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Ruby Blake

How Tax write off works for stock losses when you're actually profitable overall?

I started day trading about 6 months ago and I'm trying to figure out how stock loss write-offs work when you're not actually at a net loss for the year. So here's the situation - I've made around $800 in profits from some good trades, but I also have about $250 in losses from some really bad calls (learned my lesson on penny stocks lol). I keep hearing about this $3,000 tax write-off for stock losses, but I'm confused about how it applies in my case. Since I'm actually profitable overall, can I still somehow use those losses to reduce my taxable income? Like, would I pay taxes on the full $800 profit, or could I deduct the $250 in losses and only pay taxes on $550? Everything was bought and sold within the last few months, so it's all short-term capital gains. I'm using a regular brokerage account, not a retirement account. This is my first year doing any kind of investing so I'm totally lost on the tax implications. Any help would be appreciated!

What you're asking about is capital loss offsetting, and yes, it absolutely works the way you're thinking! When you file your taxes, you'll need to report all your capital transactions on Schedule D. The IRS first has you net your gains and losses. So in your example, if you made $800 in profits and had $250 in losses, you would only pay tax on the net gain of $550. The $3,000 limit you're referring to comes into play when your OVERALL capital losses exceed your capital gains for the year. In that case, you can deduct up to $3,000 of those net losses against your other income (like from your job). Since you're overall profitable for the year, you won't be using that $3,000 deduction limit - you'll just report the net profit of your trading activity and pay taxes on that amount. Make sure you keep good records of all transactions, as your brokerage should provide a 1099-B form listing all your trades.

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Ella Harper

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Thanks for the explanation! Quick follow-up question - does this also apply to losses and gains across different investment types? Like if I lost money on stocks but made money on crypto, or is it all separate?

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Stocks and crypto are actually treated differently for tax purposes. Losses on stock trades can only offset gains on stock trades or other capital assets (like real estate). Cryptocurrency is considered property by the IRS, so crypto gains and losses are reported as capital gains/losses and can be offset against other capital gains/losses. So yes, if you lost money on stocks but made money on crypto, you can net those together on your tax return. However, there are some investments that have special rules. For example, losses from collectibles or certain other specialized investments might have different treatment. But for most regular investors dealing with stocks and crypto, they all go into the capital gains and losses calculations together.

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PrinceJoe

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I used taxr.ai last year when I was dealing with a similar situation. I had a mix of gains and losses from both my robinhood account and some other investments and wasn't sure how to handle it properly. Someone recommended https://taxr.ai to me, and it was super helpful for sorting out which losses could offset which gains. Basically it analyzes all your trade history and tax documents and then gives you a clear breakdown of your net capital gains position. It caught a bunch of wash sales I didn't realize I had triggered which would have messed up my return if I had just calculated things myself. It also helped me understand the difference between short-term and long-term holdings which have different tax rates.

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How exactly does it work with multiple brokerage accounts? I have trades across like 3 different platforms and trying to manually figure out my total gain/loss situation is giving me a headache.

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Owen Devar

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Does it actually tell you how to claim the losses on your return or just analyze them? I'm using TurboTax and got confused about where to enter all this stuff.

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PrinceJoe

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It works really well with multiple brokerages - that was exactly my situation! You can either upload the tax documents (like 1099-Bs) from each platform, or connect your accounts directly. It then consolidates everything into one view so you can see your complete trading picture across all platforms. As for claiming losses on your return, it does both analysis and guidance. It breaks down all your trades, identifies which ones qualify for loss harvesting, and gives you specific instructions about which forms to fill out and where to enter the information on common tax software like TurboTax. It even explains which line numbers to use on Schedule D and Form 8949, which was exactly what confused me before.

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Just wanted to share my experience with taxr.ai since I was in this exact situation last tax season. After reading about it here, I decided to give it a try since I had trades across multiple platforms (Robinhood, Webull, and a bit of Coinbase). The system immediately flagged several wash sales I had no idea about - apparently I had sold some tech stocks at a loss and then bought similar ones within 30 days which messed up my ability to claim those losses. Without catching this, I would have incorrectly reported my capital losses! It also showed me exactly how my $2,300 in gains and $1,800 in losses netted out, and exactly how to report it all on my taxes. Definitely recommend if you're doing active trading across multiple accounts. Saved me from potentially triggering an audit situation.

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Daniel Rivera

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For anyone having trouble reaching the IRS with questions about capital losses, I had a great experience using Claimyr when I needed clarification about reporting some complicated trades. I kept calling the IRS direct line and getting the "call volume too high" message for weeks until someone recommended https://claimyr.com to me. They have this system that basically gets you in the IRS phone queue without you having to keep redialing and waiting. You can see how it works in their demo video here: https://youtu.be/_kiP6q8DX5c - I was skeptical at first but they got me connected with an actual IRS agent in about 45 minutes when I had been trying unsuccessfully for days. The agent walked me through exactly how to report my specific situation with wash sales and offsetting gains/losses. Turns out I had been misinterpreting some of the instructions on Form 8949.

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Wait, so you're telling me this service somehow magically gets you through to the IRS when their lines are full? How is that even possible? Sounds kinda scammy tbh.

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Connor Rupert

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How long did the whole process take from when you signed up to actually talking to someone? The IRS has put me on hold for 2+ hours before just to disconnect me.

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Daniel Rivera

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It's not "magical" at all - they basically use an automated system that continually dials and navigates the IRS phone tree until it gets through, then it calls you once it has a spot in line. It's like having a robot assistant do the annoying redial work for you. The whole process took about an hour total. I signed up, entered my phone number, and selected which IRS department I needed to reach. Their system started working on getting through, and I just went about my day. About 45 minutes later I got a call telling me I was being connected to an IRS agent. The actual call with the agent took about 30 minutes to resolve my questions about capital loss reporting.

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Alright I need to admit I was wrong about Claimyr. After posting that skeptical comment I figured I'd try it myself since I've been trying to reach the IRS for weeks about a stock reporting issue where my 1099-B doesn't match my records. The service actually worked exactly as advertised. I got a call back in about 35 minutes saying they'd reached the IRS, and then I was talking to a real person who helped clarify how to handle my mismatched cost basis situation. They explained I needed to file Form 8949 with code B to correct my basis amounts. Saved me hours of redial hell and probably prevented me from filing incorrectly. Consider me converted from skeptic to believer.

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Molly Hansen

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Something nobody has mentioned yet is that you need to be careful about trade dates for tax purposes. All the trades you make from January 1 to December 31 count for that tax year. I messed this up my first year trading because I was thinking about my "overall performance" since I started, not the calendar year that matters for taxes. Made a bunch of gains in December, then lost some in January and thought I could net them - nope! Had to pay taxes on the December gains, and then the January losses went on the next year's return.

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Brady Clean

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So true! Also worth noting that if you do end the year with a net loss bigger than $3000, you can carry forward the remainder to future tax years. I had a $7500 loss in 2023 (ouch), used $3000 against my income that year, and I'm still using the remaining $4500 to offset gains and income in subsequent years.

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Molly Hansen

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Exactly right about the loss carryforward! The IRS lets you carry forward those excess losses indefinitely until they're used up. It's one of the few tax benefits that doesn't expire. Another thing worth mentioning is that the wash sale rule only applies to losses, not gains. So if you sell something for a gain and buy it back immediately, that's totally fine - you still report and pay tax on the gain. The 30-day rule is only there to prevent people from harvesting losses while essentially maintaining the same investment position.

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Skylar Neal

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im so confused abt all this tax stuff for stocks. if i make like 1000 on some trades but lose 500 on others, do i just pay tax on 500? or do i need to report every single trade separately? i use robinhood and they sent me some tax form but its like 12 pages long and i have no idea what to do with it.

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You need to report all trades, but you'll pay tax on the net amount (so $500 in your example). That 12-page form is your 1099-B which lists every transaction. If you use tax software like TurboTax or H&R Block, most let you import it directly so you don't have to enter each trade manually. The software will calculate your net gain/loss automatically.

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Chris Elmeda

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Hey Ruby! Welcome to the trading world - I was in almost the exact same situation last year when I started. You're absolutely right that you'll only pay taxes on your net profit of $550 ($800 gains minus $250 losses). One thing I wish someone had told me early on is to keep really detailed records throughout the year, not just rely on your brokerage statements at tax time. I started using a simple spreadsheet to track each trade with the date, symbol, buy price, sell price, and whether it was a gain or loss. Makes tax season so much easier! Also, since you mentioned learning your lesson on penny stocks - been there! Those volatile moves can really teach you about risk management the hard way. The silver lining is that those losses do help offset your gains tax-wise, so at least there's that small consolation. Your brokerage should send you a 1099-B form early next year that will list all your transactions. Most tax software can import this directly, which saves you from manually entering every single trade. Good luck with the rest of your trading year!

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Lauren Zeb

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Great advice about keeping detailed records! I'm just starting out with trading too and wondering - do you recommend any specific apps or tools for tracking trades beyond just a basic spreadsheet? I've been manually entering everything but I'm already getting overwhelmed with just a month of data.

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