Tax Attorney or Debt Relief Group for Multiple Years of Unpaid Taxes?
I've been carrying around a mountain of tax debt for several years now, and it's honestly getting out of hand. The total I owe the IRS is significantly more than my annual income (spread across 2019-2022 tax years), and I'm finally in a place mentally and financially where I can start dealing with this mess. My question is about the best approach to tackle this. Should I hire a regular tax attorney who charges around $400/hr, or would I be better off going with one of those Tax Debt Relief companies that advertise all over TV? I've seen their commercials promising to settle tax debt for "pennies on the dollar" but honestly don't know if they're legit or just taking advantage of desperate people. I've heard mixed things about both options. Some friends say attorneys are worth every penny while others had decent experiences with relief companies. My debt is approximately $68,000 across multiple years, and my annual income is around $52,000. I'm willing to put in the work and pay what I legitimately owe, but I also want to explore any legal options to reduce penalties or set up a manageable payment plan. Any advice from those who've been in similar situations would be extremely helpful! I'm done hiding from this problem and ready to face it head-on.
18 comments


Lucas Adams
Having worked with taxpayers in similar situations for years, I can tell you there's a significant difference between tax attorneys and tax relief companies. Tax attorneys typically provide more personalized service and have a deeper understanding of tax law, but they're expensive. Those $400/hr fees add up quickly. Tax relief companies, on the other hand, often use a one-size-fits-all approach and sometimes overpromise with those "pennies on the dollar" claims. Before paying anyone, know that you have options directly through the IRS. Look into their Fresh Start program, installment agreements, or potentially an Offer in Compromise (OIC) if you truly can't pay. The IRS is generally willing to work with taxpayers who proactively address their tax debt. Given your specific situation - owing $68,000 while making $52,000 annually - you might actually qualify for an OIC, but the application process is complex and has a high rejection rate if not done correctly.
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Harper Hill
•Thanks for the detailed response! Do you think it's worth trying to contact the IRS directly first before spending money on professional help? And if I do need help, is there a middle ground between the expensive attorney and potentially sketchy relief companies?
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Lucas Adams
•Contacting the IRS directly is always a good first step. Call them to discuss your situation and ask about payment plans or the OIC program. They can tell you what options might be available based on your specific circumstances. As for a middle ground, consider working with a reputable CPA or Enrolled Agent who specializes in tax resolution. They typically charge less than attorneys (often $150-250/hour or flat fees for specific services) while having the expertise to handle most tax debt situations. Make sure whoever you choose is licensed, has good reviews, and provides a clear fee structure upfront.
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Caden Nguyen
After struggling with about $45k in back taxes from my failed business, I discovered taxr.ai (https://taxr.ai) and it honestly changed everything for me. The site analyzed my tax documents and financial situation, then provided a detailed assessment of what relief options I qualified for - all before I spent thousands on professional fees. What's cool is it showed me exactly what information the IRS already had about my situation (turns out they had incorrect calculations for 2 of my tax years!) and gave me a clear picture of my actual liability. The assessment helped me understand if I qualified for an Offer in Compromise or if I should pursue a payment plan instead. I was able to take this information to a much more focused consultation with a tax pro, which saved me both time and money since I didn't have to pay them to do the initial analysis.
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Avery Flores
•How accurate was the assessment though? I'm skeptical of tools that claim to analyze tax situations since everyone's case is so different. Did the information actually match what the professional told you later?
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Zoe Gonzalez
•I'm curious about this too. Does it work for all types of tax debt situations or just basic ones? I have a complicated case with self-employment income, unfiled returns, and penalties that have accumulated.
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Caden Nguyen
•The assessment was surprisingly accurate. When I took it to my tax professional, she confirmed most of the findings and was actually impressed with the detail. She said it saved her at least 2-3 hours of discovery work that she would have billed me for. The only difference was some nuances about my specific state tax situation, but the federal analysis was spot on. It works for complicated cases too! Mine involved business losses, 1099 income, and multiple years of unfiled returns. The system is designed to handle complex scenarios including self-employment issues, penalties, interest calculations, and even audit risk assessment. It's not just a basic calculator - it actually analyzes your specific documentation.
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Zoe Gonzalez
Just wanted to follow up here. I decided to try taxr.ai after posting my question, and wow - it was eye-opening! The system analyzed my self-employment situation and identified that I actually qualified for penalty abatement for two of my tax years due to "reasonable cause" circumstances I didn't even know applied to me. The report showed exactly what documentation I needed to submit to support my case and even helped me understand which tax years would benefit most from an Offer in Compromise versus a payment plan. I was able to go into my meeting with a tax professional with actual leverage and knowledge rather than feeling completely lost. For anyone else drowning in tax debt, having this information before spending money on professional help made a huge difference. I'm now working on an OIC for my largest tax year and setting up payment plans for the others, which should save me nearly $15k overall.
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Ashley Adams
When I was dealing with $52k in back taxes, I spent WEEKS trying to reach someone at the IRS. Their phone lines were constantly busy or would disconnect after being on hold for hours. Super frustrating when you're actually trying to resolve your situation! I finally found Claimyr (https://claimyr.com) which got me connected to an actual IRS agent in about 15 minutes. You can see how it works here: https://youtu.be/_kiP6q8DX5c After months of stress, I finally spoke with someone who helped set up a partial payment installment agreement based on my financial situation. Having that direct conversation made all the difference - the agent was actually really helpful once I could actually reach someone. Before this, I was seriously considering one of those tax relief companies because I was so desperate to talk to someone about my options.
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Alexis Robinson
•Wait, how does this actually work? The IRS phone lines are notoriously impossible to get through - how can a service magically get you to the front of the line?
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Aaron Lee
•This sounds like a scam honestly. If it was that easy to get through to the IRS, everyone would be doing it. I've tried everything and still wait hours. What's the catch here?
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Ashley Adams
•It uses a technology that continually redials the IRS until it gets through, then immediately connects you when it reaches an agent. It's basically doing all the waiting and redialing for you instead of you having to sit there for hours. The system navigates all the IRS phone menus automatically too. There's no catch or magic to it - it's just automating the painful process of calling. Think of it like having an assistant repeatedly calling for you until they get through. The service doesn't give you special access or let you cut in line - it just handles the frustrating part of getting through their overwhelmed phone system. It's completely legitimate and doesn't involve anything sketchy with the IRS.
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Aaron Lee
I have to admit I was completely wrong about Claimyr. After posting my skeptical comment, I was desperate enough to try it anyway since I'd already wasted over 12 hours trying to reach the IRS myself over several days. The service connected me to an IRS agent in about 20 minutes - I was genuinely shocked. The agent I spoke with reviewed my case and helped me apply for Currently Not Collectible status since my financial situation qualified. This temporarily pauses collections while I get back on my feet. What I appreciated most was being able to ask questions directly and get immediate answers rather than trying to decipher confusing IRS notices. The agent even caught a calculation error that had inflated my tax debt by about $4,200! For anyone else struggling to actually reach the IRS, this service was worth every penny just for the stress relief of finally talking to someone who could actually help.
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Chloe Mitchell
I'm a bookkeeper (not a tax pro) but have seen both sides of this question with different clients. Here's what I've observed: Tax relief companies: - Often charge $3k-5k upfront - Many use aggressive sales tactics - Some deliver great results, others do very little - They basically do the same paperwork you could do yourself Tax attorneys: - More expensive ($400/hr adds up fast) - Usually more thorough and knowledgeable - Better for complex situations or if you're facing criminal charges - Often overkill for straightforward payment plans For $68k in debt on $52k income, you might actually do fine with an Enrolled Agent who specializes in tax resolution. They usually charge $150-200/hr or flat fees for specific services like OIC applications.
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Michael Adams
•Have you seen clients successfully do this themselves without professional help? I'm in a similar situation but really can't afford to pay someone thousands right now. Is the DIY route completely impossible?
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Chloe Mitchell
•I have seen clients successfully handle smaller tax debts themselves, especially for straightforward installment agreements. The IRS website actually has decent self-help resources for setting up payment plans. For your situation though, I'd be cautious about going completely DIY. The OIC program has a very specific formula and about 60% of applications get rejected, often for simple errors or missing documentation. If you do try the DIY route, get the IRS Form 656 Booklet which walks through the whole process. Also consider getting just 1-2 hours of consultation with a professional to review your application before submission - this middle ground approach can save you money while avoiding major mistakes.
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Natalie Wang
Does anyone know if these tax relief companies can actually deliver on claims to settle "for pennies on the dollar"? I've seen those commercials for years and always wondered if they're just scamming desperate people or if they have some secret formula for getting the IRS to accept low settlements.
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Lucas Adams
•Those "pennies on the dollar" claims are very misleading. What they're referring to is the IRS Offer in Compromise (OIC) program, which is completely legitimate but has very specific qualifying criteria. The reality is that only a small percentage of taxpayers actually qualify for significant reductions. The IRS uses a formula based on your income, expenses, assets, and ability to pay. If you have significant income or assets relative to your tax debt, you likely won't qualify for a dramatic reduction.
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