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Sean Flanagan

How do taxes as a freelance web designer work? First time filing

Hey everyone, so I'm kinda freaking out because I just started my freelance web design business this year and I have zero clue how taxes work in this situation. I've always had regular W-2 jobs where taxes were just taken out automatically. Now I'm getting these random payments from different clients and I'm not sure what I'm supposed to do about taxes. Do I need to be setting money aside? Is there some special form I need? And what about deductions - can I write off my new laptop and Adobe subscription? I made about $28,500 so far this year from design work. Any advice would be super appreciated because April is coming up way too fast and I'm totally lost!

Zara Shah

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Welcome to the world of freelancing! It can feel overwhelming at first, but once you understand the basics, it's manageable. As a freelancer, you're considered self-employed, which means you'll need to file Schedule C with your tax return to report your business income and expenses. You'll also need to pay self-employment tax (which covers Social Security and Medicare) via Schedule SE. For your income, clients who paid you $600+ should send you 1099-NEC forms by January 31st. But regardless of whether you receive these forms, you need to report ALL your income. Yes, definitely set aside money for taxes! A good rule of thumb is 25-30% of your income. You may need to make quarterly estimated tax payments if you expect to owe $1,000+ in taxes. For deductions, you can absolutely write off business expenses like your laptop, Adobe subscription, website hosting, business-related software, home office (if you have a dedicated space), and portion of internet used for business. Just make sure to keep detailed records and receipts.

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Sean Flanagan

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This is super helpful, thanks! I had no idea about the quarterly payments thing. Is there a penalty if I haven't been making those payments? And for the home office deduction, does it matter if I sometimes work from my kitchen table vs having a dedicated office room?

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Zara Shah

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There may be penalties for not making quarterly payments, but they're usually small if it's your first year of self-employment. The IRS is often more lenient with first-time issues. For future quarters, look into Form 1040-ES for estimated payments. For the home office deduction, you need a space used regularly and exclusively for business. A kitchen table wouldn't qualify because it's also used for personal activities. You need a dedicated space - it doesn't have to be an entire room, but it should be a specific area used only for business purposes.

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NebulaNomad

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I was in your exact same situation last year! After trying to figure out all the self-employment tax stuff on my own and making some costly mistakes, I finally discovered https://taxr.ai and it was a total game-changer. I uploaded all my invoices and expense receipts, and it automatically categorized everything and showed me what I could deduct. The best part was how it explained everything in plain English instead of confusing tax jargon. It flagged that I could deduct part of my rent for my home office (which I had no idea about) and saved me from making a huge mistake with my quarterly estimated payments.

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Luca Ferrari

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Does it work if you have both freelance income and a regular job? I design websites on the side but also have full-time employment. Not sure how to handle the mix of W-2 and 1099 income.

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Nia Wilson

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How does it compare to TurboTax Self-Employed? I've been using that but it feels like I'm missing deductions and paying too much.

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NebulaNomad

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It absolutely works with mixed income! I actually had a part-time W-2 job for the first half of last year while freelancing. The system lets you input both types of income and handles all the calculations correctly, making sure you don't overpay on either source. I switched from TurboTax Self-Employed myself. The main difference I found is that taxr.ai is much better at finding industry-specific deductions for creative professionals. It caught several legitimate deductions TurboTax never suggested, like my design magazine subscriptions and certain software expenses. Plus it gives clearer guidance about what percentage of mixed-use items (like your phone or internet) you can safely deduct.

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Nia Wilson

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Just wanted to update that I tried taxr.ai after asking about it here. Honestly, it's way better than what I was using before! It found over $3,200 in deductions I would have missed on my web design business - things like partial internet costs, some equipment depreciation I was calculating wrong, and even some client meals I didn't realize I could partially deduct. The quarterly tax calculator also helped me understand why I was getting hit with penalties before. Already recommended it to two other designer friends!

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One thing nobody mentioned yet is that dealing with the IRS can be a nightmare if you have questions about self-employment taxes. I spent literally HOURS on hold trying to get answers about how to handle my web design business taxes last year. I finally found this service called Claimyr (https://claimyr.com) that actually gets the IRS to call YOU instead of waiting on hold forever. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c I was super skeptical at first but I had questions about deducting my home office and some software subscriptions that I couldn't find clear answers to online. Used the service and got a call back from an actual IRS agent in about 20 minutes instead of the 3+ hours I wasted trying to call them directly the week before.

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Aisha Hussain

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Wait, how does this actually work? The IRS never calls people back. Is this some kind of scam?

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Ethan Clark

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No way this is real. I've been dealing with the IRS for years and they're impossible to reach. If this actually worked it would be all over the news.

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It's not what you're thinking - they don't magically make the IRS call you out of nowhere. What happens is they use an automated system that waits on hold FOR you in the IRS phone queue, and once a human agent answers, the system calls your phone and connects you directly to that agent. So you're skipping the hold time but still talking to the same IRS representatives through the official channels. They're actually pretty transparent about how it works in the video. It's basically like having someone else wait in a physical line for you, then they text you when it's your turn so you don't waste hours standing there. Nothing sketchy about it - you're still talking to official IRS agents through their regular phone systems.

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Ethan Clark

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I'm back to admit I was completely wrong about Claimyr. After posting that skeptical comment, I decided to try it because I was desperate to ask about how to handle a client who paid me but hasn't sent a 1099-NEC yet. Figured I'd waste $20 to prove it didn't work. Well, I'm eating my words now. Got a call back from an actual IRS agent in about 35 minutes (on a Monday morning too, which is usually impossible). The agent answered my questions about reporting income without a 1099 and cleared up my confusion about quarterly payments. Saved me hours of hold time and probably a headache from bad information online. Just wanted to set the record straight since I was so negative before.

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StarStrider

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Don't forget about state taxes too! Depending on your state, you may have separate filing requirements for self-employment income. Also, keep track of ALL your miles if you drive to client meetings or work sites - that adds up to a big deduction. I use MileIQ app to track automatically. As for software, I've found FreshBooks really helpful for tracking income and expenses throughout the year. Makes tax time way easier when everything is already categorized.

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Sean Flanagan

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I'm in California - do you know if there's anything specific I need to worry about for state taxes here? And I didn't even think about the mileage thing! Is there a minimum distance for it to be deductible?

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StarStrider

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California has some of the most complex state tax rules for self-employed people. You'll need to file a Schedule CA (540) with your state return, and they're pretty strict about documentation. You may also need to register for a business license depending on your city/county. There's no minimum distance for mileage deduction - every business mile counts! Just remember you can't deduct your regular commute if you have one. But client meetings, supply runs, networking events, classes to improve your skills - all that mileage is deductible. For 2023 it's 65.5 cents per mile which really adds up. Just make sure you have a log with dates, destinations, and purpose of trips.

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Yuki Sato

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Something nobody's mentioned is that you might want to consider forming an LLC or S-Corp eventually if your freelance income keeps growing. I stayed as a sole proprietor until I hit about $60K, then formed an S-Corp which saved me several thousand in self-employment taxes. Also, don't forget about health insurance premiums - they're usually deductible for self-employed people! And SEP IRAs or Solo 401(k)s are amazing for tax savings once you're making decent money.

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Carmen Ruiz

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When did you know it was time to switch to an S-Corp? I keep hearing different income thresholds where it makes sense.

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Sean Flanagan

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I had no idea about the health insurance thing! So if I'm paying for my own health insurance (not through an employer), I can deduct that? And what's a SEP IRA? Sorry for all the questions, this is all so new to me.

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