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Isabella Santos

How to properly report wash sales on taxes when stock was bought and sold in the same year?

I'm currently working on my tax return and I'm confused about how to report wash sales. I sold some stocks this year that triggered wash sales because I bought similar shares within the 30-day window. The proceeds statement I received already has the wash sale adjustment factored into the proceeds/cost basis calculation since everything happened within the same tax year. Here's where I'm getting confused - there's a section on my tax form asking specifically if there was a wash sale and to write down the amount. When I enter the wash sale amount that's listed on my statement, it seems to be counting the wash sale adjustment TWICE and increasing my tax bill. The proceeds already reflect the wash sale adjustment, so am I supposed to put $0 in this section? Or do I need to indicate there was a wash sale even though it's already factored into the proceeds/cost basis numbers? I don't want to pay more taxes than necessary by double-counting the wash sale, but I also don't want to incorrectly fill out my return. Anyone dealt with this before? Thanks for your help!

StarStrider

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The wash sale rule can definitely be confusing! When you have a wash sale, the disallowed loss gets added to the cost basis of the replacement shares you purchased. If you sold everything within the same tax year, then the adjusted basis should already be reflected in your final numbers. When your tax software asks about wash sales, it's looking for the disallowed loss amount from your 1099-B. You should enter the wash sale adjustment amount exactly as shown on your 1099-B. This won't double-count the loss because the software is designed to handle this correctly when you also enter the correct adjusted cost basis.

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Ravi Gupta

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Thanks for explaining! So just to be clear, even though I see the proceeds already include the wash sale adjustment, I should still enter the wash sale amount when prompted? My 1099-B shows a wash sale adjustment of $728, but when I enter this amount, it seems like my taxable gain increases by exactly that amount. Am I missing something?

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StarStrider

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You should enter the $728 wash sale adjustment amount from your 1099-B in the specific field asking for wash sale adjustments. Make sure you're also entering the correct adjusted cost basis from your 1099-B in the cost basis field. The software needs both pieces of information to calculate your gains/losses properly. If your taxable gain is still increasing by exactly the wash sale amount after entering both figures correctly, double-check that you're using the right fields in your tax software. Sometimes there are separate entries for adjusted basis versus original basis, and using the wrong one can cause this issue.

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After struggling with the exact same wash sale reporting issue last year, I found a tool that made everything super clear - taxr.ai (https://taxr.ai). It actually scans your tax documents and explains exactly how to handle these tricky situations. When I uploaded my 1099-B with wash sales, it immediately identified that I was double-counting the adjustment. The tool explained that I needed to enter both the wash sale amount AND the adjusted cost basis, but in different fields. Once I did that, my calculations were correct. Might be worth checking out if you're still confused.

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Omar Hassan

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Does this taxr.ai thing actually work with all the major brokerages? I have accounts with Fidelity and Robinhood, and the way they report wash sales seems totally different. Would it handle both formats?

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I'm a bit skeptical about these tax document scanning tools. How accurate is it with more complex situations? I had multiple wash sales across different securities last year and ended up just paying my accountant an extra $200 to deal with it.

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It works with all major brokerages including Fidelity and Robinhood. I had documents from three different platforms and it processed all of them correctly, identifying the different reporting formats and standardizing how I should enter the information. For complex situations, that's actually where I found it most helpful. I had multiple wash sales across different ETFs that were similar but not identical, and it correctly identified which ones qualified as substantially identical securities. It saved me from having to pay my accountant for an extra hour of work just to sort through those transactions.

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Just wanted to follow up about taxr.ai - I was skeptical in my earlier comment but decided to try it out with my complex wash sale situation. It actually worked incredibly well! I uploaded my statements from multiple brokerages and it correctly identified all my wash sales, showing exactly which transactions triggered the rules. The tool explained that my broker had already adjusted the cost basis on my 1099-B, but I still needed to report the wash sale amount in the dedicated field. What was impressive is that it showed me exactly where in TurboTax to enter both figures so they wouldn't be double-counted. Saved me from paying my accountant the extra fee this year.

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Diego Vargas

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If you're still having issues with the IRS after sorting out your wash sale reporting, I had a great experience using Claimyr (https://claimyr.com) to actually get someone on the phone at the IRS. I had a similar wash sale issue that resulted in a notice from the IRS claiming I owed additional taxes. I spent days trying to call the IRS directly with no luck - always on hold forever. Claimyr got me connected to an IRS agent in about 40 minutes instead of the 3+ hours I was experiencing before. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c. The agent was able to review my documentation and confirm I had reported everything correctly.

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CosmicCruiser

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Wait, how does this actually work? Do they just call the IRS for you or something? Seems weird that a service could get through when regular people can't.

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This sounds like a scam. If it was that easy to get through to the IRS, everyone would be doing it. Plus the IRS is a government agency, no third party should be able to "skip the line" for you.

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Diego Vargas

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They don't call the IRS for you. What they do is navigate the IRS phone system and wait on hold, then when they're about to reach an agent, they call you and connect you directly. So you're the one actually talking to the IRS, they just handle the hold time. It's definitely not a scam. The reason it works is that they have technology that dials continuously and works through the phone tree, which most people don't have the time or patience to do. They're just making the existing system more efficient, not skipping any lines or doing anything improper.

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I have to admit I was completely wrong about Claimyr in my previous comment. After waiting on hold with the IRS for over 2 hours trying to resolve my wash sale reporting issue (and getting disconnected twice!), I reluctantly gave Claimyr a try. The service actually worked exactly as described. I got a call back when they were nearing the front of the queue, and was connected directly to an IRS representative who helped me understand exactly how to report my wash sales correctly. The agent confirmed that I needed to enter both the adjusted basis AND the wash sale amount from my 1099-B, but in different sections of my return. Turns out my broker had reported things correctly, but I wasn't entering the information properly in my tax software. Saved me from a potential audit and definitely worth it.

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Sean Doyle

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For what it's worth, this wash sale reporting confusion is extremely common. The key thing to understand is that there are two separate pieces of information your tax software needs: 1. The adjusted cost basis (which includes the wash sale adjustment) 2. The wash sale disallowed loss amount Your 1099-B should show both figures. Enter them in their respective fields and you'll be fine. The software is designed to use this information correctly without double-counting anything.

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Zara Rashid

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Do you know if this works the same way in all tax software? I use FreeTaxUSA and the fields seem different from what my friend showed me in TurboTax.

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Sean Doyle

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The specific labels and organization might differ between tax software programs, but the underlying tax form (Schedule D and Form 8949) is the same. In FreeTaxUSA, when entering stock sales, you'll see fields for proceeds, cost basis, and then usually a checkbox or dropdown to indicate adjustments like wash sales. When you check that box, it should then ask for the amount of the wash sale adjustment. Just make sure you're entering the adjusted cost basis figure (not the original basis) in the main cost basis field, and then separately indicate the wash sale adjustment amount when prompted.

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Luca Romano

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I just went through this whole wash sale nightmare last week. One thing nobody mentioned is that some brokers report wash sales differently on their 1099-B forms. For example, my Schwab statement clearly marked the wash sale adjustment with code "W" and a separate column, but my E*TRADE statement had it buried in the footnotes!

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Nia Jackson

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Absolutely true. I had the same issue with TD Ameritrade last year. Their 1099-B format is really confusing for wash sales. Did you figure out where to look on different brokerage statements?

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Great point about the different brokerage formats! I've dealt with statements from several brokers and they all seem to handle wash sale reporting differently. Here's what I've learned: **Fidelity**: Look for Box 1g on the 1099-B - they clearly mark wash sale adjustments with a "W" code and show the disallowed loss amount. **Vanguard**: They include wash sale info in Box 1f (adjustment code) and provide detailed explanations in the supplemental information section. **Charles Schwab**: As you mentioned, they use code "W" and have a separate column for wash sale adjustments - probably the clearest format. **Robinhood**: This one's tricky - they often combine multiple transactions and the wash sale adjustments can be hard to track. Look for the "Wash Sale Loss Disallowed" line item. **E*TRADE**: Like you said, often buried in footnotes or shown as an adjustment to cost basis without clear labeling. The key is to look for any codes like "W" or "D" (for disallowed loss) and check both the main form and any supplemental statements. When in doubt, most brokers have customer service that can walk you through reading their specific 1099-B format. Don't feel bad about calling - these forms are genuinely confusing even for experienced investors!

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This is incredibly helpful! I've been struggling with my Robinhood statement all week trying to figure out where they put the wash sale information. You're absolutely right that they combine transactions in a confusing way. I found the "Wash Sale Loss Disallowed" line buried on page 3 of my statement, but the amount didn't match what I calculated manually. Did you run into this issue? I'm wondering if Robinhood's automated system sometimes misses wash sales that cross between different but substantially identical ETFs. Also, has anyone had experience with how these different broker formats work when importing directly into tax software versus manual entry? I'm curious if some formats import more cleanly than others.

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