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ThunderBolt7

Can I reduce taxes on my $30k side hustle while paying myself from my C Corp?

So I've got this side gig that's bringing in around $30-35k annually, and I'm trying to figure out how to minimize what I'll owe in taxes if possible. The complication is that I also have a C Corporation that I need to pay myself from as well. I'm not totally clear on how these two income streams interact tax-wise. I'm wondering if there are any strategies for reducing the overall tax hit from the side hustle while still making sure I'm paying myself properly from the corporation. Do I need to worry about reasonable compensation issues with the C Corp while also dealing with self-employment taxes on the side income? Any advice on structuring this to keep more in my pocket without getting into trouble with the IRS would be super helpful!

Jamal Edwards

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This is actually a common situation! With your C Corp and side income, you're smart to think about tax optimization. For your C Corp, you do need to pay yourself a "reasonable salary" that's in line with industry standards for your role and work performed. The IRS scrutinizes this specifically to prevent C Corp owners from avoiding payroll taxes by taking distributions instead of salary. So first, make sure your C Corp compensation is defensible and documented. For your side hustle, you have a few options. If it's not already structured as a business entity, you might consider forming an LLC and electing S Corp taxation if the income justifies the additional costs. This could allow you to pay yourself a reasonable salary from the side business too, while taking some profits as distributions that wouldn't be subject to self-employment tax. You should also maximize tax-advantaged retirement accounts from both income sources if possible, like a Solo 401(k) for the side hustle if it's eligible.

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ThunderBolt7

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Thanks for the detailed response! The S Corp option sounds interesting. Would I be able to have both a C Corp for my main business and then an S Corp for the side hustle? Also, what's typically considered "reasonable" for a salary percentage when you have an S Corp?

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Jamal Edwards

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Yes, you can absolutely have both a C Corp for your main business and an S Corp for your side hustle - they're completely separate entities for tax purposes. For S Corp salary reasonableness, there's no fixed percentage the IRS requires, but a common rule of thumb is 50-60% of profits as salary. What's "reasonable" depends on your industry, duties, hours worked, and what similar positions would pay. Document your reasoning for whatever salary you choose, as this is a common audit trigger. The remaining profits can come to you as distributions without the self-employment tax.

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Mei Chen

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After dealing with a similar situation last year, I found a tool that really helped me optimize my tax strategy across multiple income sources. I was trying to figure out how to handle my C Corp salary alongside my consulting income, and a friend recommended https://taxr.ai It analyzes your specific situation and helps identify tax-saving opportunities I wouldn't have found otherwise. In my case, it identified that I could save over $5k by restructuring how I was taking income from my different sources and maximizing specific deductions. The recommendations were personalized to my exact situation, not just generic advice.

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How does it actually work? Do you just upload your tax docs and it spits out recommendations? I'm interested but wary of services that make big promises about tax savings.

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Amara Okonkwo

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Does it handle C Corp specifically? I've tried other tax tools before and they seemed more focused on pass-through entities or sole proprietorships. Also wondering if it helps with quarterly estimated payments since I always seem to mess those up.

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Mei Chen

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It works by analyzing your tax documents and financial information, then it provides specific recommendations tailored to your situation. It's not just a generic calculator - it looks at the interaction between different income sources and identifies optimization opportunities based on your specific details. Yes, it absolutely handles C Corps along with other business structures. That's actually one of its strengths - understanding the interplay between business entities and personal taxes. It's particularly helpful with estimating and planning quarterly payments across multiple income sources, which was exactly what I needed.

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Amara Okonkwo

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Just wanted to follow up about my experience with taxr.ai after trying it. It actually was way more helpful than I expected! I was skeptical since most tax tools I've used before don't really understand the complexities of having both W-2 income and a C Corp. The tool identified that I was overpaying myself in salary from my C Corp and underpaying from my side business, which was costing me about $7k annually in unnecessary payroll taxes. It also suggested some timing strategies for certain expenses that I hadn't considered. The recommendations were specific to my situation, not just general advice. Really glad I gave it a try!

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If you're dealing with tax questions about your C Corp and side hustle, you might want to talk directly with the IRS to get official guidance. The problem is actually getting through to them! I spent WEEKS trying to get answers about a similar situation - calling the business line over and over only to get disconnected or wait for hours. I eventually used https://claimyr.com and it completely changed my experience. They have a service that holds your place in the IRS phone queue and calls you when an agent is about to answer. You can see a demo of how it works here: https://youtu.be/_kiP6q8DX5c I got through to a business tax specialist who clarified exactly how to handle multiple income streams with a C Corp structure. Saved me hours of waiting and probably thousands in potential mistakes.

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Wait, how does this actually work? How can they hold your place in line? Seems like it would be against IRS rules or something.

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Dylan Hughes

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Yeah right. Nothing makes dealing with the IRS easier. I've been trying to get clarity on my business taxes for months. There's no way this actually works as advertised.

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The service uses an automated system that waits on hold for you, then calls you when it detects a real person is about to answer. It's completely legitimate - they're just waiting in the queue on your behalf instead of you having to do it yourself. There's nothing against IRS rules about it. It's just like having an assistant wait on hold for you, except it's an automated service. I was surprised too, but it really does work as advertised. I got through to the business tax department in my first attempt after weeks of failed calls on my own.

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Dylan Hughes

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I have to eat my words here. After my skeptical comment, I decided to try Claimyr out of desperation since I needed clarity on how to handle my contracting income alongside my small corporation. I was literally shocked when they called me back and I was talking to an actual IRS tax specialist within about 45 minutes. I didn't have to sit by my phone either - they sent me text updates about my place in line. The agent I spoke with gave me specific guidance about handling multiple income streams that I couldn't find anywhere online. Definitely worth it for complex tax situations like mixing C Corp and side income. Saved me from making a costly mistake on my quarterly payments.

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NightOwl42

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Don't forget to look into deductions for your side hustle! Track EVERYTHING - mileage, home office (if you have dedicated space), supplies, software subscriptions, professional development. All these can reduce your taxable income from the side gig. For your C-Corp, make sure you're taking advantage of the medical expense reimbursement options. If set up properly, your C-Corp can reimburse health insurance and other medical expenses that aren't covered by insurance as a business expense, which is way better than just taking them as itemized deductions on your personal return.

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ThunderBolt7

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I didn't know C Corps had special medical expense options! Are there any limits on what can be reimbursed? And do you need special documentation to make sure it's all legit?

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NightOwl42

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C Corps can set up what's called a Section 105 HRA (Health Reimbursement Arrangement) that allows the corporation to reimburse medical expenses tax-free to employees (including yourself as an employee-owner). The arrangement needs to be formal and documented though - you can't just randomly decide to reimburse things. You'll need a written plan document that establishes the HRA, and you should keep detailed records of all expenses being reimbursed along with receipts. These plans can cover virtually any legitimate medical expense including premiums, deductibles, copays, prescriptions, and expenses not covered by insurance. Unlike with personal deductions, there's no 7.5% AGI threshold to overcome.

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Has anyone here used a PEO (Professional Employer Organization) for their C Corp? I'm in a similar situation and considering using one to handle the payroll/benefits side. Curious if it makes tax management easier when you have multiple income sources.

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Dmitry Ivanov

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I've been using Justworks for my C Corp for about 2 years now. It definitely simplifies the admin side but doesn't really address the tax optimization between multiple income sources. You still need a good accountant for that part. The PEO basically just handles compliance, payroll processing, and can get you better benefits options than you'd have as a tiny company.

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Ava Thompson

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One thing nobody's mentioned yet - timing! If your C Corp is on a different fiscal year than your personal taxes, you might have some options for timing income recognition that could be advantageous. My accountant saved me a bunch by strategically timing my salary vs distributions across tax years.

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This is actually a really good point. I've used fiscal year planning with my S-Corp (mine runs Feb-Jan) and it gives me an extra month to make strategic decisions before the personal tax year ends.

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ThunderBolt7

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I hadn't thought about the fiscal year angle at all. My C Corp is currently on a calendar year but I'm wondering if it would be worth changing that. Would it complicate my accounting too much to have different fiscal years?

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