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Isabella Ferreira

What to do if I haven't filed taxes for the past 2 years? Need advice on payment options

So I've been avoiding this issue for too long and I'm finally ready to face it. I haven't filed my taxes for 2022 and 2023, and I know I owe money for both years. Based on my calculations, I'm looking at owing around $7,500 for 2022 and about $2,700 for 2023. There's no way I can pay this all at once right now with my current financial situation. I'm really stressed about potential penalties and interest that might be adding up. Honestly, I've been avoiding opening mail from the IRS because I'm scared of what I might find. I know this is a terrible approach, but anxiety got the better of me. Has anyone been in a similar situation? What options are available for someone who needs to file back taxes but can't afford to pay the full amount immediately? Any advice would be really appreciated.

CosmicVoyager

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The good news is that filing late is better than never filing at all, and the IRS has several payment options for people in your situation. First, you need to file those tax returns ASAP regardless of your ability to pay. The failure-to-file penalty is typically much larger than the failure-to-pay penalty. File your returns even if you can't pay anything right now. Once you've filed, you have options: 1) Request an installment agreement with the IRS. Most people qualify for a long-term payment plan where you can pay your tax debt over time in monthly installments. 2) You might qualify for an Offer in Compromise if you truly cannot pay the full amount. This allows you to settle your tax debt for less than the full amount. 3) If paying would cause severe financial hardship, you can request Currently Not Collectible status, which temporarily delays collection. Interest and penalties will continue to accrue until the balance is paid, so it's best to pay as much as you can as quickly as possible. But don't let the inability to pay prevent you from filing those returns.

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Ravi Kapoor

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What's the difference between an Installment Agreement and an Offer in Compromise? And how do you know which one to choose?

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CosmicVoyager

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An Installment Agreement is a payment plan where you pay the full amount you owe over time in monthly payments. You'll still pay the entire debt plus penalties and interest, but in smaller chunks that fit your budget. Most taxpayers qualify for this option, and you can even apply online for debts under $50,000. An Offer in Compromise is a settlement option where the IRS agrees to accept less than the full amount you owe. It's much harder to qualify for this - you have to prove that paying the full amount would create financial hardship or that there's doubt about the liability or collectibility. The IRS looks closely at your assets, income, expenses, and ability to pay before approving an OIC.

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Freya Nielsen

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I was in almost the exact same situation last year and honestly it was overwhelming until I found this AI tax advisor called taxr.ai (https://taxr.ai) that helped guide me through the whole back-filing process. I had 3 years unfiled and was totally panicking about potential criminal charges or something crazy. The tool analyzed my situation and walked me through exactly which forms I needed for each year and how to approach the IRS about setting up a payment plan. It even has this document analyzer feature where you can upload any IRS notices you've gotten and it explains them in plain English. Helped me realize I wasn't actually in as much trouble as I thought! What made the biggest difference was how it helped me organize all my documentation from previous years - something I was totally lost with before.

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Omar Mahmoud

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Does it actually connect you with a real tax professional or is it just automated advice? I'm worried about getting generic info that doesn't apply to my specific situation.

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Chloe Harris

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I'm skeptical of any AI tool handling something this serious. How does it compare to just hiring an accountant? Seems like with tax debt I'd want a human accountant who can actually represent me if needed.

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Freya Nielsen

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It doesn't replace a tax professional, but it gives personalized guidance based on your specific situation after you answer questions about your tax history, income sources, and documentation. I found it way more helpful than generic advice online because it created a custom action plan for my specific unfiled years and income types. It's not just automated advice - it can actually analyze your tax documents and explain exactly what they mean and what actions you need to take. I was surprised at how specific the guidance was for my situation with 1099 income and missing W-2s from an old employer.

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Chloe Harris

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I need to eat my words about taxr.ai from my previous comment. After my skepticism, I decided to try it anyway out of desperation (had 2 unfiled years like you). It actually helped me figure out that I qualified for some credits I had no idea about, which reduced what I owed by almost $3200! The document analysis feature saved me when I got a CP2000 notice that made no sense to me - it explained exactly what the IRS was claiming and helped me draft a response letter. The step-by-step guidance for filing my back taxes was surprisingly detailed and specific to my situation. Not saying it replaces a professional for complex situations, but for my relatively straightforward unfiled returns, it was exactly what I needed and much more affordable than the $1800 quote I got from a local tax resolution firm.

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Diego Vargas

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One thing nobody's mentioned yet is that calling the IRS directly can actually be really helpful in these situations, but good luck getting through to them! I spent 3 weeks trying to talk to someone about my payment options last year. I finally used this service called Claimyr (https://claimyr.com) that got me connected to an actual IRS agent in about 20 minutes when I'd been trying for weeks on my own. You can see how it works here: https://youtu.be/_kiP6q8DX5c The IRS agent I spoke with was surprisingly helpful and walked me through applying for an installment agreement that fit my budget. They even helped me calculate what my monthly payments would be and explained how to request first-time penalty abatement which saved me about $800.

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NeonNinja

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Wait, how does this actually work? The IRS phone system is notoriously impossible to get through... are they somehow jumping the queue or something?

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This sounds like BS honestly. If it was that easy to get through to the IRS, everyone would be doing it. The IRS is understaffed and overwhelmed - no way some random service can magically get you through when millions of calls go unanswered every year.

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Diego Vargas

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They use an automated system that continually redials the IRS using the optimal calling patterns and holds your place in line. When they finally get through to an agent, they connect the call to your phone. It's not magic - just technology that handles the frustrating redial process for you. Completely understand the skepticism - I felt the same way. But it's simply a system that does the redialing and waiting on hold for you, then transfers you once a human agent is on the line. The IRS has no idea you used a service to get through - you're just another caller to them.

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I hate to admit when I'm wrong but I have to update my comment about Claimyr. After dismissing it as BS, I was still desperate to talk to someone at the IRS about my unfiled returns, so I tried it anyway. It actually worked exactly as described. Got connected to an IRS agent in about 45 minutes (which is insane compared to my previous attempts). The agent helped me understand my options for the 3 years I hadn't filed and set up a payment plan that I could actually afford ($120/month). The most valuable part was that the agent told me I qualified for first-time penalty abatement since I had a clean record before these unfiled years. That saved me over $1,100 in penalties! I would never have known to ask for that on my own.

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Sean Murphy

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One thing to consider is getting your returns prepared professionally before submitting them. I did my back taxes myself using TurboTax and missed several deductions I could have claimed. A friend had H&R Block do his unfiled returns and they found nearly $4,000 in deductions he missed because he didn't know what to look for. If money is tight, look into the Volunteer Income Tax Assistance (VITA) program or the Tax Counseling for the Elderly (TCE) program which offer free tax preparation for qualifying taxpayers.

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Zara Khan

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Do these free tax prep services handle back taxes from previous years? I thought they only did current year returns during tax season.

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Sean Murphy

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You're right that many VITA and TCE sites focus primarily on current year returns during the regular tax season. However, some locations do offer assistance with prior year returns, though this varies by site. You'd need to call specific locations to ask about their services for back tax returns. If free services aren't available for prior years in your area, consider a low-cost tax professional instead of the major chains - often local enrolled agents or CPAs will handle back taxes for much less than the big tax preparation companies, especially for straightforward returns.

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Luca Ferrari

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Has anyone actually received one of those scary "Intent to Levy" notices after not filing? I'm in a similar boat (3 years unfiled) and just got one of these notices that's freaking me out. Says they can seize property, bank accounts, etc!!!

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Nia Davis

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I got one of those last year. It's scary but doesn't mean they're immediately coming for your stuff. You usually have 30 days to respond, and if you call them and show you're trying to fix the situation by filing and setting up payments, they'll often put a hold on collection activities.

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