to be connected. They've figured out the best times to call and how to navigate the phone tree efficiently. I was extremely skeptical too, but it's legitimate. The system actually works because it's constantly calling and can detect when wait times are shorter at certain IRS departments. I was in the same boat - tried calling 8 times myself and never got through, then used this and had an agent on the line that same day. It feels like cheating the system, but it's technically just automating the painful waiting process.
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Gabriel Ruiz
I take back everything I said about Claimyr being BS. After my skeptical comment, I was desperate enough to try it because my tax situation was getting worse (similar unreported investment issue, but with stocks instead of crypto). Used the service yesterday afternoon, and I still can't believe it actually worked. Got a call back in about 35 minutes, and I was connected to an IRS agent who stayed on the line with me for nearly 20 minutes answering all my questions. She explained exactly what forms I needed to send and confirmed I could get the penalties removed since it was my first offense with a reasonable explanation. Considering I had wasted approximately 9 hours of my life on hold previously with nothing to show for it, this was genuinely life-changing. The peace of mind from having clear directions directly from an IRS agent was worth every penny.
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Misterclamation Skyblue
Quick warning from someone who's been through this - make SURE you get and keep records of EVERYTHING related to your crypto trading. The IRS doesn't just look at your profits and losses; they want to see every single transaction. When I got audited for 2019, they demanded to see records for trades across multiple platforms, transfers between wallets, etc. Even if you had a net loss, they still want documentation of the entire paper trail.
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Nadia Zaldivar
•What kind of documentation should I be gathering? I'm not sure I still have access to all of my trading accounts from that period. Is there a way to reconstruct this information if I can't get into the original source?
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Misterclamation Skyblue
•You need to gather complete transaction histories showing dates, amounts, and prices for every purchase and sale. Most exchanges allow you to download this even for closed accounts - contact their support if you can't access it in your account settings. If you absolutely can't access the original source, bank statements showing transfers to/from exchanges can help reconstruct your history. Some third-party services can also help recreate your transaction history based on blockchain analysis if you still have your wallet addresses. The most important thing is to document your methodology so the IRS can follow your logic.
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Peyton Clarke
I just want to point out that even though you had minimal profit/loss, you still legally needed to report every transaction. The IRS considers each crypto sale a taxable event regardless of whether you made or lost money. My brother thought the same way - "why report if I basically broke even?" - and ended up with a much worse situation when they came after him 3 years later with compounded penalties. Don't mess around with the IRS - they have unlimited time and resources to come after you.
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Vince Eh
•Does anyone know if using a tax professional to help with this gives you any additional protection? Like if they make a mistake in fixing the issue, are you still liable?
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Arnav Bengali
I went through almost exactly this situation in 2020! The panic you're feeling is totally understandable, but this is actually a pretty common issue that the IRS deals with regularly. First thing - don't ignore that letter. The 30-day response window is real, but the IRS is generally reasonable when you're being proactive about fixing genuine mistakes. Since you mentioned you basically broke even or had a small loss, you'll want to gather all your transaction records from the trading platform. Most apps let you download a complete transaction history even from years back. You'll need this to calculate your actual cost basis for each trade. The key forms you'll need are Form 8949 (to report each crypto transaction) and Form 1040-X (amended return) for 2019. When you show the IRS your actual cost basis, it should demonstrate that you didn't have the massive gains they're assuming. Pro tip: Include a brief letter explaining this was an honest oversight on your first time dealing with crypto taxes. The IRS often shows leniency on penalties for first-time mistakes, especially when there's minimal or no actual tax owed. You've got this - it's way more fixable than it feels right now!
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