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Freya Andersen

How to file 2019 taxes in 2025? Can I still submit past returns?

I'm seriously stressing out about filing my 2019 taxes. I know I'm super late (like 6 years late) but I need to get this fixed. I recently found out I might be eligible for a refund from that year, and I don't want to leave money on the table. I've been searching everywhere online but can't find clear instructions for filing previous year taxes. Most sites only show current year stuff. I keep seeing vague mentions that old returns need to be mailed in, but where do I even start? Do I just print out my old W-2 form and a 1099-MISC (I did some freelance photography work that year) and mail them somewhere? Or is there some special form for past years? Is there ANY way to still file this electronically that I'm just missing? I have all my documents from that year, but I'm completely lost on the process. Any help would be seriously appreciated!

You're still able to file your 2019 taxes even in 2025, but you need to follow specific steps since e-filing is no longer available for tax years that old. First, you'll need to download the 2019 Form 1040 and instructions from the IRS website (they keep past year forms available). You can find these in the "Prior Year Forms" section. You'll also need Schedule C for your self-employment income from the 1099-MISC. The forms must be from the 2019 tax year specifically - you can't use current forms. Complete these forms using your W-2 and 1099-MISC information. You'll calculate your tax liability or refund manually or using tax software that supports prior year returns (some paid versions of TurboTax, H&R Block, etc. can prepare 2019 returns, though you'll still need to mail them). Once completed, mail your signed return to the appropriate IRS processing center for your state - the address is in the 1040 instructions. Include copies (not originals) of your W-2 and 1099-MISC. If you're owed a refund, you can still claim it as 2019 is within the 7-year refund statute of limitations, which expires after April 2026.

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Thanks for this info! I'm in a similar situation. Do we need to include any explanation letter about why we're filing so late? And what about state taxes for 2019 - is that process similar?

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You don't need to include an explanation letter about filing late - the IRS regularly processes late returns without requiring explanations. Just make sure your return is complete and accurate. For state taxes, the process is similar but varies by state. You'll need to download your state's 2019 tax forms from your state tax agency's website. Like federal returns, you'll need to mail in prior year state returns. Check your specific state's filing requirements and statute of limitations for refunds, as these vary by state and some may be shorter than the federal 7-year period.

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Just want to share my experience - I was in the same boat trying to file old returns from 2018 and 2019. I tried several DIY options but kept getting stuck with calculations and wasn't sure if I was doing it right. I ended up using https://taxr.ai which saved me so much time with the old forms. You upload your W-2 and 1099-MISC docs, and it extracts all the info automatically. The best part was that it had all the 2019 tax rules built in, so I didn't have to research old tax brackets or figure out which deductions existed back then. It prepared everything properly and I just had to print and mail it.

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Does it work for state returns too or just federal? I need to file both for 2019 and wondering if it's worth looking into.

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I'm a bit skeptical about these tax services. How do you know the calculations are correct? I'd hate to file something wrong and then get audited for a year that's already so old.

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It handles both federal and state returns for prior years. I was able to prepare my 2019 California return along with my federal return in one session. The calculations are based on the official 2019 tax rules. Before submitting, it shows you a comparison between what you reported on your documents and what it calculated, so you can verify everything. I actually found an error in how I was calculating my self-employment tax that I wouldn't have caught on my own. Their system uses the same calculations that tax professionals use for that specific tax year.

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Just wanted to update - I took the plunge and tried https://taxr.ai for my 2019 returns after seeing it mentioned here. It was honestly so much easier than I expected! I was dreading dealing with all the old forms and trying to remember what deductions were available back then. The system caught that I was eligible for a premium tax credit I didn't know about from my health insurance that year, which increased my refund by almost $740. It also properly handled my 1099-MISC income and calculated the self-employment tax correctly. Everything was ready to mail in less than an hour. Just mailed everything last week and tracking shows it was delivered to the IRS processing center. Now I just wait for my refund check! Definitely recommend this approach over trying to figure out all the old tax rules manually.

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If you're planning to mail in your 2019 return and are worried about whether the IRS received it (especially with how slow mail processing has been), I recommend using https://claimyr.com to check on your submission status. I used their service after waiting 3 months with no confirmation that my prior year return was received. After multiple failed attempts to get through to the IRS myself (spent hours on hold), Claimyr got me connected to an actual IRS agent in about 20 minutes. The agent confirmed they had received my return but it was sitting in backlog. They also gave me an estimated processing timeframe which was super helpful. Check out their demo at https://youtu.be/_kiP6q8DX5c to see how it works.

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How exactly does this work? Do they just call the IRS for you? Couldn't I just do that myself and save whatever they charge?

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This sounds like a scam tbh. Why would anyone pay a third party to call the IRS when you can just call yourself? And how do they magically get through when millions of people can't? I'm calling BS on this one.

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They don't call the IRS for you - they hold your place in the phone queue and call you when they're about to connect with an agent. So you don't waste hours listening to hold music or getting disconnected. You absolutely can call yourself if you have the time and patience. Last time I tried calling directly, I was on hold for over 3 hours before getting disconnected. With Claimyr, I went about my day and got a call when an agent was available. The IRS phone system is notoriously overwhelmed, especially during tax season and with all the backlog from previous years.

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OK I need to eat my words about Claimyr. After posting my skeptical comment, I decided to try it myself since I've been trying to get through to the IRS about my 2019 amended return for WEEKS with no luck. I signed up for their service and got a call back in about 45 minutes saying they were connecting me to an IRS rep. Spoke to someone who actually looked up my information and confirmed my amended return was received and gave me an updated timeline for processing. Total time invested was maybe 5 minutes of my actual attention instead of hours on hold. For anyone dealing with prior year returns like 2019, it's definitely worth it just for the peace of mind knowing your paperwork is actually in their system and being processed.

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Just adding - don't forget that the 2019 standard deduction was lower than it is now ($12,200 for single filers vs $15,100 for 2025). Also, if you had health insurance through the marketplace that year, you'll need Form 8962 for the Premium Tax Credit. And remember, April 15, 2026 is the deadline to claim a refund for 2019 - after that the money goes to the Treasury permanently. The IRS won't penalize you for filing a late return if you're owed a refund, but if you owe taxes, there will be failure-to-file penalties and interest.

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Wait, so if I owe taxes, I'll have to pay extra penalties? But if they owe ME money, I just get my normal refund with no interest? How is that fair??

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That's correct. If you owe taxes, you'll face both failure-to-file penalties (usually 5% of unpaid taxes per month, up to 25%) and failure-to-pay penalties (0.5% per month), plus interest that has been compounding since the original due date. On the flip side, if the IRS owes you a refund, you generally don't receive interest unless your return was filed on time and the IRS takes longer than 45 days to issue your refund. It doesn't seem equitable, but that's how the system works. This is why it's always better to file on time even if you can't pay what you owe - the failure-to-file penalty is much larger than the failure-to-pay penalty.

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Has anyone used FreeTaxUSA for prior year returns? Their website says they support 2019 returns but I'm not sure if it's worth the $15 they charge for state filing.

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I used FreeTaxUSA for my 2019 return last year. The federal was free and I paid for the state. It worked well for my situation (W-2 income and some basic deductions). The interface is pretty straightforward and it walked me through everything. You still have to print and mail it though.

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I just went through this exact process for my 2019 taxes last month! Here's what worked for me: First, don't panic - you're definitely not too late and can still get your refund. I downloaded the 2019 forms directly from the IRS website (Form 1040 and Schedule C for your freelance work). Make sure you get the 2019 versions specifically. The hardest part was remembering all the tax rules from that year, like the lower standard deduction amount and different tax brackets. I ended up using one of the online services mentioned here because manually calculating everything felt overwhelming. One thing nobody mentioned yet - if you moved since 2019, make sure to update your address with the IRS before filing, or use Form 8822. Also, when you mail your return, I highly recommend using certified mail with return receipt so you have proof the IRS received it. The good news is that since you're owed a refund, there are no penalties for filing late. Just make sure you get it submitted before the April 2026 deadline to claim your refund. I got mine processed in about 12 weeks after mailing, which was faster than I expected given all the IRS backlogs. You've got this! It's not as complicated as it seems once you get started.

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This is super helpful, thank you! I'm also dealing with a 2019 return situation. Quick question - when you say "update your address with the IRS before filing," do you mean I should file Form 8822 separately first, or can I just include it with my 2019 return when I mail everything together? I've moved twice since 2019 so I want to make sure they send my refund to the right place.

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You can include Form 8822 with your 2019 return when you mail everything together - that's actually the most efficient approach. Just make sure to fill out Form 8822 completely with your current address and include it in the same envelope as your 2019 tax return. The IRS will process the address change and then send your refund to the updated address. Since you've moved twice, double-check that you're using your current address on both the Form 8822 and in the address section of your 2019 Form 1040. This way everything gets updated in one submission and you don't have to worry about timing separate mailings.

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I went through this exact same situation last year with my 2018 taxes! The stress is real when you realize how behind you are, but honestly it's more manageable than it seems. One thing I learned the hard way - make sure you have ALL your documents before you start. I thought I had everything but then realized I was missing a 1099-INT from an old savings account. Had to contact the bank to get a copy since it was so old. Also, if you did any gig work beyond that freelance photography (like Uber, DoorDash, etc.), you might have additional 1099s you forgot about. The IRS actually has a "Get Transcript" tool online where you can see what income documents they have on file for 2019. It's super helpful to cross-check against what you have to make sure you're not missing anything. You definitely don't want to file and then have to amend later when they show you had unreported income. Also, since you mentioned you might be eligible for a refund - if you didn't have health insurance in 2019 or only had it part of the year, make sure you understand how the individual mandate penalty worked back then. The rules were different than now and it could affect your refund amount. Good luck! The hardest part is just getting started.

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This is such great advice about checking for missing documents! I'm just starting my 2019 filing process and hadn't thought about using the "Get Transcript" tool. That's going to save me so much guesswork about what income documents I might be missing. Quick question - when you mentioned the individual mandate penalty for 2019, are you referring to the federal penalty or state penalties? I know the federal penalty was eliminated, but I'm in California and I think they still had their own mandate that year. Did you have to deal with any state-level health insurance penalties when you filed your late return? Thanks for sharing your experience - it really helps to know others have successfully navigated this same situation!

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You're right about California having their own individual mandate penalty in 2019! The federal penalty was indeed $0 starting in 2019, but California (and a few other states) implemented their own penalties. For 2019 in California, the penalty was either 2.5% of your household income above the filing threshold or a flat dollar amount per person, whichever was higher. When I filed my late California return, I had to include Form 3853 (California Individual Shared Responsibility Penalty) since I had a gap in coverage that year. The penalty wasn't huge in my case, but it definitely reduced my state refund. If you had qualifying health insurance for the full year in 2019, you should be fine. But if you had any gaps, you'll want to look into whether you qualify for any exemptions (like financial hardship, short coverage gaps under 3 months, etc.). California was actually pretty generous with their exemptions compared to what the federal penalty used to be. The Get Transcript tool is seriously a lifesaver - I found two 1099s I had completely forgotten about!

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I just want to echo what everyone's saying about not panicking - you're definitely not alone in this situation! I filed my 2019 return in late 2023 and got my full refund without any issues. One practical tip I haven't seen mentioned yet: when you're gathering your documents, create a simple checklist to make sure you have everything before you start filling out forms. For 2019, you'll need your W-2, that 1099-MISC for your photography work, and any other income documents. Also grab your 2018 tax return if you have it - it helps with carry-forward items and makes sure you're using consistent information. The IRS processing times for mailed returns have actually improved quite a bit compared to the chaos of 2021-2022. My 2019 return took about 10 weeks to process, which was much faster than I expected. Just make sure to use certified mail when you send it in so you have tracking confirmation. Since you mentioned you think you're eligible for a refund, you're in the best possible situation. No penalties, no interest charges - just your money waiting for you to claim it. The April 2026 deadline gives you plenty of time to get this sorted out properly without rushing.

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This is really reassuring to hear! I'm actually in a very similar situation - I need to file my 2019 return and have been putting it off because the whole process seemed so overwhelming. Your point about creating a checklist is super practical and something I definitely need to do. Quick question about the certified mail - did you just send everything to the regular IRS processing center address, or is there a special address for late returns? I keep seeing conflicting information online about where exactly to mail prior year returns, and I want to make sure it gets to the right place and doesn't get lost in the system. Also, when you got your refund after 10 weeks, did they send any kind of confirmation or explanation about the processing, or did the check just show up? I'm trying to set realistic expectations for myself about what the timeline and communication will look like. Thanks for sharing your experience - it's really helpful to hear from someone who actually went through this successfully!

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