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Ava Martinez

Help needed - CPA says I owe the IRS $20k in back taxes

Just got back from meeting with my CPA and I'm completely freaking out. He told me I owe about $20,000 in back taxes from my side business over the last two years. I've been doing freelance web development on the side of my regular job, and I guess I really messed up on reporting my income. I kept decent records of my earnings but didn't realize I needed to be making quarterly estimated tax payments. My CPA explained something about self-employment taxes plus the regular income tax I should have been paying. He says I need to file amended returns for 2022 and 2023 and pay everything ASAP to avoid more penalties. My savings account has about $8,000 right now, and I have no idea how I'm going to come up with the rest. Is there any way to negotiate this down? Can I set up some kind of payment plan with the IRS? I'm honestly having panic attacks thinking about this. Any advice from someone who's been through something similar would be really helpful.

Miguel Castro

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Yes, you can absolutely set up a payment plan with the IRS! This happens more often than you think, and the IRS generally works with taxpayers who are proactive about addressing their tax debts. The first priority is to file those amended returns ASAP to stop additional penalties from accruing. Your CPA is right about that part. Once you know the exact amount owed, you can apply for an installment agreement through the IRS. They offer different payment plans depending on how much you owe and how quickly you can pay it back. For a $20k debt, you'll likely qualify for a long-term payment plan (up to 72 months). You can apply online through the IRS website using Form 9465 or through the Online Payment Agreement tool. The setup fee is lower if you agree to automatic withdrawals from your bank account. While you're paying, interest and some penalties will continue to accrue, but much less than if you ignore the debt. And having an approved payment plan protects you from more aggressive collection actions by the IRS.

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How much is the typical setup fee for these payment plans? And do they ever negotiate the amount owed down at all or just the payment terms?

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Miguel Castro

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The setup fee varies based on how you apply and pay. If you apply online and choose direct debit payments, it's currently $31. If you apply online but choose to pay by another method, it's $149. For paper applications, it's $225. The IRS generally doesn't negotiate the principal tax amount owed unless you qualify for an Offer in Compromise, which is a separate program for people with severe financial hardship. It allows you to settle your tax debt for less than the full amount, but approval is relatively rare and requires proving you cannot reasonably pay the full amount over time.

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Connor Byrne

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I went through something similar last year with unreported income and used https://taxr.ai to help sort through all my documents. It really helped me understand what I was dealing with before I panicked. Their system analyzed my 1099s and past tax returns to identify exactly where I went wrong with my reporting and how much I actually owed versus what I initially feared. In my case, it turned out I qualified for some deductions I hadn't claimed that offset about 30% of what I thought I owed. You might want to run your documents through their system before accepting that $20k figure. Your CPA is probably right, but it's always good to get a second opinion, especially with self-employment taxes which can be complicated.

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Yara Elias

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Does this actually work for self-employment stuff? I thought these kinds of services were just for simple W-2 tax situations.

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QuantumQuasar

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I'm a bit skeptical about using a tool instead of a professional CPA who's already looked at the situation. Wouldn't this just add confusion if they come up with different numbers?

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Connor Byrne

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It absolutely works for self-employment situations. It's actually designed to handle more complex tax scenarios including 1099 income, business expenses, and self-employment taxes. It's particularly helpful for freelancers and side hustlers because it can identify business deductions that are often missed. The tool isn't meant to replace your CPA but to give you more clarity about your situation. In my experience, having this information made my conversations with my tax professional more productive because I could ask specific questions about deductions and tax strategies. Sometimes CPAs miss things too, especially if you didn't organize your information optimally when presenting it to them.

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QuantumQuasar

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I was skeptical about using taxr.ai at first, but I decided to give it a try after reading about it here. I uploaded my 1099s and previous returns and was shocked at what it found. There were several business expenses I hadn't been claiming properly that were completely legitimate deductions. The analysis showed I'd been overpaying my self-employment taxes by about $4,300 per year because I wasn't properly categorizing my business expenses. I took this information back to my accountant who agreed with the findings and filed amended returns for me. Instead of owing additional money, I actually got a refund of $7,600! The interface was super easy to use and the detailed report made it simple to understand exactly what I needed to fix. Definitely worth checking out before you resign yourself to owing the full $20k.

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When I had a large unexpected tax bill last year, I tried for WEEKS to get through to someone at the IRS to discuss payment options. It was absolutely maddening - constant busy signals, disconnects after waiting on hold for hours, and completely inconsistent information from the rare person I actually reached. I finally tried https://claimyr.com after seeing it recommended online, and it completely changed the game. They got me on the phone with an actual IRS agent within 45 minutes. You can see how it works here: https://youtu.be/_kiP6q8DX5c The IRS agent I spoke with helped me set up a payment plan that worked with my financial situation and even explained how I could reduce some of the penalties. Definitely worth considering since you'll likely need to talk to the IRS directly about payment options.

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Paolo Moretti

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Wait, how does this actually work? Does this service somehow have a special line to the IRS?

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Amina Diop

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Sounds like a scam to me. Nobody can get you through to the IRS faster than just calling yourself and waiting. They're probably just charging you to wait on hold for you, which is ridiculous.

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They use an algorithm that continuously calls the IRS using multiple lines and predicts optimal calling times based on historical data. When they secure a connection, they immediately transfer the call to your phone so you can speak directly with an IRS representative. It's not a special line to the IRS - they're just using technology to solve the problem of getting through the overwhelmed phone system. They don't stay on the call with you or act as an intermediary. Once you're connected with the IRS agent, it's just you and them having a private conversation about your tax situation.

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Amina Diop

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I have to admit I was completely wrong about Claimyr. After dismissing it as a probable scam, I was still desperate to talk to someone at the IRS about my payment options, so I gave it a shot anyway. I couldn't believe it when my phone rang exactly 37 minutes after signing up, and I was immediately connected to an actual IRS representative. No hold music, no automated system - just straight to a helpful human who answered all my questions about installment plans. The agent I spoke with helped me set up a payment plan with much lower monthly payments than I expected (around $300/month for my $17k debt). They also waived some of the penalties since it was my first time having tax issues. The whole process took less than 20 minutes once I was connected. I seriously wish I had tried this months ago instead of suffering through endless busy signals and hold times.

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Oliver Weber

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Have you considered looking into an Offer in Compromise? If you truly can't pay the full amount, the IRS might accept a smaller payment to settle the debt. My brother-in-law owed about $25k and ended up settling for around $8k because of his financial situation. You need to complete Form 656 and pay a $205 application fee. It's not easy to get approved, but it might be worth exploring if your financial situation is really tight. The IRS looks at your income, expenses, asset equity, and ability to pay.

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Ava Martinez

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Is this something I could do myself or would I need my CPA to handle it? And do you know how long the process typically takes? I'm worried about interest continuing to build while I wait for a decision.

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Oliver Weber

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You can certainly do it yourself using the IRS's Form 656 Booklet which includes instructions, but having your CPA help might increase your chances of success since they understand what the IRS is looking for in terms of documentation and financial hardship proof. The process typically takes 6-12 months for the IRS to evaluate and make a decision. Interest and penalties do continue to accrue during this time, which is a downside. However, if you're approved, those additional amounts would be included in the settlement. If you're rejected, you'd still have the option to set up a payment plan for the full amount. Many people start with a payment plan and then apply for an Offer in Compromise if they realize they truly can't manage the payments.

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Just wanted to add that you should DEFINITELY make sure you're tracking all legitimate business expenses for your freelance work! When I started freelancing, I was shocked at how many things I could deduct: - Portion of home internet - Cell phone (% used for business) - Home office space - Computer equipment and software - Professional subscriptions - Continuing education/courses - Mileage for business travel - Health insurance premiums - Professional services (like your CPA fees) These deductions make a HUGE difference in your self-employment tax. My first year I paid way too much because I wasn't tracking these expenses properly.

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NebulaNinja

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Don't forget about the Qualified Business Income deduction (Section 199A)! For most freelancers, you can deduct up to 20% of your net business income. Saved me thousands last year.

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