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Yuki Watanabe

Can I deduct my stock losses against my ordinary income for tax purposes?

So I'm pretty confused about how losses from stocks work for taxes. I keep hearing different things from different people. Here's my situation - I sold some stocks this year for a total loss of around $4,000 but I didn't sell any winners (honestly because I don't have any winning stocks right now, everything's been down for me). What I really need to know is whether I can use these stock losses to reduce my regular income from my job when I file taxes? Or can I only use these losses to offset capital gains (which I don't have)? Some people told me you can deduct up to $3,000 against ordinary income but others are saying that's not how it works. Would really appreciate some clarity on this because I'm trying to figure out if this awful year in the market will at least give me some kind of tax break! Thanks everyone.

Yes, you can definitely deduct capital losses against your ordinary income, but there are some limits. The IRS allows you to deduct up to $3,000 ($1,500 if married filing separately) of capital losses against your ordinary income in a tax year. In your situation, since you sold stocks at a $4,000 loss and don't have any capital gains to offset, you can deduct $3,000 of those losses against your regular income this year. The remaining $1,000 will carry forward to future tax years, where you can use it to offset future capital gains or deduct it against ordinary income (subject to the same $3,000 annual limit). This is actually one of the few silver linings of having losing investments - they can reduce your taxable income, potentially lowering your overall tax bill. You'll report these losses on Schedule D of your tax return, and the loss will ultimately flow to your Form 1040.

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Thanks for explaining! Quick question: if I'm in the 22% tax bracket, does that mean a $3,000 deduction would save me $660 in taxes? And does the carryover loss automatically apply next year or do I need to do something special to track it?

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Yes, if you're in the 22% tax bracket, a $3,000 capital loss deduction would save you approximately $660 in federal income taxes (3,000 × 0.22 = 660). That's a pretty accurate way to calculate your tax savings. The carryover loss should be tracked automatically if you use tax software like TurboTax or H&R Block. If you use a tax professional, they'll handle this for you. If you prepare your own taxes manually, you'll need to keep records of your capital loss carryover and complete the appropriate section of Schedule D the following year. The previous year's tax return will show the amount of unused losses, so be sure to have that available when you file next year.

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I was in a similar situation last year and discovered this amazing tool called taxr.ai that really helped me understand my investment losses. I was super confused about what I could deduct and how much would actually benefit me tax-wise. I uploaded my trading statements to https://taxr.ai and their analysis showed me exactly how much of my losses I could claim against my regular income. Their system explained that while I had about $5,200 in total losses, I could only claim $3,000 this year, and the rest would carry forward. It also calculated my actual tax savings based on my tax bracket, which was super helpful for planning. Honestly saved me hours of research and confusion.

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Does it work with all brokerages? I've got accounts with both Fidelity and Robinhood and trying to figure out my total losses has been a nightmare.

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I'm always skeptical of these tax tools. How accurate is it really? Does it actually connect to tax code or just give general advice anyone could google?

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It works with all the major brokerages! I had statements from both Schwab and TD Ameritrade, and it handled them perfectly. You can just upload the PDFs of your statements or transaction history and it extracts all the data automatically. It even flags wash sales which I had no idea were affecting my deduction amount. The tool connects directly to actual tax rules and updates with any IRS changes. It's way beyond general advice - it does a line-by-line analysis of your specific transactions and shows exactly how they apply to your tax situation with references to the specific tax code sections. I was impressed with how it explained everything in plain language while still being technically accurate.

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Just wanted to update everyone - I tried taxr.ai after posting my skeptical comment above and I'm really impressed. I've been messing up my capital loss deductions for YEARS! Apparently I had some wash sales I didn't realize were affecting my deduction amounts, and I also didn't know I could carry forward my excess losses from previous years. The analysis showed me I had about $2,400 in tax savings I hadn't been claiming properly. It generated all the right forms and explained exactly where everything needed to go on my tax return. Definitely recommend for anyone dealing with investment losses - especially if you've got multiple accounts or lots of transactions.

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If you're planning to call the IRS to confirm how to handle your capital losses (which I tried to do), save yourself the frustration. I spent HOURS trying to get through to them last tax season with questions about my stock losses. Eventually I found this service called Claimyr that actually got me through to an IRS agent in about 20 minutes. I was totally shocked it worked! You can see how it works at https://youtu.be/_kiP6q8DX5c - basically they navigate the IRS phone tree for you and call you back when they've got an agent on the line. I used https://claimyr.com when I needed clarification on how to report some complicated trades and losses. The IRS agent confirmed I could take the $3,000 deduction against my regular income and gave me detailed instructions on how to report the carryover losses.

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Wait, how does this actually work? Do they just keep calling for you or something? Seems weird that they can get through when nobody else can.

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Yeah right. The IRS phone lines are literally impossible to get through. I find it hard to believe any service could actually solve this problem. Sounds like a scam to me.

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They use a technology that navigates the IRS phone system and stays on hold for you. Instead of you wasting hours listening to hold music, their system does it and then calls you when they've got a live person. It's not that they have special access - they're just using technology to handle the painful waiting part. It's definitely not a scam. I was connected to a real IRS agent who answered all my questions about reporting my capital losses. They never ask for any personal tax information - they just get you connected to the IRS and then you handle your own conversation with the agent directly. I was super skeptical too but when I actually got through to the IRS after months of trying on my own, I was sold.

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I need to eat my words from my comment above. After struggling for weeks to reach the IRS about some complicated stock loss carryovers, I broke down and tried Claimyr. Within 45 minutes, I was talking to an actual IRS representative who walked me through exactly how to report my losses. The agent confirmed I could use up to $3,000 of my losses to offset my ordinary income on line 7 of my 1040 form, and explained how to properly document the carryover for next year's taxes. Considering I had spent literally days trying to get through on my own with no success, this was absolutely worth it. For anyone with stock loss questions that need official IRS clarification, I highly recommend giving it a try.

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Heads up - don't forget that the $3,000 limit applies to NET capital losses. So if you have $5,000 in stock losses but also have $1,000 in gains from selling something else (maybe a different stock or even crypto), your net loss would be $4,000 and you could still only deduct $3,000 from your ordinary income. Also, make sure you're distinguishing between short-term and long-term capital losses correctly on your Schedule D. It doesn't change the $3,000 limit, but it matters for how losses get applied to future gains.

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Stupid question maybe, but how do you know whether something is short term or long term? Is it just based on how long you owned it?

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Not a stupid question at all! Yes, it's based entirely on how long you owned the investment before selling it. If you owned it for one year or less before selling at a loss, it's a short-term capital loss. If you owned it for more than one year, it's a long-term capital loss. The distinction matters when you start applying these losses to future gains. The tax code requires you to apply short-term losses to short-term gains first, and long-term losses to long-term gains first. Only after that can you apply short-term losses to long-term gains or vice versa. It gets complicated, which is why good tax software or a professional can be really helpful here.

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Does anyone know if this $3,000 limit is per person? Like if my spouse and I file jointly, can we each deduct $3,000 for a total of $6,000?

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No, unfortunately the $3,000 limit is per tax return, not per person. So even if you're married filing jointly, the maximum capital loss deduction against ordinary income is still $3,000 total. If you file married filing separately, it's even worse - the limit drops to $1,500 per return. This is one of those situations where the tax code doesn't give a "marriage bonus.

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I went through this exact same situation last year! Lost about $3,500 in the stock market and was kicking myself until I realized it could actually help with my taxes. Here's what I learned: Yes, you can definitely use up to $3,000 of your stock losses to reduce your ordinary income from your job. Since you lost $4,000, you can deduct $3,000 this year and carry forward the remaining $1,000 to next year's taxes. The key thing is to make sure you have proper documentation - keep all your brokerage statements showing the purchase dates, sale dates, and amounts. You'll report these on Schedule D and it flows through to your main 1040 form. One thing that caught me off guard was wash sales - if you bought back the same stock within 30 days of selling it at a loss, the IRS disallows the loss deduction. So make sure you didn't accidentally trigger any wash sale rules with your transactions. At least we can get some tax relief from our investing mistakes, right? Silver lining to a rough year in the markets!

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This is really helpful, thanks! I had no idea about the wash sale rule - that could have been a problem for me since I've been doing some buying and selling of the same stocks. Just to make sure I understand correctly: if I sold Apple stock at a loss on December 1st but then bought Apple stock again on December 15th, that would trigger a wash sale and I couldn't deduct that loss? And does this apply even if I bought fewer shares the second time?

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Exactly right! That December 1st to December 15th scenario would definitely trigger a wash sale since it's within the 30-day window. And yes, it applies regardless of how many shares you bought back - even if you sold 100 shares at a loss and only bought back 50 shares, the wash sale rule would still apply to those 50 shares worth of the loss. The wash sale rule actually extends 30 days before AND after the sale date, so you have to be careful about purchases in a 61-day window around any loss sale. It can get pretty complex if you're actively trading the same securities. What happens is the disallowed loss gets added to the cost basis of the new shares you purchased, so you don't permanently lose the tax benefit - it just gets deferred until you sell those new shares. But it definitely complicates things for the current tax year!

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Just wanted to add one more important point that I learned the hard way - make sure you understand the difference between realized and unrealized losses! You can only deduct losses from stocks you actually SOLD at a loss. If your portfolio is down $10,000 but you haven't sold anything, those are unrealized losses and you can't deduct them on your taxes. I made this mistake my first year investing - I thought I could deduct all my "paper losses" and was really disappointed when my tax preparer explained that only actual sales count. So in your case with the $4,000 loss, that's great that you actually sold and locked in those losses for tax purposes. Also, keep in mind that if the market recovers and those same stocks go back up, you might regret selling them for the tax deduction. But given that you said you don't have any winners right now, taking the tax benefit probably makes sense. Sometimes cutting your losses (literally) is the smart financial move!

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This is such a great point about realized vs unrealized losses! I'm actually in a similar boat as the original poster - sitting on a bunch of unrealized losses but hesitant to actually sell because I keep thinking "what if they bounce back tomorrow?" But you're absolutely right that from a tax perspective, those paper losses don't help at all until you actually sell. I guess the question becomes whether it's worth locking in the losses for the tax benefit versus holding and hoping for a recovery. With the $3,000 annual deduction limit, it might make sense to strategically realize some losses each year rather than waiting and potentially missing out on years of tax benefits. Thanks for clarifying this - it's definitely something I need to think through more carefully!

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Great question! I went through something very similar last year. You're absolutely right that you can deduct up to $3,000 of your capital losses against your ordinary income. Since you have $4,000 in losses and no gains to offset them, you can deduct $3,000 this year and carry the remaining $1,000 forward to next year. One thing to double-check though - make sure none of your sales triggered wash sale rules. If you sold any stocks at a loss and then bought the same or "substantially identical" securities within 30 days before or after the sale, the IRS disallows that loss deduction. This is a common trap that catches a lot of people. You'll report these losses on Schedule D of your tax return, and the net capital loss will flow to line 7 of your Form 1040. If you're in a decent tax bracket, that $3,000 deduction could save you several hundred dollars in taxes - not a huge consolation for the losses, but at least Uncle Sam shares in your pain a little bit! Keep good records of that $1,000 carryover for next year's filing. Most tax software handles this automatically, but if you're doing it manually you'll want to make note of it.

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