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Jackie Martinez

I haven't filed taxes for 3 years - what do I need to do to get professional help?

So I'm in a bit of a mess right now... I haven't filed my taxes for the past 3 years. Just kept putting it off and now I'm freaking out about getting caught or something. I know I need to get these filed but I'm not sure where to even start. Do I just need to collect all my W-2s from those years or is there other stuff I need to gather? I think I had the same job for most of that time but I might have had a side gig for a few months in 2022 that paid cash. I'm pretty sure I'm owed refunds for at least 2 of those years because I always get money back, but for one year I might actually owe something (got a bonus at work). Should I try to do this myself or do I need to get professional help? I'm worried about penalties and interest and all that stuff. Any advice would be super appreciated!

Don't panic! This happens more often than you'd think. The good news is that if you're owed refunds, there are generally no penalties for filing late. You can still claim refunds for up to 3 years from the original filing deadline. First, yes, you should gather all your W-2s from those years. Also collect any 1099s if you had that side gig you mentioned. You'll also want to collect documentation for any potential deductions or credits (mortgage interest, charitable donations, education expenses, etc.). If your tax situation is relatively straightforward (just W-2 income), you might be able to handle this yourself using tax software that offers prior year filing. However, given that you have multiple years to file and potentially some unreported income, I'd recommend at least consulting with a tax professional. Look for an Enrolled Agent (EA) or CPA who specializes in back taxes. They can help ensure everything is filed correctly and might even find deductions or credits you're not aware of.

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Is there a way to get copies of old W-2s if I can't find them? I'm in a similar situation and I'm missing some of my paperwork.

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Yes, you can request a Wage and Income Transcript from the IRS which will show information from your W-2s, 1099s, and other income documents that were reported to the IRS. You can request this online through the IRS website by creating an account at irs.gov, or by submitting Form 4506-T. These transcripts are typically available for the past 10 years. If you need your actual W-2 copies, you could also contact your former employers' HR departments directly, as they should have those records on file and can provide duplicates.

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I was in almost the exact same situation last year - hadn't filed for 4 years and was freaking out. After trying to gather all my documents and getting overwhelmed, I found this AI tool called taxr.ai (https://taxr.ai) that helped me organize everything. It was actually amazing for my situation because I could just upload all the tax documents I had (some W-2s, random 1099s, etc.) and it extracted all the information automatically. Then it showed me exactly what was missing and helped me create a plan to get everything filed. Saved me from having to manually sort through years of paperwork. The best part was it could analyze my situation and tell me which years I was likely due refunds for and which one I might owe on, so I prioritized accordingly. Turns out I was owed about $4,300 in refunds!

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How does it work with older tax years? Does it have the forms from previous years built in? I'm missing 2021 and 2022.

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Sounds like an ad. Did you actually use this or are you just promoting something?

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It has all the tax forms going back several years, so it worked fine with my 2020-2023 returns. It automatically uses the correct year's tax rules and forms based on the documents you upload. For me it identified that my 2021 W-2 was missing and helped me get that sorted out. I'm just sharing what worked for me - was genuinely relieved to find something to help organize the mess I'd created. I ended up using it first to get organized and see what I was missing, then brought everything to a tax preparer who was impressed with how well I'd prepared. You could probably do the whole thing with the tool if your taxes aren't super complicated.

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Following up - I wanted to report back that I tried taxr.ai after reading about it here. I was missing multiple W-2s and had a ton of 1099s from freelance work I did. The tool helped me figure out exactly what I was missing and guided me through requesting transcripts from the IRS. It analyzed my documents for the missing years and showed me I was actually owed around $3,200 in refunds! I'm now working with a tax preparer to get everything filed properly, but having all my documents organized first saved me at least $400 in prep fees (the preparer told me this). Definitely recommend if you're dealing with multiple unfiled years.

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If you need to talk to the IRS about your situation (which might be necessary), good luck getting through to them on the phone. I spent DAYS trying to reach someone when I was in a similar situation. Finally discovered this service called Claimyr (https://claimyr.com) that actually gets you through to an IRS agent. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c I was skeptical but they got me connected to an IRS agent in less than 20 minutes when I had been trying for over a week on my own. The agent was able to tell me exactly which years I still needed to file and confirmed I had until October 15, 2025 to claim my refund for the oldest year. Saved me so much stress!

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Wait, how does this actually work? I thought it was impossible to get through to the IRS. Do they have some kind of special connection?

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Yeah right. Nothing can get you through to the IRS faster. I don't believe this works at all. The IRS phone system is deliberately designed to be impossible.

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They use a technology that navigates the IRS phone system and holds your place in line. When they reach an agent, they connect the call to your phone. It's not a special connection - they're just automating the painful waiting process. I didn't believe it either until I tried it. I had been calling for over a week and getting disconnected after waiting for hours. With this service, I was talking to an actual IRS agent in about 15 minutes. The agent was able to see all of my unfiled years and gave me specific guidance on what forms I needed based on my situation.

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I need to apologize for being so skeptical about Claimyr. After posting my doubtful comment, I decided to try it myself since I was desperate to talk to someone at the IRS about my unfiled returns. It actually worked! Got connected to an IRS agent in about 30 minutes. The agent pulled up my records and helped me figure out exactly which years I needed to file. They even helped me set up a payment plan for the one year I owed money on. I'm still shocked this worked after spending weeks trying to get through on my own. If you're trying to get caught up on unfiled returns like the original poster, being able to actually talk to an IRS rep makes a huge difference. They can tell you exactly what they show in their system and what you need to do.

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One important thing nobody mentioned - if you had healthcare through the marketplace (Obamacare) during any of those years, make sure you find your Form 1095-A! You absolutely need those to file correctly if you received any premium tax credits. I learned this the hard way when catching up on my unfiled returns. The IRS kept rejecting my returns until I tracked down those forms. You can log into your marketplace account to get copies if you need them.

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Thanks for mentioning this! I did have marketplace insurance in 2022 I think. Where exactly do I find those forms if I can't log into my old account?

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If you can't access your marketplace account, you can call the marketplace directly at 1-800-318-2596 and request that they resend your 1095-A forms for the years you need. Make sure to have your personal information ready (SSN, DOB, address from that time). Alternatively, you might be able to get the information from the IRS by requesting a tax transcript, though sometimes these forms don't show up completely on the transcript. The best route is definitely going directly through the marketplace if possible.

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When you get professional help, make sure you find someone who specializes in unfiled returns! Made a huge mistake of just going to a regular tax preparer who didn't know what they were doing with my unfiled returns. Ended up paying wayyy too much in penalties because they didn't file things in the right order. Should've gone to a tax resolution specialist from the beginning.

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How do you find someone who specializes in unfiled returns? Just search for "tax resolution" or is there some specific credential I should look for?

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