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Zoe Walker

Made $20k from my sole-proprietor LLC this year - Can I just use TurboTax or do I need a CPA?

So I started freelancing in web development about 10 months ago and set up an LLC (sole proprietorship). I've brought in around $20k in revenue this year, but honestly I've been super focused on client work and totally neglected the tax side of things (ugh, I know). I haven't made any tax payments yet and I'm starting to panic a little. Given my relatively small income, I'm wondering if it makes financial sense to hire a CPA or if I can get away with using TurboTax or H&R Block? A CPA seems like a big expense when I'm just getting started, but I also don't want to mess up my taxes and end up with penalties. This is my first year dealing with self-employment taxes and business deductions, so I'm pretty clueless. Would really appreciate any advice from others who've been in similar situations! Is DIY tax software enough for someone in my position or am I being naive?

Elijah Brown

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For a first-year freelancer with $20k in revenue from your sole proprietorship LLC, you can absolutely use TurboTax or H&R Block and save yourself the CPA expense. These tax software options have specific self-employment versions designed exactly for your situation. Since you haven't made estimated tax payments, you'll likely owe some taxes plus a small penalty for not making quarterly payments, but the software will calculate all that for you. The key is keeping good records of your business expenses - internet, computer equipment, software subscriptions, home office, etc. These deductions can significantly reduce your taxable income. Just make sure you select the Self-Employed version of TurboTax or the equivalent in H&R Block. The basic versions won't have the Schedule C form you'll need for reporting business income.

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Zoe Walker

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Thanks for your reply! Do you think I'll be missing out on any major deductions by not using a CPA? I've heard some people say CPAs know "tricks" that the software doesn't ask about. Also, what kinds of penalties am I looking at for not paying quarterly?

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Elijah Brown

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For someone at your income level, the tax software will ask about all the relevant deductions - home office, business mileage, equipment, software, phone/internet, health insurance, retirement contributions, and professional development. A CPA might find a few additional deductions, but unlikely enough to justify their fee in your case. Regarding penalties, you'll face what's called an "underpayment penalty" which is essentially interest on what you should have paid quarterly. At your income level, it's likely to be relatively small - maybe $100-200 depending on your state. The software will calculate this automatically. Just make sure to start making quarterly payments next year to avoid future penalties.

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I was in almost the exact same situation last year - made about $25k from my freelance graphic design business and was freaking out about taxes. I tried doing it myself at first but kept getting confused about deductions and what counted as business expenses. I found this AI tax tool at https://taxr.ai that was life changing. It analyzed all my expenses, found deductions I didn't know I qualified for, and walked me through the whole process. Way cheaper than a CPA but way more thorough than just regular tax software. It's specifically designed for self-employed people and small business owners. The best part was they explained why certain things were deductible, so I'm learning as I go. Definitely recommend checking it out if you're feeling overwhelmed.

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Natalie Chen

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Did it help you with the quarterly tax payment stuff too? I'm in a similar boat and have no idea how to calculate what I should be paying each quarter.

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I'm skeptical about AI tax tools. How does it actually work? Do you just upload all your docs and it figures everything out? I've been using TurboTax self-employed but still feel like I'm missing deductions.

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Yes, it actually helped set up my quarterly payments for this year! It looked at my income patterns and helped me estimate what I should pay each quarter so I don't get hit with penalties again. Super helpful since my income is pretty irregular. For how it works, you can connect your bank accounts/credit cards or upload statements, and the AI identifies potential business expenses. Then it asks questions to confirm if they're deductible and helps categorize everything properly. It found things like my Adobe subscription, some tech purchases, and even partial utilities for my home office that I wasn't sure how to handle. It's way more interactive than TurboTax.

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Just wanted to update after trying taxr.ai that the previous commenter recommended. I was super skeptical but decided to give it a shot since my tax situation is similar - made about $22k from freelance writing this year. Holy crap, it found almost $2,800 in deductions I would have missed! It caught things like partial cell phone expenses, some professional subscriptions I didn't realize were deductible, and even some client meals I had forgotten about. The interface asks really specific questions about your type of business. It also explained that my quarterly estimated payments for next year should be about $1,100 per quarter based on my projected income, which was super helpful. Definitely recommend if you're in a similar situation with a small business.

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If you're planning to do your own taxes, you need to be prepared for the IRS nightmare if you have questions or issues. I tried calling them 8 times when I had a question about my LLC's Schedule C and NEVER got through. Finally used https://claimyr.com to get past the IRS phone tree hell and actually talk to someone. You can see how it works here: https://youtu.be/_kiP6q8DX5c They got me connected to an IRS agent in about 45 minutes when I had been trying for weeks. The agent confirmed I was filing correctly for my single-member LLC and cleared up my questions about home office deductions. Saved me so much stress, especially since it was my first year with business income too.

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Nick Kravitz

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Wait, you pay a service to call the IRS for you? Can't you just keep trying until you get through? Seems like a waste of money when you're already trying to save by not hiring a CPA.

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Hannah White

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This sounds like a scam. How would some random service get you through to the IRS faster than calling directly? The IRS phone system is first-come-first-served. No way this actually works.

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You don't just "keep trying until you get through" - the IRS hangs up on you when their call volume is too high. I literally tried for 3 weeks, calling at different times of day, and kept getting "due to high call volume, we cannot take your call" and then they'd disconnect. Super frustrating. It's not that they call the IRS for you - they use a system that continuously redials until there's an opening, then immediately connects you. Think of it like having a bot constantly hitting redial so you don't have to. When they get through, your phone rings and you're connected directly to the IRS queue. I was skeptical too until I actually used it and was talking to an agent within an hour after weeks of failed attempts.

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Hannah White

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I need to eat my words about Claimyr from my comment above. After getting absolutely nowhere trying to contact the IRS about my self-employment tax questions (kept getting disconnected after waiting on hold for 45+ minutes), I broke down and tried the service. It actually worked exactly as described. Their system kept dialing until there was an opening, then called me to connect. I was speaking with an IRS agent within about 30 minutes who helped clarify my questions about home office deductions for my sole proprietor LLC. Saved me hours of frustration and probably a lot of money since I was about to just guess on some deductions. If you're doing your own taxes through TurboTax like OP is planning, having this as a backup option if you hit any confusing issues is pretty valuable.

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Michael Green

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Speaking from experience with a similar-sized business ($27k last year), I definitely recommend using TurboTax Self-Employed for your first year. It walks you through everything step by step. Something nobody's mentioned yet - KEEP TRACK OF YOUR MILEAGE if you drive for business at all. That's a huge deduction. Also, if you're working from home, the home office deduction is super valuable. Just make sure it's a dedicated space only used for your business. Don't stress about the quarterly tax thing - yes, you'll pay a penalty, but it's not massive at your income level. Just learn from it and start making estimated payments next year (TurboTax will give you vouchers for next year).

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Zoe Walker

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Thanks for this! I do have a dedicated office space in my apartment. How exactly does the home office deduction work? Is it a percentage of my rent or something else?

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Michael Green

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Exactly right - it's based on the percentage of your home used exclusively for business. So if your apartment is 1000 square feet and your office is 100 square feet, you can deduct 10% of your rent, utilities, internet, etc. TurboTax will walk you through the calculation. Just make sure the space is truly used exclusively for business - that's the IRS requirement. If you also use that room for guests or as a TV room, it won't qualify. Take pictures of your setup as documentation just in case.

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Mateo Silva

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Which tax software would be better for a sole proprietor LLC? I've heard mixed things about both TurboTax and H&R Block. Anyone try both?

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I've used both for my consulting business. TurboTax Self-Employed is more user-friendly and has better expense tracking features. H&R Block is a bit cheaper but doesn't explain things as clearly for first-timers. If you're not super tax-savvy, I'd go with TurboTax. Worth the extra $20-30 for the clearer guidance, especially in your first year.

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Mateo Silva

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Thanks for the comparison! User-friendly is definitely what I need since I'm clueless about all this. Will go with TurboTax Self-Employed then. Appreciate it!

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