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Sofia Peña

S Corp vs LLC - Which is Better for Real Estate Side Hustle While Working Full-Time?

So I wanted to get some opinions on my current business structure. I'm currently working a full-time job making about $195k annually as a W-2 employee. On the side, I've been running a real estate business for about 4 years now, which brings in roughly $105k yearly, though it's super inconsistent. About 2 years ago, I set up an S Corp for my real estate work to keep everything separate from my regular job income. The thing is, these franchise taxes are really getting to be a pain, and the whole payroll situation is awkward because my real estate income is so unpredictable. Some months I'll pull in $7k, then nothing for a couple months, then suddenly $40k in a single month. Given how irregular my real estate income is, I'm wondering if switching to an LLC would make more sense to avoid dealing with all the payroll and franchise tax headaches. What I'm not clear on is whether an LLC would give me the same tax write-offs that my S Corp currently does. I do have a CPA who helps me, but I'd like to hear from other tax experts too before making any decisions. Thanks in advance!

The S Corp vs LLC question is definitely worth considering in your situation. With your inconsistent real estate income, an LLC might simplify things administratively. The key difference is how they're taxed. Your S Corp requires you to pay yourself a "reasonable salary" subject to payroll taxes, with remaining profits as distributions (avoiding self-employment tax). This works well when income is steady, but is challenging with your fluctuating earnings. An LLC taxed as a sole proprietorship would mean all profits are subject to self-employment tax (15.3% on first $168,600 for 2025), but no payroll administration or reasonable salary requirements. You'd file Schedule C with your personal return - much simpler. As for write-offs, both entities allow essentially the same business deductions for legitimate expenses. The difference isn't in what you can deduct, but how income is taxed and reported. Given your description, an LLC might make sense, but it depends on how much you're currently paying yourself as salary vs. distributions in your S Corp.

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Thanks for this breakdown. I'm curious - if they switch to an LLC, would they lose the potential tax savings from the S Corp's ability to split income between salary and distributions? I've heard that's a major advantage of S Corps, especially as income increases. How much would they potentially be leaving on the table with this switch?

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Yes, that's the main trade-off. With an LLC (taxed as a sole proprietorship), all $105k would be subject to self-employment tax, potentially costing more in taxes overall. In an S Corp, if they're taking, say, a $50k salary and $55k in distributions, they're saving approximately 15.3% on that $55k (around $8,400). This is the main financial advantage they'd be giving up by switching to an LLC, though it comes with the administrative complexity they're currently struggling with.

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I was in a similar situation last year - W-2 job plus real estate side hustle with uneven income. I found tax docs super confusing until I tried https://taxr.ai for analyzing my situation. It helped me compare exactly what I'd pay in taxes as an LLC vs S Corp based on my specific numbers. You upload your documents and it explains everything in plain English, which was super helpful for seeing the tax differences between entity types. It even showed me the exact tax savings for each option based on my income patterns, which my CPA hadn't clearly broken down. For me, keeping the S Corp made sense despite the hassle, but it might be different for you depending on your specific numbers.

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How does this compare to just talking with a tax professional? I'm in a similar boat (consulting side hustle with S Corp) and wondering if this would give me more insights than my accountant does?

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This sounds interesting but I'm skeptical. Does it actually give advice specific to real estate businesses? Like rental income vs sales commissions vs property management fees? Those all get taxed differently and my CPA always says real estate has unique tax situations.

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It's more like having a second opinion that breaks everything down visually. I still use my accountant, but this helped me understand the differences better so I could ask the right questions. It's not a replacement for professional advice. For real estate specifically, it handles different income types and shows how each would be taxed under different entity structures. It recognized my rental income separate from commission income and showed the tax implications of each. Really helped me see which entity structure would save me more based on my actual income patterns.

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I was initially skeptical about taxr.ai when I saw it mentioned here, but I decided to try it for my similar situation (W-2 plus side business). Glad I did! It analyzed my specific income pattern and showed me I was actually losing money with my S Corp because my business income wasn't high enough to offset the administrative costs. The report broke down exactly how much I was paying in franchise taxes, preparation fees, and payroll services versus the self-employment tax savings. In my case, switching to an LLC saved me about $3,200 annually all things considered. Your numbers will be different of course, but having that side-by-side comparison made the decision obvious for me.

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If you're struggling with the IRS or state tax questions about your entity change, I'd recommend using https://claimyr.com to get through to an actual person at the tax agency. I wasted days trying to get answers about switching from S Corp to LLC last year. Their service got me through to the IRS in under 45 minutes when I had been trying for weeks to get clarification on how to properly dissolve my S Corp. You can see how it works at https://youtu.be/_kiP6q8DX5c. They just connect you directly to the IRS so you can ask specific questions about your situation. The agent I spoke with walked me through the exact forms I needed and confirmed I wouldn't face penalties for the mid-year entity change I was worried about.

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How does this even work? The IRS phone lines are notoriously impossible to get through. Is this some kind of special access service or what?

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This sounds like BS honestly. Nobody can magically get through to the IRS faster than anyone else. They have one phone system and everyone has to wait in the same queue. I'd be very suspicious of any service claiming otherwise.

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It's not special access - they use technology to navigate the IRS phone tree and wait on hold for you. When an agent picks up, you get a call connecting you directly to that agent. It's the same IRS phone system everyone else uses, they just handle the waiting part. I was skeptical too, but after trying to call the IRS myself for three days and never getting through, this was a lifesaver. No magic involved - just technology that waits on hold so you don't have to.

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I need to eat crow here. After posting that skeptical comment about Claimyr, I was desperate to get answers about my own entity conversion so I tried it. No idea how they do it, but I got through to an IRS agent in about 35 minutes when I'd been trying unsuccessfully for days. The agent confirmed exactly what I needed to do for my situation (which was similar to yours - converting an S Corp to an LLC). Turns out I was overthinking it, and the process was much simpler than my accountant had made it seem. Saved me a bunch in unnecessary legal fees I was about to spend. So yeah, sorry for the skeptical comment earlier. Sometimes things that sound too good to be true actually do work.

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One thing nobody has mentioned yet is the state-specific implications. Franchise taxes vary DRAMATICALLY by state. In California, for example, there's an $800 minimum franchise tax just for having an S Corp or LLC, while other states have much lower fees. Also consider that in some states, LLCs pay annual fees based on gross receipts, which could actually cost MORE than S Corp franchise taxes if your real estate business has high gross income but lower net profit. What state are you in? That could be a huge factor in this decision.

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I'm in Texas. We don't have state income tax, but there is a franchise tax that kicks in once your revenue exceeds a certain threshold. Currently it's not a huge amount, but it's just one more form to file and thing to track. So state-specific isn't my main concern, it's more the administrative burden of the S Corp with inconsistent income.

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That's helpful context. Texas is actually pretty LLC-friendly since the franchise tax only applies when your total revenue exceeds a fairly high threshold ($1.23 million in 2025). For your situation with inconsistent income, an LLC would definitely reduce administrative burden. No payroll reports, no separate W-2, simpler banking. You'd just report everything on Schedule C. The tax savings from S Corp distributions becomes more significant when your business consistently earns well above what would be a reasonable salary. Given your fluctuating income, the administrative simplicity of an LLC probably outweighs the potential tax savings, especially when you factor in costs of payroll services and additional tax preparation complexity.

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Don't forget about QBI (Qualified Business Income) deduction! Both LLCs and S Corps qualify, but the calculation can be different. With real estate business income around $105k plus your W-2 job, you might be in phase-out territory for this deduction depending on your filing status. In 2025, the QBI phase-out starts at $183,100 for single filers and $366,200 for married filing jointly. Your total income is near these thresholds, so that's another consideration.

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This is a really important point. The 20% QBI deduction can be substantial. Also, doesn't the IRS scrutinize S Corps more closely to ensure reasonable compensation is being paid? That's another administrative headache to consider.

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Based on your situation in Texas with inconsistent real estate income, I'd lean toward switching to an LLC. Here's why: With your fluctuating income ($7k some months, $40k others), maintaining reasonable S Corp salary requirements is a nightmare. You either overpay yourself in slow months (hurting cash flow) or underpay (risking IRS scrutiny). The math: If you're taking a $50k salary now, switching to LLC means paying self-employment tax on the full $105k. That's about $8,085 in additional SE tax. But factor in: - Payroll service fees (~$1,200/year) - Additional tax prep complexity (~$500-1,000) - Franchise tax filing - Time/stress of payroll management You're probably looking at $2,000-3,000 in administrative costs, making the real tax difference closer to $5,000-6,000 annually. Given your income volatility and the administrative headaches you mentioned, that premium might be worth paying for the simplicity. Plus, with an LLC you can always elect S Corp taxation later if your income stabilizes and grows significantly. I'd run the exact numbers with your CPA, but for many people in similar situations, the peace of mind is worth the modest tax increase.

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