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How to handle significant back taxes of 70k+? Need help with IRS negotiations and payment plans

I'm in a pretty bad situation with my taxes and would appreciate any advice. I owe around $70k in back taxes from 2020 and I haven't filed for the past two years. My income situation changed dramatically a few years back. I normally made around $250k annually and was used to filing taxes at that income level. Then in 2020, I took a new position that ended up paying me about $800k because the company's stock quadrupled unexpectedly. Most of my compensation was in stock that vested, with about 20% auto-sold at vesting to cover taxes - but clearly not enough. My tax situation isn't complex: head of household with one 9-year-old dependent, W-2 income with a large portion being 1099-B from the stock grants. They withheld around $160k for federal taxes, but it wasn't nearly enough. Things got worse when I was let go from that job in March 2021 right before tax season. I panicked and made a $20k payment to the IRS (I can see it on my card statement as a payment to "OPC US TREASURY") to try getting under the $50k threshold for monthly payment plans. I thought I had set up a payment arrangement, but no money was ever withdrawn. I didn't find another job until late 2021, and I missed filing my 2020 taxes even with the extension. In 2022, I was laid off again. I just started a new job last month paying about $230k base with roughly $150k in stock/bonuses expected next year. But I'm completely broke, maxed out with $75k in credit card debt, and had to drain my 401k just to make rent these past few months. I've been looking into the IRS Fresh Start Program. I definitely owe that $70k from 2020 (plus all the penalties and interest by now) and should actually get around a $5k refund from last year. I contacted one of those "tax resolution" companies, and they want $8.5k to handle my back tax filings, negotiate penalties, and set up a payment plan. I'm already broke, but could theoretically make payments to both them and the IRS over time. I've heard these tax resolution services aren't worth it, and I'd rather not pay $8.5k I don't have. I found a local CPA who can file my back returns affordably. But is negotiating with the IRS as a high-income debtor difficult enough to justify paying the extra money for the tax resolution service? Or can I work with the IRS directly to achieve compliance and set up a payment plan myself? Any guidance or resources would be greatly appreciated!

Based on your situation, you don't need to spend $8.5k on a tax resolution service. Here's why: the IRS Fresh Start Program isn't some special program you need to pay to access - it's just a collection of existing IRS policies for taxpayers with back taxes. Your situation isn't actually that complicated from a tax resolution perspective. You have unfiled returns and a tax debt. The steps you need to take are straightforward: First, get those returns filed ASAP with your CPA. This is the most important step - you can't resolve anything until you're in compliance with all filing requirements. Make sure your CPA is thorough, especially with claiming any legitimate deductions you might have missed. Once your returns are filed, you have several options with the IRS directly: an installment agreement (payment plan), an Offer in Compromise (settlement for less than you owe), or Currently Not Collectible status if you truly can't pay. With your new income, a payment plan is likely your best option. You can set up an installment agreement directly with the IRS online for balances up to $50k. For larger amounts like yours, you'll need to complete Form 9465 and possibly Form 433-F (collection information statement). Given your new income, penalty abatement might be an option under First Time Penalty Abatement if you had a good compliance history before 2020. This could potentially save you thousands, and you can request it yourself by calling the IRS. Just be aware that interest continues to accrue even if penalties are removed, and the current interest rates are high.

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Zara Ahmed

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This is helpful information, but I'm confused about the installment agreement requirements. I thought balances over $50k have stricter requirements? Do I need to provide financial statements or other documentation to get approved for a payment plan on $70k+ in back taxes? And do they ever actually negotiate on the total amount owed for someone with my income level?

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For installment agreements over $50,000, you'll need to provide financial information using Form 433-F or 433-A. This includes details about your income, expenses, assets, and debts. The IRS uses this to determine your ability to pay. With your new income, you might not qualify for a reduced payment amount based on financial hardship, but you can still get an extended payment term. Regarding negotiations on the total amount, this would fall under an Offer in Compromise, which is the IRS's settlement program. With your current income level ($230k base plus $150k in stock/bonuses), it would be very difficult to qualify since the IRS would calculate that you have the ability to pay the full amount over time. OICs are generally approved when there's doubt about collectibility, meaning the taxpayer can't reasonably pay the full amount before the collection statute expires.

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Luca Esposito

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After dealing with a similar situation (though mine was only about $40k in back taxes), I found this amazing tool called taxr.ai (https://taxr.ai) that helped me organize all my documents and figure out what I was actually eligible for with the IRS. It analyzes your tax documents and provides specific guidance based on your situation. When I was freaking out about my back taxes, it really helped me understand my options. I uploaded my W-2s, 1099s, and previous returns, and it identified several tax issues I didn't even know about - including that I qualified for First Time Penalty Abatement which saved me almost $4k! It also created customized letters I could send to the IRS requesting specific relief programs. Way cheaper than paying a resolution company thousands of dollars.

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Nia Thompson

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How does this actually work with unfiled taxes? Does it just tell you what forms to fill out or does it actually help with the negotiations part? I'm skeptical because I've heard horror stories of people using software for IRS issues and then getting audited later.

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Can this help with getting on an installment plan too? My bro owes like $25k and the IRS keeps sending threatening letters but when he calls hes on hold forever and then gets disconnected. Does taxr.ai actually deal with the IRS for you or just give you guidance?

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Luca Esposito

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It doesn't file your returns for you - you'll still need a CPA or tax preparer for that part. What it does is analyze your tax situation and all your documents to identify which IRS programs you qualify for and the best approach to resolve your tax debt. It gives you specific guidance based on your circumstances, including templates for requesting penalty abatement, installment agreements, or potentially an Offer in Compromise. For installment plans, it definitely helps. It shows you exactly what forms to fill out based on your balance, calculates what payment amount the IRS is likely to accept given your financial situation, and provides step-by-step instructions. It doesn't call the IRS for you though - it just prepares you with everything you need to do it yourself successfully. In my experience, going in prepared with the right documents and requests makes the whole process much smoother.

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Nia Thompson

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I was in your exact shoes last year! I owed $55k to the IRS and was panicking. I tried calling the IRS for WEEKS and kept getting disconnected or waiting on hold for hours. I finally used taxr.ai (https://taxr.ai) after seeing it recommended here, and it was a total game-changer. The system analyzed my situation and showed me I qualified for a long-term payment plan AND penalty abatement. It created all the letters I needed to send to the IRS, showed me exactly what forms to fill out, and even calculated what my monthly payments would likely be based on my income and expenses. The best part? I got approved for BOTH the payment plan AND penalty abatement, which saved me over $7,000 in penalties! I'm now on a manageable payment plan and sleeping better at night. Don't waste your money on those resolution companies - they're basically doing what taxr.ai does but charging you 10x more.

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Man, those back taxes are stressful! I was in a similar boat (not quite 70k, but still significant). The BIGGEST challenge was actually getting through to someone at the IRS. I'd spend HOURS on hold only to get disconnected. This went on for weeks! Finally I discovered Claimyr (https://claimyr.com) which saved my sanity. They basically hold your place in the IRS phone queue and call you when an agent picks up. I got through to a real IRS agent in less than an hour, which was AMAZING after weeks of failed attempts. You can see how it works here: https://youtu.be/_kiP6q8DX5c I was able to set up my installment agreement during that first call. The IRS agent was actually helpful once I got through to them, but reaching them was the impossible part. Trust me, if you need to talk to the IRS directly about your situation, this service is worth every penny.

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Seriously? How does this even work? Sounds like a scam to me. Why would the IRS pick up for them but not for regular people calling? I've been trying to get through for months about my tax issue.

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Ethan Wilson

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I'm skeptical. How much does this cost? And do they actually get you through to the right department? I've had experiences where I wait forever to talk to someone only to be told I'm in the wrong department and have to start all over again.

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It's not that the IRS picks up for them specifically - they use a system that continuously redials and navigates the IRS phone tree until they get through to an agent. They're essentially doing the waiting for you. When an agent answers, they immediately connect you to the call. I was skeptical too until I tried it. They have different options for connecting you to specific IRS departments. When I used it, I selected the collections department since I needed to set up a payment plan for my back taxes. I was connected to exactly the right person who could help with my situation. They know the IRS phone system really well and which options to select to get to the right departments. Saved me a ton of frustration after my previous attempts ended with disconnections or transfers to wrong departments.

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OK I owe everyone an apology because I thought Claimyr (https://claimyr.com) sounded like BS but I was desperate after trying to call the IRS for literally 3 months about my tax lien. I decided to try it and holy crap IT ACTUALLY WORKS. I got a call back in 45 minutes with an actual IRS agent on the line! The agent was able to look up my account immediately, explain exactly what I needed to do to resolve my lien, and got me set up with a proper installment agreement. The whole thing took maybe 20 minutes once I was connected. After months of stress and uncertainty, I finally have a resolution. If you're dealing with IRS issues, especially if you need to talk to someone directly, this service is 100% worth it. I'm officially eating my words from my previous comment.

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Yuki Tanaka

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Having worked at a CPA firm, I can tell you most "tax resolution" companies are overpriced for what they do. They're charging you $8.5k for what's essentially form filing and phone calls. Your case is pretty straightforward - you need to: 1. File your missing returns 2. Apply for an installment agreement 3. Request first-time penalty abatement if eligible The most important thing is to get your returns filed ASAP. The penalties for non-filing (5% per month up to 25%) are much worse than penalties for non-payment (0.5% per month up to 25%). Plus, filing triggers the collection statute expiration date (CSED) - the IRS generally has 10 years to collect from the assessment date. Pro tip: If your liability is over $50k, you can pay it down just below $50k and then qualify for a streamlined installment agreement, which requires less documentation and scrutiny.

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StarSeeker

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Thanks for this advice. About paying it down below $50k - I did make that $20k payment back in 2021, but I have no idea if it was properly applied since I never followed through with filing. Will the IRS have record of that payment even though I never filed the return it was supposed to be applied to?

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Yuki Tanaka

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Yes, the IRS will have a record of that payment. Any payment made to the IRS is recorded on your account, even if it's not immediately associated with a specific tax year. When you file your delinquent return, you can request that the payment be applied to that specific tax year. Your CPA can help with this by indicating on the return that a payment was already made. You can also verify this payment by requesting an account transcript from the IRS after filing, which will show all transactions on your account including payments, credits, assessments, and penalties. If for some reason the payment isn't reflected, you have your card statement as proof, and your CPA can help you file Form 843 to request proper credit for the payment.

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Carmen Diaz

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Has anyone used the IRS's "Offer in Compromise" program? I've heard you can settle for way less than you owe. With $70k in tax debt maybe that's better than a payment plan?

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Andre Laurent

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An Offer in Compromise isn't realistic for OP given their new income. The IRS uses a formula: [Realizable value of assets] + [Future income potential over 12 or 24 months]. With a $230k base salary plus $150k in bonuses/stock, they'll calculate that OP can pay the full amount. OICs are mostly approved for people with limited income potential and few assets. The acceptance rate is low (around 30-40%) and the process takes 6-9 months during which collections activities continue. The IRS also looks back at your income history, and seeing that $800k year will definitely hurt the chances.

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Ethan Taylor

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I went through something very similar - owed about $85k in back taxes after a stock windfall, then got laid off and couldn't deal with it for years. The stress was unbearable. Here's what I learned: Don't pay those tax resolution companies. I almost did the same thing and would have wasted $8k+ for services I could handle myself. First, get those returns filed immediately with your CPA. This stops the failure-to-file penalties which are brutal (5% per month vs 0.5% for failure-to-pay). Second, that $20k payment you made is definitely in the IRS system. When you file your 2020 return, make sure your CPA applies it to reduce your balance. You can verify this later with an account transcript. Third, with your new income level, you'll likely qualify for a standard installment agreement. The IRS will want financial disclosure (Form 433-F) for amounts over $50k, but they're usually reasonable about payment terms if you're compliant and honest about your situation. I ended up getting penalty abatement for about 60% of my penalties under the "reasonable cause" provision - the job loss and financial hardship were legitimate reasons. Saved me over $15k. The key is getting current with filing first, then dealing with collections. The IRS is actually pretty workable once you're compliant and communicating with them directly. Don't let the debt sit unfiled any longer - it only gets worse. You've got this! The fact that you're employed again and addressing it now puts you in a much better position than you think.

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