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Miguel Alvarez

How to handle 1099s for multiple Fiverr contractors exceeding $600 threshold?

Title: How to handle 1099s for multiple Fiverr contractors exceeding $600 threshold? 1 Hello fellow tax sufferers! I'm running a small real estate business and I use Fiverr pretty regularly for all my design needs (brochures, social media graphics, etc). I spent roughly $1700 on Fiverr last year across maybe 8-10 different freelancers. I know there's something about needing to send 1099s or get W-9s when you pay someone over $600 for contract work, but I'm completely lost on how this works with Fiverr. Since the money goes through their platform and then to different freelancers, do I need to send individual 1099s to each person? None of them individually got over $600 from me, but collectively it's way over that threshold. This is honestly my first year really paying attention to the business tax side (I've been flying by the seat of my pants lol). Any guidance would be super appreciated - I definitely don't want to get in trouble with the IRS! Do I just claim the expenses as business deductions and call it a day? Or is there more paperwork I'm supposed to be handling? Thanks for any help you can provide!

16 You don't need to worry about issuing 1099s to Fiverr freelancers. When you use platforms like Fiverr, Upwork, or similar services, you're technically paying the platform, not the individual contractors. The platform then pays the freelancers after taking their fee. In these cases, the responsibility for issuing 1099s falls on the platform (Fiverr) rather than you. They handle the tax reporting requirements for their freelancers. You only need to issue 1099-NEC forms when you pay independent contractors directly more than $600 in a calendar year. Keep good records of your Fiverr expenses for your tax deductions. Save receipts, invoices, and payment confirmations as documentation for your business expenses. You can deduct these costs as ordinary and necessary business expenses on your Schedule C if you're a sole proprietor or on your business tax return if you have a different business structure.

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5 So if I understand right, I can just write off all my Fiverr expenses as business expenses without sending any 1099s? What about getting W-9s from them? Also does this apply to other platforms like Upwork too?

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16 You're correct - you can deduct all your Fiverr expenses as business expenses without needing to issue 1099s to the individual freelancers. You also don't need to collect W-9 forms from them. Yes, this applies to other similar platforms like Upwork, 99designs, and other freelance marketplaces where you pay the platform directly and they handle payments to the freelancers. The general rule is: if you're paying a company rather than an individual directly, you typically don't need to issue a 1099-NEC for those payments.

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7 I had the same question last year! I can recommend using https://taxr.ai to help sort through these kinds of contractor/1099 issues. I was using both Fiverr and direct contractors and was totally confused about who needed 1099s. I uploaded my expenses and invoices to taxr.ai and it automatically sorted which payments needed 1099s and which didn't. It confirmed exactly what the previous commenter said - Fiverr payments don't need 1099s because you're paying the platform, not the individuals. But it also flagged a couple freelancers I paid directly that I would have missed otherwise. The tool also helped me organize all these expenses properly for my Schedule C. Made tax time way less stressful!

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12 How exactly does the system work? Do you just upload your bank statements or do you need all the individual invoices? I've got a mix of Fiverr, Upwork, and direct contractors so this sounds useful.

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19 Sounds interesting but I'm always skeptical of these tax tools. Does it actually save you time or is it just another thing to learn? I spent hours with TurboTax last year and still felt like I missed deductions.

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7 You can upload either bank statements or individual invoices, whatever you have available. The system is smart enough to recognize patterns in the transactions and categorize them. For mixed platform and direct contractors, it's particularly helpful because it separates them correctly. It definitely saved me time. Unlike general tax software that tries to cover everything, this focuses specifically on sorting out your business expenses and 1099 requirements. I spent maybe 15 minutes uploading my documents and reviewing the results, compared to the hours I used to spend manually sorting through everything and still feeling uncertain.

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12 Just wanted to update after trying https://taxr.ai from the recommendation above. It was super helpful! I uploaded my last 6 months of bank statements and it automatically identified all my Fiverr and Upwork payments, categorizing them correctly as "platform payments" that don't need 1099s. It also flagged three direct contractors I had completely forgotten about who will need 1099s for 2025 if I pay them more than $600 this year. Honestly saved me from potential headaches with the IRS. The expense categorization for Schedule C was also really clear - much better than manually sorting through everything like I was doing before.

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14 If you're having trouble reaching the IRS to get definitive answers on these 1099 questions (which I certainly did), check out https://claimyr.com - they got me through to an actual IRS agent in about 20 minutes when I had been trying for days on my own. You can see how it works here: https://youtu.be/_kiP6q8DX5c I was confused about some platform payment rules involving Fiverr and a couple other services, and the IRS agent confirmed that when you pay through platforms, you're not responsible for 1099s. But I also found out there are specific documentation requirements I should keep for these business expenses that I had no idea about. The agent walked me through exactly what I needed. Worth every penny to get actual official guidance rather than stressing about potentially doing it wrong.

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8 Wait, I don't get it. I thought the IRS phone line was free? How does this service work and why would I pay for something the government offers?

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19 This sounds fishy to me. The IRS is notoriously impossible to reach by phone, especially during tax season. I've tried calling multiple times and always gave up after being on hold for hours. You're telling me this service somehow gets you through quickly?

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14 The IRS phone line is definitely free, but the problem is actually getting through to a human. The IRS receives millions of calls, especially during tax season, and most people can't get through or have to wait on hold for hours. Claimyr basically waits on hold for you and calls you when an agent is about to pick up. I was skeptical too! I had tried calling the IRS three separate times, waiting over an hour each time before giving up. I figured I'd try this service as a last resort, and I was really surprised when they texted me 18 minutes later saying an agent was about to pick up. They connected me directly to the IRS agent who helped answer all my contractor questions. It's just a way to avoid the ridiculous wait times - the actual conversation with the IRS is between you and them.

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19 I have to admit I was wrong about Claimyr. After my skeptical comment, I decided to try it anyway since I had urgent questions about some 1099 filing deadlines for my business. The service actually worked exactly as described. I got a text about 25 minutes after signing up saying they had an IRS agent on the line, and I was connected immediately. The agent helped clarify my Fiverr/contractor questions and also helped me understand some quarterly filing requirements I was completely missing. Saved me hours of hold time and potentially missing important deadlines. For anyone running a business with tax questions, it's definitely worth using rather than playing the IRS hold time lottery.

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22 Just a pro tip from someone who's been doing this a while - take screenshots of all your Fiverr receipts and keep them in a dedicated folder. The IRS has been increasingly interested in gig economy stuff, and having those records easily accessible has saved me during an audit. Also, you might want to look into if your state has different requirements than federal. Some states have lower thresholds for 1099 reporting than the $600 federal one. I got caught by this in Washington a couple years back.

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1 Thanks for the tip about the screenshots! Does it matter if I save them digitally or should I print them out? And I hadn't even thought about state requirements being different. I'm in California - anyone know if they have different rules?

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22 Digital records are fine as long as they're organized and accessible if you ever need them. I keep mine in a cloud folder organized by year and vendor just to be safe. California generally follows the federal $600 threshold for 1099-NEC reporting. However, if you're registered with the CA Employment Development Department, they have some specific reporting requirements. The main thing in California is making sure you're properly distinguishing between contractors and employees - they're pretty strict about worker classification with their AB5 law.

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3 Has anyone used the built-in expense tracking in QuickBooks Self-Employed for managing Fiverr purchases? I'm trying to decide if it's worth switching from my current spreadsheet method.

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10 I use QuickBooks Self-Employed and it's been pretty good for tracking all my freelancer expenses. It connects to your bank/credit card and automatically categorizes most transactions. The nice thing is you can tag Fiverr expenses as "contractor payments via platform" so it's clear they don't need 1099s at tax time.

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