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Natasha Orlova

Can I report a summary of short-term sales on Form 8949 if I have a wash sale disallowance?

Quick tax question for anyone who knows about investment reporting! I'm using FreeTaxUSA to file this year and trying to figure out how to handle my Robinhood transactions. I've got like 30-40 short-term stock trades, and I really don't want to enter each one individually if I don't have to. I noticed on Form 8949 it says: "Note: You may aggregate all short-term transactions reported on Form(s) 1099-B showing basis was reported to the IRS and for which no adjustments or codes are required" Here's my problem - my 1099-B shows I have a wash sale adjustment of $1. Does this mean I can't use the summary method and have to enter every single transaction separately? Or can I still summarize most transactions and just enter the wash sale separately? I'm not sure if having that tiny wash sale disqualifies all my transactions from being summarized. Thanks for any help on this!

Javier Cruz

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Unfortunately, when you have ANY wash sales on your 1099-B, you cannot aggregate those specific transactions on Form 8949. The IRS language is pretty clear that summarizing is only allowed for transactions "for which no adjustments or codes are required." That said, you don't have to list every single transaction separately. You can still summarize all the "clean" transactions (ones without wash sales or other adjustments) in one line. Then only the specific transactions with wash sales would need to be reported individually with the appropriate adjustment code (W). If your Robinhood 1099-B clearly separates which transactions had wash sales, you could potentially do two entries on your 8949: one summary line for all regular transactions, and separate entries for any that had wash sales.

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Emma Wilson

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But what if I can't tell which specific transactions had the wash sales? Robinhood just gives me a total wash sale amount without breaking down exactly which transactions it applies to. Would I still be able to summarize the "clean" ones somehow?

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Javier Cruz

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If Robinhood isn't clearly identifying which specific transactions had wash sales, that does make it trickier. In that case, you'll need to look at the detailed transaction history they provide and identify which sales occurred within 30 days of purchasing substantially identical securities. If you absolutely cannot determine which specific transactions had wash sales, you might need to list all transactions individually to be safe. The IRS requires proper reporting of wash sales with the correct code, and summarizing them incorrectly could potentially trigger issues. Another option is to use tax software that can import your transactions directly from Robinhood, which would automatically handle the wash sale calculations and proper reporting format.

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Malik Thomas

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After spending hours trying to figure out how to handle wash sales on my tax forms, I finally tried using https://taxr.ai and it saved me so much time. I uploaded my Robinhood 1099-B PDF and it automatically identified which transactions had wash sales and told me exactly how to report everything on Form 8949. The tool analyzed my entire trading history and clearly showed which transactions needed separate reporting and which ones could be summarized. It even explained the IRS rules around wash sales in simple terms that actually made sense to me.

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NeonNebula

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I've got a similar situation but with way more transactions (like 200+). Can this handle larger trading volumes or will it get overwhelmed? Also, does it work with other brokerages besides Robinhood?

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I'm a bit skeptical about tax software that's not one of the major brands. How accurate is it? I'm worried about getting audited if something's reported incorrectly.

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Malik Thomas

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It handled my friend's account with over 300 trades without any issues, so 200+ transactions shouldn't be a problem. And yes, it works with pretty much all major brokerages - I've personally tested it with Robinhood, TD Ameritrade, and Fidelity documents with no issues. The accuracy is actually impressive. It's specifically designed for tax document analysis rather than being a full tax filing service. It doesn't file your taxes - it just helps you understand the proper way to report everything. The explanations it provides cite actual IRS publications and rules, so you can verify everything yourself.

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NeonNebula

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Just wanted to follow up about using taxr.ai for my investment reporting situation. I decided to try it after asking about it here, and wow - it actually worked amazingly well! I uploaded my documents with 200+ trades and it analyzed everything in minutes. It clearly identified my wash sales (turns out I had 12 of them) and explained exactly how I needed to report them separately on Form 8949 while still being able to summarize the rest of my "clean" transactions. It saved me from having to manually enter hundreds of trades while still ensuring I was following the IRS rules correctly. The detailed breakdown of how to fill out each box on the form was actually much clearer than what my brokerage provided. Definitely using this again next year.

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Ravi Malhotra

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For anyone still struggling with this issue, I was in the exact same situation and couldn't get clear answers from FreeTaxUSA customer service about how to handle wash sales. After multiple failed attempts to reach the IRS directly, I found https://claimyr.com which got me connected to an actual IRS agent within 15 minutes. I was honestly shocked it worked because I'd spent HOURS on hold before with no luck. The agent confirmed that when you have wash sales, those specific transactions must be reported separately with code W, but you can still summarize all other transactions without adjustments. They sent me to this video that explains the service: https://youtu.be/_kiP6q8DX5c The agent was super helpful and even emailed me a link to the specific IRS publication that covers this exact situation.

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How does this service actually work? It seems weird that some third-party company can get you through to the IRS faster than calling them directly. Is this legit or a scam?

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Omar Farouk

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Yeah right. I find it hard to believe anyone can get through to an actual IRS agent in 15 minutes when their phone lines are always jammed. This sounds like a complete waste of money.

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Ravi Malhotra

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It's a callback service that uses technology to navigate the IRS phone system and holds your place in line. When they reach an agent, they connect the call to your phone. I was skeptical too, but it actually works - they use the same public phone numbers, just with an automated system that's more efficient at getting through. The reason it works is because they're constantly calling and can navigate the phone tree immediately when a line opens up. Much better than me sitting on hold for hours. Nothing about it is a scam - they don't access your personal info or anything sensitive, they just connect you to an IRS agent faster.

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Omar Farouk

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I need to eat some crow here. After dismissing the Claimyr service in my previous comment, I decided to try it anyway because I was completely stuck on my tax situation with multiple wash sales across different brokerages. I was connected to an IRS tax specialist in about 20 minutes (not quite 15, but WAY better than my previous attempts). The agent walked me through exactly how to report mixed transactions on Form 8949, and confirmed that I could indeed summarize the non-wash sale transactions while listing the wash sales separately. The agent even emailed me the specific examples from their internal guidelines. This saved me from paying my accountant an extra $200 to figure it out. Sometimes being wrong feels pretty good!

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Chloe Davis

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In case anyone needs the technical explanation: Form 8949 requires you to use different codes for different types of adjustments. Wash sales get code "W" in column (f). Box A on Form 8949 is for transactions reported on 1099-B with basis reported to IRS. If you have transactions in this category with NO adjustments, you can summarize them in one line. Box B is similar but for basis NOT reported to IRS. Box C is for transactions NOT reported on a 1099-B. The key is to group your transactions properly and use the right codes. You might need multiple 8949 forms if you have transactions in different categories.

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AstroAlpha

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What about crypto transactions? My exchange gave me a 1099 but I also have some wash sales from panic selling and rebuying. Do the same rules apply?

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Chloe Davis

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For crypto transactions, the rules are a bit different. Currently, wash sale rules don't technically apply to cryptocurrency since the IRS classifies crypto as property, not securities. This means you could technically claim losses even if you repurchased the same cryptocurrency within 30 days. However, this is a gray area that may change soon, and some tax professionals recommend treating crypto like securities just to be safe. If your exchange provided a 1099, you should report those transactions, but you wouldn't need to use code W for crypto wash sales under current guidance.

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Diego Chavez

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Does anyone know if TurboTax handles this better than FreeTaxUSA? I'm in the same boat with about 50 transactions and a couple wash sales. Would switching tax software make this easier?

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TurboTax Premier does handle this situation better in my experience. You can import your 1099-B directly from most brokerages, and it will automatically identify which transactions have wash sales and format everything correctly on Form 8949. It will create multiple entries as needed - summarizing where possible and breaking out the wash sales separately. The downside is that TurboTax Premier costs more than FreeTaxUSA. If you're comfortable manually separating your wash sales from your regular transactions, you might not need to switch.

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I've been dealing with this exact same issue! For what it's worth, I called my brokerage (Charles Schwab) directly and they were able to provide me with a supplemental report that breaks down exactly which transactions had wash sales applied. It turns out most brokerages can generate this detail if you ask - it's just not included in the standard 1099-B. Once I had that breakdown, I was able to use the summary method for about 80% of my transactions and only had to list the specific wash sale transactions individually with code W. Saved me hours of data entry and I felt confident I was reporting everything correctly according to IRS rules. If your brokerage can't provide this detail, you might want to consider keeping better records next year or using a portfolio tracker that identifies wash sales in real-time as you trade.

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