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Nia Wilson

How to determine cost basis when selling stocks that were gifted to me?

I received just under $22k worth of stocks as a gift to help me buy a car. During the time I held them, the stocks increased in value by about $2000 before I sold everything to make the vehicle purchase. I know gifts under $17k don't need to be reported to the IRS, but since I sold the stocks, I got a 1099-B form. Here's the issue - the 1099-B shows the cost basis from when my relative originally purchased these stocks like 10 years ago. Because of this, it looks like I have gains of around $16k instead of just the $2000 that it increased while I owned it. The only solution I've found is to manually override the cost basis on my tax software and enter the value from when I actually received the stocks as a gift, rather than using what's on the 1099-B. But I'm worried this might cause problems since the numbers won't match what was reported. I've always done my own taxes online and don't really want to pay someone just to answer this one question. Has anyone dealt with this before? Will the IRS flag this if the numbers I enter don't match the 1099-B? Any advice would be appreciated!

You've actually identified the correct approach. For gifted stock, the cost basis depends on whether the stock's value went up or down since the original owner purchased it. Since the stock went up in value, your cost basis is the same as the original owner's cost basis (which explains why your 1099-B shows the low original purchase price). However, when you file your taxes, you need to show this is a gift by checking the appropriate box on your tax form. If you're using tax software, look for an option that indicates this was a gifted security. The software should handle it properly. You'll need to keep documentation showing when you received the gift and its fair market value on that date, just in case of an audit. When you file, you'll use Form 8949 to report the sale, and you'll check box "E" to indicate the 1099-B doesn't show the correct basis. This is common with gifted securities.

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Thanks for your response! So even though the fair market value when I received the gift was much higher than the original purchase price, I still have to use the original cost basis? That doesn't seem fair since I only benefited from the $2000 increase that happened while I owned the stock. Will checking that box on Form 8949 prevent me from getting flagged for audit even though my numbers will be different from what's on the 1099-B? I'm really trying to avoid issues with the IRS.

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Yes, unfortunately that's how the tax law works with appreciated gifted stock - you inherit the original owner's cost basis. The entire gain from original purchase to when you sold is taxable to you, not just the portion while you owned it. Checking box E on Form 8949 tells the IRS you're reporting a transaction where the basis on your 1099-B isn't correct. This doesn't prevent an audit, but it properly identifies why your numbers differ from what was reported to the IRS. Keep documentation about when you received the gift and its value at that time in case you need to explain the situation.

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I was in a similar situation last year and used https://taxr.ai to help sort out my cost basis issues with some gifted stocks my parents gave me. The platform analyzed my 1099-B and told me exactly how to handle the situation. What's cool is they explained that with gifted stock, you basically "inherit" the original owner's cost basis if the stock has appreciated since they bought it. So even though it seems unfair, the original purchase price becomes your cost basis - not the value when you received it. The system also walked me through how to properly indicate this on Form 8949 and check the right boxes so the IRS wouldn't flag it. Saved me from potentially making a huge mistake on my taxes.

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Did the service tell you anything about the holding period? Like does that transfer too? I've got some stocks my grandma gave me and I'm not sure if I should be reporting short-term or long-term gains when I sell.

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I'm skeptical that an AI tool could really help with something this specific. Did you have to upload your actual 1099-B or could you just describe your situation? Seems like this is the kind of thing you'd need a real tax professional for.

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Yes, they explained that for gifted stock, you actually inherit both the cost basis AND the holding period. So if your grandma held the stock for years before gifting it to you, you get credit for that time. Even if you only held it for a month before selling, you could qualify for long-term capital gains treatment if the total holding period exceeds one year. You can either upload your documents or describe your situation - I did both to be sure. The AI analyzes tax documents incredibly well, but I also typed out my specific concerns. It gave me specific IRS references and walked me through the exact forms and boxes I needed to complete. Much more detailed than the generic advice I got elsewhere.

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Just wanted to update that I tried taxr.ai after seeing it mentioned here. Super helpful! I uploaded my 1099-B and explained my gifted stock situation, and it confirmed everything about how the cost basis works with gifts. The site explained that I needed to use the original owner's basis since the stock appreciated, but it also showed me exactly how to report it on Form 8949 with the right adjustment codes. It even generated language I could use if I needed to explain the situation to the IRS. Definitely check it out if you're struggling with this - it's way more affordable than paying a tax pro just for this one question!

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Hey, I had a similar issue last year trying to figure out the right cost basis for some stocks my uncle gave me. I spent DAYS trying to get through to the IRS for clarification. Kept calling that 800 number and getting nowhere. Finally found https://claimyr.com and used their service to get through to an actual IRS agent. You can see how it works here: https://youtu.be/_kiP6q8DX5c Within about 15 minutes I was actually talking to someone who confirmed I needed to use the original owner's cost basis for appreciated stock gifts. The agent also walked me through exactly how to report it on my tax forms so it wouldn't trigger any flags or issues. Definitely worth it rather than stressing about whether you're doing it right or waiting on hold forever.

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Wait, so this service somehow gets you to the front of the IRS phone queue? How does that even work? Sounds too good to be true.

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I don't buy it. There's no way to "skip the line" with the IRS. They're chronically understaffed and everyone has to wait. This sounds like a scam that takes your money and just puts you on hold like everyone else.

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It doesn't put you at the "front" of the queue - it automates the waiting process. Their system calls the IRS and navigates the phone tree, then holds your place in line. When it finally reaches an agent, you get a call back so you can take the call. You don't have to sit there listening to hold music for hours. They use technology to manage the waiting process so you don't have to. I was skeptical too, but it legitimately worked. I connected with an IRS agent after their system waited on hold for about 2 hours - but I only had to spend 15 minutes of my time actually talking. It's basically like having someone else wait in line for you.

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I have to admit I was completely wrong about Claimyr. After posting my skeptical comment, I decided to try it myself since I needed to ask the IRS about some stock basis issues too. It actually works exactly as described. Their system called the IRS, waited through all the prompts and hold times (over 90 minutes!), and then called me when they got an agent on the line. I just picked up and was immediately talking to an IRS representative. The agent confirmed everything about gifted stock - that I inherit the original owner's basis if the stock appreciated, and I need to check box E on Form 8949 to explain why my numbers don't match the 1099-B. Seriously saved me hours of frustration.

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One thing nobody's mentioned yet - if the stock had DECREASED in value between when the original owner bought it and when they gifted it to you, the rules are different. In that case, your basis for determining loss would be the fair market value at the time of the gift. It's only for gains that you use the original owner's basis. It gets really complicated if the stock was worth less than the original basis when gifted, but then increased in value when you sold it (but still below original basis). Look up the "dual basis" rules if that applies to you.

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That's really helpful, thanks! In my case the stock definitely increased from when it was purchased originally, but good to know about these other scenarios. Does the IRS ever question these adjustments when we report them? Do I need any special documentation from the person who gave me the stocks?

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The IRS might question it if there's a significant discrepancy, which is why documentation is important. You should try to get the following from the gift giver: date they originally purchased the shares, their original cost basis, and the fair market value on the date you received the gift. If possible, get a written statement from them confirming these details. Keep records of any transfer documents or account statements showing when the shares moved to your account. The more documentation you have, the easier it will be to explain if questions arise.

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I'm confused about something. If gifts under $17,000 don't need to be reported, why do I have to pay taxes on the gains that happened before I even owned the stock? Seems like a weird loophole in the tax code.

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The $17,000 annual gift exclusion just means the GIVER doesn't have to report the gift or pay gift tax on it. It doesn't exempt the RECEIVER from capital gains tax when they sell the asset. The tax code is designed to ensure all capital gains eventually get taxed. If the gifter sold the stock and gave you cash, they'd pay tax on all the gains. By giving you the stock instead, they're essentially transferring their tax obligation to you. That's why you inherit their cost basis.

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This is a really common situation that trips up a lot of people! You're absolutely right that it feels unfair to pay taxes on gains that happened before you owned the stock, but unfortunately that's how the tax code works with appreciated gifts. A few key points to remember: - Yes, you must use the original owner's cost basis (what shows on your 1099-B) since the stock appreciated - You'll report this on Form 8949 and check box "E" to indicate the 1099-B basis isn't correct for your situation - Keep documentation of when you received the gift and its fair market value on that date - The good news is you also inherit the original owner's holding period, so if they held it long-term, you get long-term capital gains treatment The IRS sees this type of adjustment frequently with gifted securities, so as long as you properly indicate it on Form 8949 and have your documentation ready, you should be fine. Most tax software will walk you through this process once you indicate the stock was gifted to you. Don't let the fear of an audit stop you from reporting it correctly - the bigger risk is NOT properly adjusting for the gift situation!

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