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Kristian Bishop

Haven't filed taxes in 4 years - where do I start & what happens with my refund?

So I'm in a bit of a mess and I'm finally trying to straighten things out. I haven't filed my taxes for the last 4 years and honestly don't even know where to begin at this point. I keep putting it off because I'm scared of what might happen, but I know I need to deal with it. My main questions are: Should I file my 2024 taxes on time this year for the April 2025 deadline, or should I wait until after tax season and then file everything (all 4 years) at once? I'm also wondering about refunds - if I am due a refund for this year, will I actually get it or will the IRS just apply it to any late fees and penalties from my unfiled years? I've been employed the whole time with taxes withheld from my paychecks, so I'm hoping I won't owe a ton, but I'm still freaking out about potential fines and interest. Any advice is really appreciated because I'm completely lost.

Kaitlyn Otto

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You need to file all your back taxes as soon as possible, but that doesn't mean you have to wait on your 2024 return. Here's what you should do: First, gather all your tax documents for all the years you haven't filed (W-2s, 1099s, etc.). If you can't find them, you can request wage and income transcripts from the IRS for free through their website or by filing Form 4506-T. I'd recommend filing the past years in chronological order, starting with the oldest year first. The good news is if you're due refunds for any of those years, there's a 3-year statute of limitations for claiming them. So for example, you can still get refunds for 2021, 2022, and 2023, but you've likely lost the refund for 2020 if you were due one. As for your 2024 taxes, absolutely file them on time by April 2025. Don't wait and add another year to your backlog. If you're due a refund for 2024, you'll receive it regardless of what you owe for previous years (unless you have other federal debts like student loans).

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Axel Far

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If they had taxes withheld from their paychecks all those years, wouldn't they be more likely to get refunds than owe money? And if they do get refunds, would they avoid penalties since the IRS only penalizes when you owe?

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Kaitlyn Otto

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Yes, if they had sufficient withholding from their paychecks, they might be due refunds rather than owing taxes. Generally, the IRS doesn't impose failure-to-file penalties when refunds are due. However, they'd still need to file to actually get those refunds. The main issue is that refunds expire after 3 years from the original filing deadline. So if they were due a refund for 2020 (which would have been due April 15, 2021), they've lost that money permanently if they don't file by April 15, 2024.

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I was in almost the exact same situation last year - hadn't filed for 3 years and was completely overwhelmed with where to start. I tried using different tax software but kept getting confused with all the questions about previous years' information. I ended up using https://taxr.ai and it was seriously life-changing. You basically upload your tax documents (W-2s, 1099s, whatever you have) and it analyzes everything for you. The system figured out which years I needed to file, organized everything chronologically, and even identified which years I was likely getting refunds for. What really helped was that it explained the whole process of catching up on unfiled returns and walked me through everything step by step instead of me just guessing what to do.

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Luis Johnson

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Does it actually help you file the returns too or just analyze the documents? And what about state taxes? I'm in a similar boat but also worried about my state returns.

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Ellie Kim

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I'm skeptical about using online services for this kind of situation. How secure is it to upload all your tax documents to some website? And wouldn't it be cheaper to just go to a tax professional?

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It helps with the entire process including guiding you through filing the returns. After analyzing your documents, it shows you exactly what forms you need and how to complete them. It handles both federal and state returns, which was super helpful because I had moved between states during those unfiled years. Regarding security concerns, I was worried about that too initially. They use bank-level encryption for all document uploads and don't store your sensitive information after processing. As for cost comparison, I actually found it much more affordable than the quotes I got from tax professionals, especially since I had multiple years to file. Tax pros were quoting me $250-400 per year, which would have been over $1,000 total.

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Ellie Kim

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I have to follow up on my skeptical comment about taxr.ai. I ended up trying it after all since I was in a similar situation (hadn't filed for 3 years). I was genuinely surprised by how helpful it was. The document analysis was spot-on and identified that I was actually owed substantial refunds for two of my unfiled years that I would have lost if I waited much longer. The step-by-step guidance made the whole process way less intimidating than I expected. I was able to file all my back taxes in a single weekend instead of the weeks I thought it would take. Just wanted to share since my initial skepticism was completely wrong.

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Fiona Sand

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If you're worried about penalties or have questions about your specific situation, you should really talk directly to the IRS. The problem is actually getting through to them! I spent DAYS trying to reach someone at the IRS last year when I had unfiled returns. After wasting hours on hold, I discovered https://claimyr.com which is basically a service that waits on hold with the IRS for you and then calls you when an actual human agent is on the line. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c This saved me so much time and frustration. I was able to talk directly to an IRS agent who explained exactly what my options were for my unfiled returns and helped me set up a payment plan for what I owed. The peace of mind from having official answers directly from the IRS was worth it.

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Wait, how does this actually work? Do they just call the IRS for you or what? And how would the IRS agent have your information if you're not the one who called?

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This sounds completely made up. There's no way the IRS would talk to a third party about your tax situation. They have strict privacy rules and won't discuss your tax matters with anyone but you unless you've filed a power of attorney.

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Fiona Sand

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They don't call the IRS for you - they wait on hold so you don't have to. The system monitors the IRS hold queue and then calls you when an agent picks up. At that point, YOU are the one talking directly to the IRS agent, not a third party. It's just like if you had called yourself, except you didn't waste hours listening to hold music. You're absolutely right that the IRS won't discuss your information with third parties - that's why this service just connects the call and then you handle the conversation yourself. It's basically just solving the hold time problem, not acting as an intermediary for your tax information. All your personal details remain private between you and the IRS agent.

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I need to eat my words and apologize for my skepticism about Claimyr. I was dead wrong. After my dismissive comment, my tax situation became urgent when I received a CP504 notice threatening a levy. I tried calling the IRS directly and spent 2.5 hours on hold before getting disconnected. In desperation, I tried the Claimyr service. Within 40 minutes, I got a call back with an actual IRS agent on the line. The agent helped me sort out my unfiled returns situation and explained exactly what I needed to do to avoid collections actions. They even discovered that one of the tax years I was worried about actually had a refund coming that I would have lost in a few months. For anyone in a similar situation with unfiled returns, being able to speak directly with the IRS saved me from what could have been a much worse outcome. Sometimes official guidance from the source makes all the difference.

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Finnegan Gunn

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One important thing no one has mentioned yet - you should really look into the IRS Fresh Start program if you end up owing money after filing your back taxes. It's designed specifically for people in your situation who have fallen behind. The program offers several options like extended installment agreements (up to 6 years to pay), penalty relief in some cases, and even potential settlement options through Offer in Compromise if you qualify. The key is being proactive - the IRS is generally much more flexible with people who come forward voluntarily versus those they have to track down.

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Miguel Harvey

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Does the Fresh Start program apply if you were just negligent about filing but didn't intentionally avoid taxes? And would they still consider you as coming forward voluntarily if you've already received some notices from the IRS?

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Finnegan Gunn

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Yes, the Fresh Start program absolutely applies to people who simply failed to file but weren't intentionally committing tax fraud. In fact, that's exactly the type of situation it was designed for - people who fell behind for various reasons but want to get back into compliance. As for receiving notices, you're still considered to be coming forward voluntarily as long as the IRS hasn't started formal collection activities or an audit against you. Even if you've received reminder notices, you can still qualify for the program's benefits. The key distinction is that you're taking action before the IRS has to escalate to more serious enforcement measures.

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Ashley Simian

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Whatever you do, don't use those sketchy "tax resolution" companies you see advertising on TV or radio. My brother was in a similar situation (5 years unfiled) and paid one of those companies $3,000 upfront. They literally did NOTHING except file a basic power of attorney form and then kept asking for more money for "additional work." Just file the returns yourself using good tax software or find a reputable local EA (Enrolled Agent) or CPA who specializes in back tax returns. You'll save thousands and actually get your situation resolved.

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Oliver Cheng

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I had a totally different experience with a tax resolution company. They helped me file 4 years of back taxes and negotiated my penalties down significantly. Cost me about $1,800 but saved me over $5,000 in the end. I think it depends on which company you use?

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Joy Olmedo

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I was in almost the exact same situation a few years ago - hadn't filed for 3 years and was paralyzed by fear and confusion about where to start. Here's what I learned from going through the process: First, don't wait any longer! File your 2024 return on time in April 2025 - there's no benefit to adding another year to your backlog. You can work on the back years simultaneously. Since you've had taxes withheld from your paychecks, you're likely due refunds for most or all of those years, which means you probably won't face penalties (the IRS only penalizes when you owe). However, you need to file soon because refunds expire after 3 years - you've already lost any 2020 refund permanently. Here's my recommended approach: Start by requesting your wage and income transcripts from the IRS website (they're free) for any years where you don't have your tax documents. Then file the oldest year first and work forward chronologically. The good news is that if you're getting refunds, the IRS will process each year separately, so you don't have to worry about them withholding money from newer years to cover older debts. Each refund will come to you directly. Don't let fear keep you frozen - the reality is almost always better than what you're imagining, especially if you've been having taxes withheld. You've got this!

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Marcus Marsh

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This is really helpful advice! I'm curious about the wage and income transcript process - how long does it typically take to get those documents from the IRS website? And if someone moved between states during those unfiled years, would they need separate transcripts for each state or does the federal transcript cover everything needed for both federal and state returns?

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