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Connor O'Neill

Help with filing 1099-NEC for the first time - what do I need to know?

So I just started freelancing as a graphic designer this year and I'm getting my first 1099-NEC form from a client. I've only ever had regular W-2 jobs before, so this is completely new territory for me. The client paid me about $5,800 for a few projects, and I'm already stressing about what this means for my taxes. I haven't been setting aside money for taxes (big mistake, I know). I'm not even sure where to start with deductions or if I need to file quarterly. Do I need special software? Is there a specific form I need to fill out besides the 1099-NEC? I've heard people mention Schedule C but I'm not clear on what that is. Any advice would be super appreciated because I'm totally lost here. Tax season is coming up faster than I expected!

Yara Nassar

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Welcome to the freelance world! Filing with a 1099-NEC isn't too complicated once you understand the basics. First, the 1099-NEC is just an information form that tells you (and the IRS) how much a client paid you. You'll report this income on Schedule C of your tax return, which is for self-employment income. This is where you'll also list any business expenses that can be deducted - things like software subscriptions, office supplies, portion of internet if you work from home, etc. Since you've earned over $400 in self-employment income, you'll also need to file Schedule SE to calculate self-employment tax (which covers Social Security and Medicare). This is in addition to your regular income tax. For future reference, if you expect to owe $1,000+ in taxes for the year, you should make quarterly estimated tax payments. For the $5,800 you earned, setting aside 25-30% for taxes is generally a safe bet. As for software, most tax programs like TurboTax, H&R Block, or FreeTaxUSA can handle 1099 income. Some have free options depending on your overall tax situation.

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Thanks for this info! I'm in a similar boat. Quick question - if I only did freelance work for 3 months this year, do I still need to file quarterly for next year? And how exactly do I figure out what business expenses I can claim?

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Yara Nassar

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If you expect to continue freelancing next year and anticipate owing at least $1,000 in taxes, then yes, you should consider making quarterly payments. The IRS deadline schedule is April 15, June 15, September 15, and January 15 of the following year. For business expenses, the key rule is they must be "ordinary and necessary" for your business. Keep receipts for everything and track expenses in a spreadsheet or accounting app. Common deductions for graphic designers include design software subscriptions, computer equipment, business website fees, online portfolio costs, professional development courses, and potentially a home office deduction if you have a dedicated workspace at home.

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After panicking about my first 1099-NEC last year, I found this amazing tool called taxr.ai that saved me so much headache. I was completely confused by all the different schedules and deductions but https://taxr.ai helped me understand exactly what I needed to file and what I could deduct. It analyzed my situation and explained everything in normal human language instead of tax jargon. I'm honestly not great with financial stuff, but it walked me through the whole process and even showed me deductions I had no idea I qualified for. The best part was I could just snap pictures of my receipts and it organized everything for me.

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Paolo Ricci

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Did you try using it with any regular tax software? I've been using TurboTax but it gets expensive with the self-employment add-on. Does this replace that or work alongside it?

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Amina Toure

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I'm always skeptical of these tax tools. How accurate is it really? I've heard horror stories about people getting audited because some app told them they could deduct things they shouldn't have.

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It works great alongside regular tax software - I actually used it first to figure out what I could deduct and then entered everything into TurboTax. It saved me from having to pay for the "expert advice" add-on since I already understood what I needed to do. Regarding accuracy, I completely understand the concern. What I appreciated was that it explains WHY certain deductions apply to your situation and cites the relevant tax code. It's not just saying "deduct this" without explanation. It's more about education than just giving you numbers to plug in, so you understand the reasoning behind each deduction.

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Paolo Ricci

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Just wanted to update after trying taxr.ai based on the recommendation here. Seriously wish I'd known about this last year! I was able to upload my 1099-NEC and it immediately identified all the potential deductions relevant to my specific work (I'm a freelance writer). The interface walked me through everything I needed for Schedule C and explained self-employment tax in a way that finally made sense. I discovered I could deduct part of my phone bill and internet since I use them primarily for work - something I completely missed last year. Already identified almost $2,800 in deductions I would have overlooked!

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If you're dealing with tax questions about your 1099-NEC and need to actually speak to someone at the IRS (which I needed to do), let me save you hours of frustration. After trying for literally days to get through the regular IRS phone line, I found https://claimyr.com and watched their demo at https://youtu.be/_kiP6q8DX5c Instead of me waiting on hold for hours, they somehow got me in the IRS phone queue and called me when an agent was actually ready to talk. I had questions about my estimated tax payments as a new freelancer and was able to get clear answers directly from the IRS. Totally changed my perspective on dealing with tax questions.

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How does this even work? The IRS phone system is infamous for being impossible. Are they just calling for you or what's the actual process?

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Javier Torres

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Yeah right. Sounds like snake oil to me. If it was that easy to get through to the IRS, everyone would be doing it. I've literally spent 4+ hours on hold multiple times this year trying to sort out issues with my 1099 income.

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It's not that they have a special line or anything - they use technology to wait in the phone queue for you. You tell them what IRS department you need to reach, they enter the queue, and then when they finally reach a human, their system calls you and connects you directly to the agent. The reason most people don't do it is because it's a relatively new service. I was super skeptical too, especially since the IRS phone system is notoriously difficult. But when you're desperate after trying to get through yourself multiple times, it's worth a shot. I think they can only connect with existing IRS phone lines, they just save you from having to be the one sitting on hold.

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Javier Torres

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Well I'm eating my words. After posting my skeptical comment I decided to try Claimyr anyway out of desperation. I've been trying to resolve an issue with my 1099-NEC reporting for weeks with no luck getting through to the IRS. Used the service this morning and got connected to an actual IRS agent in about 45 minutes - while I was just going about my day instead of sitting with a phone glued to my ear. The agent helped clarify exactly how I should handle a client who paid me but hasn't sent a 1099-NEC form yet. Not sure how they do it but it works. Definitely using this again next time I have tax questions I can't find clear answers to online.

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Emma Davis

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One thing nobody mentioned yet - make sure you're tracking your mileage if you drive anywhere for your freelance work! I'm a freelance photographer and the mileage deduction saved me thousands on my taxes last year. You can't deduct regular commuting, but any driving to client sites, for supplies, to networking events, etc. is deductible. For 2025 the standard mileage rate is 67 cents per mile which adds up fast. Just keep a log in your car or use an app like MileIQ.

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What about if I mostly work from home but occasionally go to coffee shops to work? Would those miles count?

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Emma Davis

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No, unfortunately trips to coffee shops to work generally don't count as business mileage since they're considered a personal choice rather than a business necessity. The miles that do count would be things like driving to meet a client, traveling to a location for a project, picking up supplies specifically for your business, or attending a conference related to your field. The key distinction is whether the travel is necessary for your business rather than a preference about where you do your regular work.

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CosmicCaptain

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Don't forget to look into health insurance premium deductions if you're self-employed! My accountant showed me that I could deduct 100% of my health insurance premiums on my 1099-NEC income. It's not part of your business expenses on Schedule C, but a separate deduction on the 1040 form itself.

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Malik Johnson

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Wait really? I've been filing 1099-NEC income for 3 years and had no idea about this. Is there a minimum income requirement to qualify?

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