Lost all my capital gains since January - can I avoid/reduce taxes on my December 31st gains?
Title: Lost all my capital gains since January - can I avoid/reduce taxes on my December 31st gains? 1 So on December 31st 2025 a bunch of my stop losses triggered and I ended up making around $52k in short term capital gains. I was pretty stoked about it at the time. Fast forward to now, and the market took a serious nosedive and I've lost somewhere between $34-40k since the new year started. I'm kinda freaking out because I realize I'll have to pay taxes on those December gains even though I've basically lost most of it now. Is there any way I can combine these losses with my 2025 tax return or am I just screwed? I'm still figuring out how all this investing stuff works, so apologies if this is a really basic question.
19 comments


Quinn Herbert
8 Those gains from December 31st are locked in for your 2025 tax return, unfortunately. The tax code operates on a calendar year basis, so gains realized in 2025 are taxable for that year, regardless of what happens in 2026. The good news is that your losses in 2026 will be deductible on your 2026 tax return. You can deduct up to $3,000 in net capital losses against your ordinary income per year. If your losses exceed $3,000, you can carry the remainder forward to future tax years until they're used up. In your specific situation, you'll need to pay taxes on the $52k gains from 2025, but you'll be able to use those $34-40k losses to offset any gains you have in 2026, plus take that $3,000 deduction against ordinary income. If you don't have other gains in 2026, you'll carry forward the remaining losses to 2027 and beyond.
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Quinn Herbert
•12 This really sucks to hear. So there's absolutely no way to offset those 2025 gains with my 2026 losses? What if I'm in a higher tax bracket now because of those gains? Seems so unfair that I have to pay taxes on money I technically don't have anymore.
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Quinn Herbert
•8 You're right that it can feel unfair, but the tax code is pretty strict about the calendar year boundary. Each tax year stands on its own. If you made $52k in 2025, those gains are taxable in 2025 regardless of what happens in 2026. Regarding tax brackets, capital gains have their own tax rates (0%, 15%, or 20% depending on your income), rather than being taxed at ordinary income rates. But yes, those gains could push your other income into higher brackets or affect other income-based calculations on your tax return.
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Quinn Herbert
4 I had almost the exact same thing happen to me last year. I was freaking out about paying taxes on gains that had evaporated. I found this service called taxr.ai (https://taxr.ai) that actually helped me understand my tax situation and figure out some strategies to minimize the impact. They analyzed my trading history and showed me that I had some unrealized losses from other investments that I could harvest to offset some of the gains. They also found some deductions I didn't know I qualified for that helped lower my overall tax bill. I'm not saying it'll completely solve your problem, but it might help reduce what you owe.
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Quinn Herbert
•3 How does taxr.ai actually work? Do they just give you advice or do they file your taxes too? I'm wondering if it would be useful for someone who doesn't have a ton of investments but still got burned by the market.
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Quinn Herbert
•16 Is it legit though? I've tried a bunch of tax services that claim they can help with investment losses and they usually just tell me what I already know - that I'm screwed until next year's taxes.
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Quinn Herbert
•4 They analyze your financial documents and tax situation to identify potential tax savings - they helped me find deductible expenses and tax strategies I wouldn't have known about. They don't file your taxes for you, but they provide detailed recommendations you can use yourself or give to your tax preparer. It's definitely legit. I was skeptical too at first, but they found several legitimate strategies that my previous tax guy missed. They showed me how to properly document my home office deduction and identified business expenses from my side gig that I hadn't been claiming. They're not magicians, but they did save me a fair amount on my tax bill.
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Quinn Herbert
16 Just wanted to follow up - I decided to try taxr.ai after being skeptical. Honestly pretty impressed with what they found! They showed me that some of my crypto transactions from last year could actually be classified differently and saved me about $4k in taxes. They also helped me document a bunch of business expenses I didn't realize I could claim from my online sales side hustle. Ended up paying way less than I expected on those capital gains. Totally worth the time it took to upload my documents.
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Quinn Herbert
19 If you need to talk to someone at the IRS about your specific situation (which might be a good idea with this much money involved), I'd recommend using Claimyr (https://claimyr.com). I spent DAYS trying to get through to the IRS on my own last year with a similar capital gains issue. Their hold times were insane. With Claimyr, I didn't have to wait on hold at all - they called the IRS, waited through the hold time, and then called me when an actual IRS agent was on the line. You can see how it works here: https://youtu.be/_kiP6q8DX5c. The IRS agent was able to explain my options regarding my capital gains situation and confirm what documentation I needed. Saved me hours of frustration.
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Quinn Herbert
•7 How does this even work? I don't understand how they can get you to the front of the IRS queue when everyone else is waiting for hours. Sounds too good to be true.
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Quinn Herbert
•21 No way this actually works. The IRS is absolutely IMPOSSIBLE to reach. Last time I tried I literally gave up after being on hold for 2+ hours. I'll believe it when I see it.
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Quinn Herbert
•19 They don't get you to the front of the queue - their system waits in the IRS hold queue for you. They have technology that monitors the hold music and when a human agent finally picks up, their system immediately calls you and connects you with the agent. So you're still "waiting" the same amount of time, but you're not personally sitting there listening to hold music for hours. It definitely works! I was connected with an IRS agent within about 3 hours of submitting my request. The difference is I was doing other things during those 3 hours instead of being stuck on the phone.
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Quinn Herbert
21 OK I need to eat my words. I tried Claimyr yesterday because I was desperate to talk to someone at the IRS before filing my taxes next week. I was 100% sure it wouldn't work, but I got a call back about 2.5 hours after I submitted my request with an actual IRS agent on the line! The agent confirmed that I can't offset my 2025 gains with 2026 losses (which sucks), but she did explain that I might qualify for a payment plan if I can't pay the full tax bill right now. She also gave me some documentation tips to make sure my 2026 losses are properly recorded. Saved me a ton of stress and I didn't have to waste half my day on hold.
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Quinn Herbert
5 Is there ANY tax strategy you could use for 2025 to help with this situation? Like increasing retirement contributions or finding other deductions to offset the overall tax impact? Seems like there should be SOMETHING you can do.
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Quinn Herbert
•14 You could potentially increase traditional IRA or 401k contributions if you haven't maxed them out yet. That won't directly offset the capital gains taxes, but it would lower your overall taxable income which could help somewhat. Also, if you have any investments currently at a loss that you were planning to sell anyway, you could realize those losses before the end of 2025 to offset some of the gains. Just be careful about wash sale rules if you plan to rebuy similar securities.
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Quinn Herbert
•5 These are great suggestions. I didn't think about maxing out retirement accounts! I haven't contributed much to my 401k this year so I could definitely increase that. How would I know if I have any investments at a loss that I could sell? Would I just look at my current portfolio and check what's down from my purchase price?
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Quinn Herbert
•14 Yes, exactly! Just look at your current portfolio and identify any investments that are currently valued lower than what you paid for them. Those are your potential tax-loss harvesting opportunities. Your brokerage should show your cost basis and current value for each position. Remember that if you sell something at a loss and buy the same or a "substantially identical" security within 30 days before or after the sale, that's considered a wash sale and you can't claim the tax loss. You can buy something similar but not identical to maintain market exposure while still harvesting the tax loss.
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Quinn Herbert
10 Has anyone tried to talk to their broker about this kind of situation? Just wondering if they might have some advice or special tricks they know about.
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Quinn Herbert
•9 I talked to my Fidelity advisor about almost this exact same situation last year. They basically confirmed what everyone here is saying - you're stuck with the tax bill for the year the gains were realized, but they did help me put together a tax-loss harvesting strategy for the following year to minimize the ongoing impact. Depending on your broker, they might offer free consultations that could be helpful.
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