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Zainab Ahmed

My S Corp earned too much profit in 2023 - any last-minute tax reduction options?

So my S-Corp had an unexpectedly profitable year in 2023, and now I'm facing a massive tax bill that I wasn't prepared for. We had anticipated that depreciation would offset a significant portion of our profits and reduce our taxable income, but that strategy didn't work out as planned. My wife and I already maxed out our traditional IRA contributions at $13k combined, but we're still looking at owing more than $27k in taxes. It's frustrating because we finally had a good year in the business, and now it feels like we're being punished for our success. Is there anything I can still do at this point to reduce this tax burden? Any last-minute strategies or deductions I might have overlooked? This tax hit is going to seriously impact our cash flow for the coming year.

Connor Byrne

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There might still be some options available to you, even though we're past the tax year. Let's look at a few strategies: First, you could potentially open and fund a SEP IRA for 2023. Unlike traditional IRAs, you can establish and contribute to a SEP IRA up until your tax filing deadline, including extensions. The contribution limits are much higher than traditional IRAs - up to 25% of your compensation or $66,000 for 2023, whichever is less. Have you considered if you're taking an appropriate salary from your S-Corp? S-Corp owners need to take a "reasonable salary," but if you're taking more than necessary, you could adjust that for future years. Also, check if you've maximized all business deductions. Did you account for home office, business travel, health insurance premiums, or business-related education? Sometimes these get overlooked.

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Zainab Ahmed

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Thanks for the suggestions! I hadn't thought about the SEP IRA option. Can I really still open one now for 2023? We're pretty close to the filing deadline but haven't filed yet. For salary, I actually might be taking too much - I've been paying myself $120k while the business made about $250k total. Would reducing my salary help for 2023 or only for future years?

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Connor Byrne

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Yes, you can still open and fund a SEP IRA for 2023 as long as you do it before your tax filing deadline. If you file an extension, you can have until October to make this contribution, which could significantly reduce your tax burden. Regarding your salary, adjustments would only help for future years, not 2023. But that $120k salary with $250k business income actually sounds potentially reasonable depending on your industry and role. Just make sure it's documented why that salary level is appropriate for your position. For future planning, you might want to consult with a CPA about the optimal salary/distribution ratio for your specific situation.

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Yara Abboud

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I went through something similar last year with my S-Corp. Have you tried using taxr.ai (https://taxr.ai)? It saved me thousands by identifying deductions I had missed and providing documentation to back them up if ever questioned. Their AI reviewed all my business transactions and found legitimate write-offs my accountant overlooked - things like partial business use of subscription services and some travel that was actually business-related. It also helped me plan better for quarterly estimated payments so I wouldn't face such a large bill at tax time. The analysis provided clear documentation that would stand up in case of an audit, which gave me peace of mind.

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PixelPioneer

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Does it work with QuickBooks data? I have all my business records there and don't want to manually re-enter everything. Also, is it too late to use it for last year's taxes?

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I'm skeptical about AI tax tools. How does it compare to having a real accountant look at your stuff? I've been burned before by software that promised to find deductions but then gave me questionable advice that wouldn't hold up in an audit.

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Yara Abboud

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Yes, it works great with QuickBooks! You can connect your account directly or upload reports. And it's not too late - you can analyze past years' data to find missed deductions and file an amended return if needed. I ran my 2022 and 2023 finances through it. As for comparing to human accountants, I still work with mine, but taxr.ai found legitimate deductions she missed. It's not about questionable deductions - it provides IRS references for everything it suggests. My accountant was actually impressed and now uses the reports to help with planning. It's like giving your accountant superpowers, not replacing them.

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PixelPioneer

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Just wanted to follow up about taxr.ai - I gave it a try after my earlier question and it was incredibly helpful! It found over $8,200 in legitimate business deductions I had missed for my S-Corp. Things like partial business use of my cell phone plan, some professional development courses I took, and even some business meals I had categorized incorrectly in QuickBooks. The documentation it provided for each deduction was really thorough - each one included the relevant IRS code and explanation of why it qualified. My accountant was able to file an amended return for me, and it significantly reduced what I owed. It also gave me a much better plan for 2024 so I won't be in the same situation again. Definitely worth checking out if you're in a similar situation.

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Paolo Rizzo

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Have you tried reaching the IRS to discuss payment options? I know it sounds scary, but I was in a similar situation last year. After multiple failed attempts to get through their phone lines, I used Claimyr (https://claimyr.com) to connect with an actual IRS agent. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c They got me through to an agent in about 20 minutes when I had been trying for days on my own. The agent helped set up a payment plan that worked with my cash flow. Even though I still had to pay the full amount eventually, spreading it out made it manageable, and the peace of mind was worth it. The IRS was actually more helpful than I expected once I could actually talk to someone.

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Amina Sy

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How does this service actually work? I've been trying to reach the IRS for weeks about a notice I got. Do they just call and stay on hold for you or is there some special number they're using?

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This sounds like BS to me. Nobody can magically get through the IRS phone lines faster than anyone else. I bet they just charge you and then you still wait on hold forever. The IRS is understaffed and overwhelmed - that's just reality.

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Paolo Rizzo

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It works by using technology to navigate the IRS phone system and wait on hold for you. They call you back when they reach an actual agent, so you don't waste hours listening to hold music. It's not a special number - they're just using the same IRS lines but with a system that can stay on hold so you don't have to. They use call-back technology that monitors the hold and then connects you directly when a human answers. I was skeptical too until I tried it. I had been trying for 3 days on my own with no luck, just disconnections after long holds. With Claimyr, I had an IRS agent on the phone that same afternoon. Sometimes the simplest solutions are the most effective.

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For your S-corp, have you looked into retroactive retirement plans? Solo 401k plans can be established up until the tax filing deadline INCLUDING EXTENSIONS (so potentially Oct 15), and could allow significantly higher contributions than a SEP IRA depending on your specific situation. You'd need to establish the plan before April 15 though, even if you file an extension. Another option: check if you qualify for the Qualified Business Income (QBI) deduction, which could give you up to 20% off your pass-through business income. Review your health insurance setup too - if structured correctly, S-corp shareholders can deduct premiums.

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I thought Solo 401ks were only for self-employed individuals without employees. Doesn't an S-Corp usually have at least the owner as an employee? Would this still work if the owner is the only employee?

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You're right to question this - I should have been more specific. A Solo 401k can work for an S-Corp if the only employees are the owner (and potentially their spouse). If the S-Corp has any other W-2 employees who work more than 1,000 hours per year, then you'd need a regular 401k plan with non-discrimination testing. If OP only has themselves (and possibly their spouse) as employees, then the Solo 401k is still an option and could allow for higher contribution limits than a SEP IRA in many cases, especially when you consider both the employer and employee contribution components.

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NebulaNomad

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Maybe this is a dumb question but have you claimed the home office deduction? I have an S-Corp and my accountant says many business owners miss this. If you use a space exclusively for business, you can deduct a portion of your rent/mortgage, utilities, internet, etc. Could save you a decent amount!

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Javier Garcia

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Not a dumb question at all, but with an S-Corp, the home office deduction works differently than for sole proprietors. The corporation should reimburse you for the home office expenses rather than taking them directly on your personal return. The S-Corp can deduct the reimbursement and it's not taxable income to you if done correctly.

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