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Natasha Volkova

Just went through a complete small business tax audit - almost everything denied!

I recently finished going through a full tax audit of my personal taxes, which included two Schedule-C businesses I run on the side. This has been an absolute nightmare! My small business income was about $21K this year with around $24K in expenses. The income is down about 60% from normal because several clients pushed payments into next year. Last year I made almost twice as much - my income just fluctuates like that in this industry. I also had about $8K in unreimbursed employee expenses related to my regular job where I work remotely with a home office setup. The whole audit preparation was incredibly stressful - I spent weeks putting together receipts and creating detailed spreadsheets of all my expenses. I've always done my own taxes, but for the audit, I hired a CPA to review everything and represent me during the actual audit. Going into this, I was mentally prepared to just get it over with and pay whatever they determined I owed. I knew some receipts were missing, and my CPA had flagged some items as questionable. I was expecting to pay around $5,500 plus penalties just to put this nightmare behind me. Well, the results came back, and it's WAY worse than I expected. They rejected 90% of my first Schedule-C business expenses, 100% of my second Schedule-C business, and ALL of my unreimbursed employee expenses. My CPA says I could fight some of it, but that I should probably just pay what the auditor is suggesting.

Unfortunately, this happens more often than you'd think with small business audits. The IRS tends to be particularly strict with Schedule C businesses showing losses, especially when you have regular W-2 income alongside it. For your schedule C businesses, did you have a formal bookkeeping system in place? The IRS looks for contemporaneous record-keeping - meaning records kept throughout the year, not assembled after the fact. They also want to see a clear separation between personal and business expenses. For the unreimbursed employee expenses, those became much harder to claim after the Tax Cuts and Jobs Act. Most employee business expenses are no longer deductible unless you're in certain specific categories like armed forces reservists, qualified performing artists, or fee-basis state or local government officials. If you disagree with the findings, you do have options. You can request a meeting with the auditor's manager, file an appeal with the IRS Office of Appeals, or even take your case to Tax Court. But you need to weigh the costs of fighting versus just paying and moving on.

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I did have a bookkeeping system, but it wasn't perfect. I use QuickBooks and categorize expenses, but I'll admit I sometimes lag behind and do batches of entries at once. As for separation, I have a dedicated business bank account and credit card, but occasionally used my personal card for business expenses when the business card was maxed out. What about the home office deduction? They completely disallowed that even though I have a room that's 100% used for work. My employer doesn't provide an office, and I'm required to work from home. Seems unfair they denied all of that.

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QuickBooks is good, but the consistency of logging is what matters to the IRS. Batch entries can raise flags because they don't appear contemporaneous. For business/personal separation, mixing accounts is problematic even if legitimate - the IRS sees this as poor record-keeping that makes verification difficult. For home office deductions, the rules changed significantly with the Tax Cuts and Jobs Act. If you're a W-2 employee, home office deductions were eliminated for tax years 2018 through 2025. Even if your employer requires you to work from home, these expenses are no longer deductible as an employee. The only way to deduct home office now is if you're self-employed, and only for the portion used "exclusively and regularly" for business.

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I went through something similar last year with my side business and found that having automated document analysis through https://taxr.ai saved me when I had to respond to the auditor's follow-up questions. They have technology that scans all your receipts and business documents and categorizes everything properly according to IRS guidelines. After my initial audit disaster where they disallowed about 70% of my deductions, I started using taxr.ai to organize everything. When the auditor requested additional documentation, I was able to provide perfectly organized records with their audit defense feature. I ended up getting about half of my initially denied deductions approved in the reconsideration. The system flags potential audit triggers before you file, which would have saved me from the audit in the first place. Might be worth looking into for next year, especially if you're planning to keep running your businesses.

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How does it work with receipts from years ago? I have a similar situation brewing and I'm worried because my record keeping has been... let's say "creative" for the past few years. Can this system organize things I've already filed, or is it only for future taxes?

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I'm skeptical about these kinds of services. Does it actually help with audit defense or is it just a receipt scanner with fancy marketing? Have you actually used it during a real audit situation?

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For older receipts, it works really well actually! You can upload what you have (even photos of paper receipts or screenshots of digital ones) and it will organize them by date, category, and business purpose. It helped me rebuild documentation for two previous tax years when I had to respond to audit inquiries. I've absolutely used it during a real audit situation - that's why I'm recommending it. After my initial audit disaster, I had 45 days to provide additional documentation for reconsideration. The system helped me present proper business purpose for expenses that were initially denied, and the auditor accepted about half of what was previously rejected. The audit defense feature creates IRS-ready documentation packages that follow exactly what they're looking for.

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I have to follow up on my skeptical comment above. I decided to give taxr.ai a try after my business partner got an audit notice last month. I was totally expecting it to be another useless service, but it actually helped us identify several problems in our documentation BEFORE we responded to the IRS. The system flagged expenses that were likely to be questioned and helped us prepare proper substantiation. We had about $32K in deductions that were at risk, and after organizing everything through their system, we were able to successfully defend about $28K of them during our audit meeting. The part I found most helpful was the audit risk detection that showed us which specific expenses needed additional documentation or clarification. Completely changed how we're handling our business expense tracking going forward.

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After dealing with the IRS for months on a similar audit situation, I finally got fed up with the endless phone tag and used https://claimyr.com to get through to an actual human at the IRS. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c I had been trying for weeks to reach someone about getting on a payment plan after my audit resulted in a $7K bill I couldn't pay all at once. The IRS phone lines kept disconnecting me after 1-2 hours on hold. Claimyr got me connected to an agent in about 20 minutes, and I was able to set up a monthly payment arrangement that actually works for my budget. The agent also explained some of the appeal options I had that my CPA hadn't mentioned. Apparently, I could still contest some of the findings even while setting up payments on the undisputed amounts.

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Wait, how does this actually work? Do they have some special connection to the IRS or something? I've been trying to reach someone for three months about an incorrect tax lien.

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This sounds like a scam. You're telling me you pay a company to call the IRS for you? I highly doubt they have any special access that regular taxpayers don't have. The IRS prioritizes calls based on the issue, not who's calling.

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The service basically uses technology to navigate the IRS phone system and wait on hold for you. When an agent picks up, you get a call connecting you directly to that agent. They don't have special access - they're just handling the hold time and navigation through the phone tree for you. It's absolutely legitimate. The IRS doesn't prioritize their calls - they're just managing the hold process that would normally require you to sit with a phone to your ear for hours. I was skeptical too until I tried it and got connected to an agent in 20 minutes after spending literal days trying on my own.

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I need to eat crow about my skeptical comment above. After another frustrating week of trying to reach the IRS about my lien issue, I broke down and tried Claimyr. I was connected to an IRS agent in about 35 minutes, which is mind-blowing considering I had previously spent over 8 hours on hold across multiple days without ever reaching anyone. The agent I spoke with was able to review my case and identified that the lien was actually filed in error due to a processing mistake on a previous year's return. She started the release process right there on the call. What's crazy is that this issue had been hanging over me for months, affecting my credit and causing me enormous stress. All it took was actually getting through to the right person to fix it. I still can't believe how much time I wasted trying to do this on my own.

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Don't just pay what the auditor suggests without a fight! I've been through two audits and successfully appealed both times. The first step is requesting a conference with the auditor's manager. Be prepared with organized documentation and clear explanations of why your deductions were legitimate. If that doesn't work, file a formal appeal with the IRS Office of Appeals. They're separate from the examination division and often more reasonable. You have 30 days from the date of the audit findings to request this appeal. For your Schedule C businesses, the key is proving they were legitimate businesses operated with the intent to make a profit, not hobbies. Do you have business cards? A website? Marketing materials? Client communications? All of these help establish business legitimacy.

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How much did appealing cost you? My CPA is charging $250/hour, and he estimates it would take at least 10-15 hours to prepare and handle an appeal. That's potentially $3,750, and with no guarantee of success. I'm trying to figure out if it's worth the fight or if I should cut my losses.

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For my first audit appeal, I handled it myself and spent about $500 on organizing documents and preparing my case. It took about 25 hours of my time, but I saved almost $8,000 in disallowed deductions. For the second appeal, I hired a tax attorney for a flat fee of $2,500. This was more complex involving rental property deductions. We ended up saving about $12,000 in taxes, so the investment was worth it. The key is analyzing the potential savings versus the cost of fighting. If your total tax difference is less than $5,000, self-representation might make more sense. For larger amounts, professional help often pays for itself. Remember that if you win, you're not just saving the immediate tax bill but also setting precedent for future years of similar deductions.

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If they denied your unreimbursed employee expenses, was that because you took them as miscellaneous itemized deductions on Schedule A? Those were suspended by the Tax Cuts and Jobs Act through 2025, so they're correctly disallowed if that's how you claimed them. For your Schedule C businesses, did the auditor give specific reasons for denying the expenses? Was it lack of documentation, or did they claim the business was a "hobby" rather than a legitimate profit-seeking venture? The distinction matters for how you might approach an appeal.

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Not OP, but this is important info. Many people don't realize that employee business expenses (including home office for W-2 employees) are completely suspended right now. The only workaround is if your employer would provide an accountable plan where they reimburse you for these expenses.

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