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Keisha Jackson

How can I reduce my tax burden? Making over $1.2m as a small business owner with $520k tax bill (filing single)

I've been doing pretty well with my business the last couple years, but the tax situation is killing me. Last year I made just over $1.2 million and got hit with a tax bill around $520k as a single filer. I've already maxed out my SEP IRA contributions for the year, and I'm running out of ideas. My accountant suggested I look into buying some commercial real estate as a potential tax strategy, but he seems pretty much out of other suggestions after that. I'm not sure if he's just not that creative or if I've really hit the wall on options. Are there any other legitimate strategies I'm missing here? I'm all for paying my fair share, but half my income going to taxes feels excessive. Anyone else in a similar boat who's found effective ways to reduce their tax burden? Any specialized tax professionals who work with high-income small business owners?

Paolo Moretti

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Tax planning at your income level definitely requires more advanced strategies than most accountants typically handle. Here are some options beyond the SEP IRA and real estate investments: Consider setting up a defined benefit plan instead of (or in addition to) your SEP IRA. These plans allow for much higher contribution limits based on age and income - sometimes $200k+ annually. Unlike SEP IRAs, these are much more custom and can be structured specifically for your situation. For real estate, look into cost segregation studies if you purchase property. This accelerates depreciation deductions significantly in the first few years. Also consider opportunity zone investments for capital gains deferral if you have any investment gains to shelter. Have you explored restructuring your business entity? Depending on your current structure, converting to an S-Corp (if you're not already) or potentially a C-Corp with the current corporate tax rates might provide benefits. Each has pros and cons based on your specific situation.

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Amina Diop

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For the defined benefit plan, do you need to have employees to set that up? Or can a solo business owner establish one? And what about the costs of maintaining it compared to a SEP?

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Paolo Moretti

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You can absolutely set up a defined benefit plan as a solo business owner without employees - they're sometimes called "Solo DBs" in that case. The maintenance costs are higher than SEPs (typically $1,500-2,500 annually for administration and required actuarial work), but the tax benefits often vastly outweigh these costs at your income level. The beauty of these plans is that contribution limits are calculated based on providing a specific retirement benefit, often allowing for six-figure annual tax-deductible contributions depending on your age and income. The closer you are to retirement age, the more you can contribute.

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Oliver Weber

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How is this different from having a good CPA? I've had accountants run scenarios like this for me before. Does it actually find stuff that experienced CPAs don't know about?

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NebulaNinja

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So is this just software or do they connect you with actual tax professionals? I'm skeptical of AI tax advice without a human expert verifying everything. Tax laws are too complicated and change too often.

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Oliver Weber

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NebulaNinja

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Javier Gomez

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Emma Wilson

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How does this actually work? I thought it was impossible to get through to the IRS no matter what. Are they using some kind of special phone line or connection?

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Malik Thomas

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Javier Gomez

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The service uses an automated system that continually calls the IRS for you and secures your place in line. Think of it like having a digital assistant that keeps dialing for you 24/7 until it connects, then it calls you to join the call once an IRS agent answers. No special phone lines or insider connections - just smart technology that handles the frustrating part of the process. They're definitely not taking money for something you could easily do yourself - I spent almost two weeks trying to get through on my own before using the service. The IRS is absolutely understaffed, which is exactly why this service is valuable. Their system keeps trying all possible times, including early mornings and different days of the week when call volumes might be lower.

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Malik Thomas

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I have to eat my words about Claimyr from my previous comment. After continuing to fail getting through to the IRS for weeks on my own, I broke down and tried the service. Within a day I was actually speaking with an IRS tax specialist who helped clarify several questions about business deductions and entity structures that my accountant was giving vague answers about. The agent walked me through specific requirements for implementing a cash balance retirement plan for my business and confirmed exactly how much I could contribute based on my income level. They also explained how certain business expenses needed to be documented to withstand potential audit scrutiny. Getting definitive answers directly from the IRS gave me confidence to implement several tax strategies I was hesitant about before. Saved me far more than what the service cost.

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Have you looked into charitable remainder trusts? I'm in a similar income bracket ($1.4M last year) and this strategy has been really effective for me. Basically, you set up a trust that provides you income for a set period while giving a significant tax deduction now. The remainder eventually goes to charity. With proper planning, you can get an immediate large tax deduction while still maintaining income from the assets. Works especially well if you have appreciated assets or are planning to sell a business eventually.

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This sounds interesting but a bit complex. Do you need a specialized attorney to set this up? And does it actually reduce your current tax liability significantly or is it more of a long-term strategy?

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You definitely need a team including a tax attorney who specializes in charitable planning and an accountant familiar with these structures. The tax benefits are both immediate and long-term. The immediate benefit is a current year tax deduction based on the present value of the future gift to charity, which can be substantial depending on how you structure it. For example, when I placed $500k of appreciated assets into my CRUT, I received a deduction of about $175k in the year I established it, which directly reduced my current tax liability.

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Ravi Kapoor

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What type of business do you have? That makes a huge difference in available strategies. I've got a consulting business making about $900k and switching from pass-through to S-Corp status saved me about $30k in self-employment taxes alone.

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Freya Larsen

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I second the S-Corp recommendation! My accountant also had me set a reasonable salary at about 40% of my business income with the rest as distributions. Huge savings on SE tax. Talk to a good CPA about whether that might work for your specific business type.

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I run a specialized software development firm focusing on financial services. Currently structured as an LLC taxed as a sole proprietorship. I've heard about the S-Corp strategy but wasn't sure if the administrative overhead was worth it. Sounds like the savings could be substantial though if you're saving $30k just on self-employment taxes. Do you find the added complexity with payroll and additional filings to be a major headache? And did you have to justify your salary-to-distribution ratio to the IRS at all?

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