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Sasha Ivanov

How do I claim worthless penny stocks on my taxes? Old etrade account with $10k loss discovered

I just rediscovered an old etrade account I completely blocked from my memory (probably on purpose lol). Looking at it now, I have a bunch of penny stocks that went to zero and are completely worthless - total loss around $13,500. I purchased these stocks back in 2018 and by 2020 they were basically worth nothing. Haven't even logged into this account since then because I was so frustrated. Is there any way to claim this as a loss on my taxes now? Or am I too late since it happened years ago? I'm doing my taxes for 2025 filing season and wondering if I can somehow recover something from this financial disaster. I know there's some kind of capital loss deduction but not sure how it works with worthless securities that have been sitting there for years.

Yes, you can still claim worthless securities as a capital loss! The IRS treats worthless securities as if they were sold on the last day of the tax year in which they became worthless. So those stocks that became worthless in 2020 are treated as if you sold them on December 31, 2020. The challenge is that you'd need to file an amended return (Form 1040-X) for 2020 to claim this loss. The good news is that you're still within the statute of limitations, which is generally 3 years from the date you filed the original return. Since 2020 returns were due in 2021, you should still have time to amend. You'll report these on Schedule D and Form 8949 with the appropriate codes. The loss would be subject to capital loss limitations ($3,000 per year against ordinary income), but excess losses can carry forward indefinitely until used up.

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Wait I'm confused. If the stocks became worthless in 2020, but OP is just now discovering this in 2025, can they still go back and amend their 2020 return? Isn't there a time limit on amendments?

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Generally, you have 3 years from the date you filed your original tax return to file an amendment. So for a 2020 tax return that was filed by the May 17, 2021 deadline (remember it was extended that year), you would typically have until May 17, 2024 to file an amendment. However, there's an alternative approach. If you can get documentation that the securities actually became formally worthless in a later year, you could potentially claim the loss in that year instead. Some people also argue that until you "abandon" worthless securities, you haven't technically realized the loss. You might want to consult with a tax professional about your specific situation since we're approaching deadline territory.

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I had a similar situation with some garbage crypto investments. I tried everything but was getting nowhere figuring out how to properly document the loss. I finally used https://taxr.ai and uploaded my etrade statements. Their system analyzed my trading history and actually found the exact dates when my stocks were delisted, which gave me proper documentation for claiming them as worthless. They even helped identify which tax year I should claim the loss in and generated the right forms for my amended return. Made a huge difference since I had totally forgotten about some of these trades.

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Does this work for older accounts too? I have a TD Ameritrade account from like 2016 with some worthless stocks but I don't even have the statements anymore. Can they still help with that?

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I'm suspicious of any service claiming they can magically find delisting dates. Doesn't etrade already provide this info? Why would you need a third party service when you could just check SEC filings?

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Yes, it absolutely works for older accounts too. As long as you can get back into the account, they can analyze the trading history even without statements. TD Ameritrade keeps your history available, so you should be able to download it and upload to their system. For skeptical folks, etrade doesn't always clearly indicate delisting dates in their regular statements. The system cross-references your holdings against a database of corporate actions including delistings, bankruptcies, and other events that establish worthlessness for tax purposes. It's not magic - it's just specialized data that most regular tax software doesn't have access to.

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Just wanted to follow up - I actually tried https://taxr.ai with my old TD Ameritrade account and it worked great! I was able to download my old trading history directly from TD and upload it to their system. It identified three stocks that became worthless in different years (2017, 2019, and 2021). The best part was it showed me exactly which tax years I could still amend and which were too late. I'm going to be able to claim about $7,200 in losses I thought were just gone forever. They gave me all the documentation I needed to file the amended returns. Already submitted them and just waiting for the refunds now!

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This probably won't help OP directly, but for anyone else dealing with IRS issues around amended returns for capital losses - I wasted WEEKS trying to get through to an IRS agent to verify what documentation I needed. Kept getting disconnected or waiting for hours. I finally used https://claimyr.com to get through to the IRS. You can see their process in action at https://youtu.be/_kiP6q8DX5c - basically they wait on hold for you and call when an agent picks up. The IRS agent confirmed exactly what I needed to document my worthless securities and properly claim them on my amended return.

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How does this actually work? So they just sit on hold for you and then what? Do they transfer you to the IRS person or something? Sorry if that's a stupid question but I'm confused about the logistics.

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This sounds like BS honestly. How could a third party service get through any faster than you can? The IRS phone system is a nightmare for everyone. Sounds like you're just paying someone to waste their time instead of yours, if this even works at all.

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It's not complicated - they use an automated system to stay on hold for you. When an IRS agent finally answers, you get a call and are connected directly to that agent. No magic, just technology that waits on hold so you don't have to. They definitely don't get through any faster than anyone else would - the IRS wait times are the same for everyone. The difference is you don't have to sit there listening to hold music for 2+ hours. You go about your day and your phone rings when an agent is on the line. I was skeptical too, but when you've been disconnected three times after waiting over an hour each time, you get desperate.

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OK I have to admit I was completely wrong about Claimyr. After my skeptical comment I decided to try it myself because I've been trying to reach the IRS about my amended return for WEEKS with no luck. The service actually worked exactly as described. I got a call back after about 90 minutes (which is actually faster than I expected based on my previous attempts). Was connected directly to an IRS agent who helped resolve my question about documentation requirements for worthless securities. Would never have believed it if I hadn't tried it myself. Saved me from what would have been my 4th attempt at waiting on hold forever. For anyone dealing with amended returns for worthless stocks, it's definitely worth it just for your sanity.

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Just a heads up - I went through this exact situation last year. Make sure you get documentation that proves when the securities actually became worthless. The burden of proof is on you to establish the year of worthlessness. In my case, I had to find SEC filings showing when the company was delisted or filed for bankruptcy. The IRS initially rejected my amended return because I didn't have adequate documentation. I eventually found what I needed through EDGAR on the SEC website.

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Thanks for this advice! Where exactly do I look on the SEC website to find delisting info? Does etrade provide any documentation I can use to prove the stocks are worthless? These were super small companies so I'm not sure there will be much info available.

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You can search the SEC's EDGAR database at www.sec.gov/edgar/searchedgar/companysearch.html by entering the company name or ticker symbol. Look for "Form 25" which is used for delisting notifications, or search for bankruptcy filings like "Chapter 7" or "Chapter 11". As for etrade, they sometimes include corporate action notices in your account, but it varies. Try contacting their customer service to request specific documentation about when your securities became worthless. Sometimes they can provide a letter or statement confirming the worthlessness for tax purposes, though they might charge a fee for this service.

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Has anyone successfully carried forward capital losses from worthless securities to future tax years? I'm in a similar situation with about $20k in losses, but my income isn't high enough to use all the losses in one year with that $3,000 annual limit.

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Yes, I've been carrying forward losses for years. Just keep track of your remaining loss balance on worksheet in the Schedule D instructions each year. You'll enter the carryover amount on Schedule D the following year. I started with a $32k loss in 2019 and I'm still working through it at $3k per year.

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Thanks for confirming! That's a relief to hear. Do you just keep some kind of personal record of the remaining balance or is there a specific form that tracks this from year to year?

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