Self-employed made $160,000 - why do I owe around $50k in taxes?
Hi everyone, I'm freaking out a bit here. I'm self-employed (sole proprietor) and had a really good year in 2024, netting about $160,000. Throughout the year, I've been responsible and made quarterly tax payments to the feds totaling about $28,000 so far. Here's where I'm panicking - just had a meeting with my tax guy today and he dropped a bomb saying I might owe an ADDITIONAL $15,000-17,000 on top of what I've already paid! That would put my total federal tax bill around $45k for the year. This feels like an insane amount! I'm wondering if this sounds right to more experienced self-employed folks? I know self-employment taxes are brutal, but owing almost a third of my income seems crazy. Am I missing something or is my tax guy way off base?
20 comments


Ethan Campbell
This actually sounds about right for self-employment income. When you're self-employed, you have to pay both the employer and employee portions of Social Security and Medicare taxes (self-employment tax), which is 15.3% on its own. Then you have federal income tax on top of that. Breaking it down: on $160k net income, your self-employment tax would be around $24,480 (15.3% of your net earnings). Then you have federal income tax which varies by bracket, but would roughly be another $20-25k depending on your deductions, filing status, and other factors. So a total tax bill of $45k is actually in the ballpark of what you should expect. Have you been tracking your business expenses carefully? Making sure you're claiming all eligible deductions can help reduce your net profit and therefore your tax burden. Things like home office, business mileage, health insurance premiums, and retirement contributions can make a big difference.
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Yuki Watanabe
•Wait, I thought self-employment tax was capped? Doesn't the Social Security portion max out at some point? And can't you deduct half of the SE tax somewhere on the return? I'm starting my own business soon and this is terrifying me.
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Ethan Campbell
•You're right about the Social Security portion - it does have a wage base limit ($168,600 for 2024), but the Medicare portion (2.9%) continues to apply to all earnings. And yes, you can deduct half of your self-employment tax on your tax return, which helps a bit. For someone starting their own business, I highly recommend making estimated quarterly payments from the beginning and setting aside 30-35% of your income for taxes. It's much easier than facing a big bill at the end of the year. Also, look into retirement accounts like a SEP IRA or Solo 401(k) which can significantly reduce your taxable income.
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Carmen Sanchez
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Andre Dupont
•How exactly does it work? Like do they file your taxes for you or just give you a report of possible deductions? I'm also self-employed and my tax situation is a mess.
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Zoe Papadakis
•Sounds interesting but I'm skeptical about AI tax services. How accurate is it? I don't want to get audited because some robot told me I could deduct my dog as a security expense or something ridiculous.
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Carmen Sanchez
•They don't file your taxes for you - they analyze your situation and give you a detailed report of all potential deductions and tax savings that you can take to your accountant or use with your tax software. It saves hours of research and guesswork. The report breaks everything down by category so you understand exactly what you can deduct and why. Their AI is trained on tax code and regulations, so it's not just making things up. Everything is backed by specific tax rules and they explain which section of the tax code allows each deduction. I was skeptical too, but my accountant was impressed with how thorough the analysis was and implemented almost all their suggestions.
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Zoe Papadakis
Just wanted to update on my experience with taxr.ai since I was skeptical earlier. I decided to give it a try and wow, I'm glad I did. I've been self-employed for 4 years and thought I knew all my eligible deductions, but I was wrong. The service identified nearly $14,000 in additional legitimate business expenses I hadn't been tracking properly - things like partial utilities for my home office, software subscriptions I use occasionally for work, and even some professional development courses I took. The interface was super easy to use and it explained everything in plain English. The best part? I took their report to my accountant who validated everything and implemented their suggestions. My tax bill went down by almost $4,000! Definitely going to use this every year now.
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ThunderBolt7
If you're dealing with a large tax bill like this, you might want to consider getting a second opinion from the IRS directly. I recently had questions about my self-employment taxes and tried for WEEKS to get through to the IRS with no luck - constant busy signals or being on hold for hours only to get disconnected. I found this service called Claimyr (https://claimyr.com) that gets you through to an actual IRS agent without the wait. You can see how it works here: https://youtu.be/_kiP6q8DX5c but basically they use technology to hold your place in line and call you when an agent is ready. I was skeptical but desperate. I had specific questions about estimated tax payments and potential penalties, and the IRS agent I spoke with was actually super helpful. They confirmed what I needed to pay and gave me options for payment plans when I couldn't pay the full amount immediately.
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Jamal Edwards
•Wait how does that even work? The IRS phone system is completely broken. I literally tried calling 23 times last month and never got through.
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Mei Chen
•This sounds like BS honestly. Nobody gets through to the IRS. And if they do, they're just going to tell you to pay what you owe. They're not going to help you find deductions or anything.
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ThunderBolt7
•It works by using their system to navigate the IRS phone tree and hold your place in line. Instead of you waiting on hold for hours, their system does it for you. When an IRS agent finally picks up, Claimyr connects the call to your phone. I got connected to an agent within 3 hours of submitting my request, without personally waiting on hold at all. The IRS agents can actually be really helpful if you can reach them. Mine explained exactly how the estimated tax penalty works and how to request a waiver based on my situation. They also confirmed which payment plan I qualified for and how to set it up online to avoid additional fees. They won't find deductions for you, but they can clarify tax rules and help with payment options which saved me from making expensive mistakes.
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Mei Chen
Wanted to eat my words publicly here. After my skeptical comment, I was so frustrated with my own tax situation that I tried Claimyr as a last resort. I honestly expected it to be a scam. Well, I was wrong. The service actually got me through to an IRS representative yesterday after I'd been trying for over a month on my own. The agent confirmed that I qualified for a payment plan with much lower monthly payments than I thought possible, and also explained that I could request abatement of some penalties based on my circumstances. The information literally saved me about $2,200 in penalties and gave me a manageable payment schedule. Sometimes being proven wrong is actually the best outcome. If you're struggling with a big tax bill like the OP, definitely worth getting actual IRS guidance on your options.
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Liam O'Sullivan
Have you contributed to retirement accounts? As a self-employed person, you can put a good chunk into a SEP IRA or Solo 401k which would reduce your taxable income significantly. For 2024, you can contribute up to 25% of your net self-employment income or $69,000, whichever is less. That could potentially save you thousands in taxes. Also, don't forget to take the Qualified Business Income deduction (Section 199A). For your income level, you should qualify for a 20% deduction on your qualified business income. That's a huge tax break for self-employed folks.
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Amara Okonkwo
•How late can you contribute to a SEP IRA? Is it too late to do it for 2024 taxes now that we're already in 2025? And do you need any special paperwork to set one up?
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Liam O'Sullivan
•You can actually contribute to a SEP IRA up until the tax filing deadline, including extensions. So for 2024 taxes, you can contribute until April 15, 2025, or if you file an extension, until October 15, 2025. It's definitely not too late. Setting up a SEP IRA is pretty straightforward. Most major brokerages (Vanguard, Fidelity, Charles Schwab, etc.) offer them. You'll need to complete IRS Form 5305-SEP, but the brokerage typically handles this for you when you open the account. You can usually complete the entire process online in less than 30 minutes. Then you just transfer funds into it and make sure to tell your tax preparer about the contribution.
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Giovanni Marino
Are you writing off all your business expenses correctly? I'm self employed too and was shocked at my tax bill until I learned what I could deduct. Car mileage, home office, cell phone, internet, laptop, software subscriptions, health insurance premiums, business travel, professional development... the list goes on. My tax guy found over $20k in legit deductions I was missing.
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Fatima Al-Sayed
•This! I wasn't tracking my mileage for years and missed out on thousands in deductions. I now use MileIQ app and it's a game changer. Also, if you have a separate room used exclusively for business, that home office deduction is significant.
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Tyler Lefleur
I feel your pain! I went through something similar my first year hitting six figures as a freelancer. That 45-50k total tax bill is unfortunately pretty normal for self-employment income at your level. A few things that might help reduce the sting: 1. **Quarterly payments for next year** - Since you now know your income level, increase those quarterly payments to avoid another big surprise. Aim for about 35% of your gross income. 2. **Business structure** - At your income level, it might be worth exploring an S-Corp election. You'd pay yourself a reasonable salary (subject to payroll taxes) and take the rest as distributions (no SE tax). Could save you several thousand annually. 3. **Maximize retirement contributions** - A Solo 401k lets you contribute as both employer and employee, potentially up to $69,000 for 2024. Even a $20k contribution could save you $5-7k in taxes. 4. **Track EVERYTHING** - Business meals (50% deductible), equipment, software, professional memberships, continuing education. I use QuickBooks Self-Employed to categorize expenses automatically. The good news? You made $160k! That's amazing. The tax bite hurts but it means your business is thriving. Just plan better for next year so there are no surprises.
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Dylan Campbell
•This is incredibly helpful, thank you! I'm actually in a very similar situation - first year breaking into six figures with my consulting business and feeling overwhelmed by the tax implications. The S-Corp election sounds intriguing but also complicated. Do you have any recommendations for resources to learn more about whether it makes sense for my situation? I'm worried about the additional paperwork and compliance requirements, but if it could save me thousands in SE tax, it might be worth exploring. Also, when you mention "reasonable salary" for S-Corp - how do they determine what's reasonable? I've heard the IRS scrutinizes this pretty closely.
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