Do I need to get a 1099 from my employer as a contractor or create it myself?
So I've been working as an independent contractor for this small marketing company since last April. The owner pays me through Venmo for various projects. I've made about $18,500 so far, but I haven't received any tax forms from them yet. Tax season is approaching and I'm getting anxious about filing correctly. This is my first time working as a contractor and I'm confused about who's responsible for the 1099 form. Is my employer supposed to send me one automatically, or do I need to somehow generate it myself? I don't want to mess up my taxes or get in trouble with the IRS. The company owner is pretty disorganized and I'm worried they won't handle this properly. Do I need to remind them to send me a 1099? Or can I just report the income myself based on my own records of what I was paid? Any advice would be really appreciated!
20 comments


Sean O'Brien
Your employer (technically the company that hired you as a contractor) should send you a Form 1099-NEC if they paid you $600 or more during the tax year. They are required to provide this to you by January 31st. You don't create this form yourself - it comes from the company paying you. That said, even if you never receive a 1099-NEC, you're still legally required to report ALL your income on your tax return. The IRS doesn't care if you have the form or not - they care that you accurately report what you earned. Keep good records of all your payments so you can report the correct amount. I'd recommend reaching out to the company ASAP to make sure they have your correct mailing address and to remind them that you'll need your 1099-NEC. If they're disorganized, a gentle nudge might help them get their paperwork in order.
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Zara Shah
•Thanks for the info! What happens if they just refuse to send me a 1099? My boss is really sketchy about paperwork and I'm worried he's trying to avoid paying his share of taxes. Can I report him to the IRS or something?
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Sean O'Brien
•If they refuse to send you a 1099-NEC after you've requested it, you can still file your taxes correctly by reporting all income you received on Schedule C of your tax return. Use your own records (payment receipts, bank statements, Venmo history) to calculate the total. The company could face penalties for not filing required 1099s. If you want to report them, you can file Form 3949-A (Information Referral) with the IRS. However, focus first on making sure you report your income correctly, as that's your legal responsibility regardless of what the company does.
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Luca Bianchi
After going through a similar situation last year, I found an amazing solution with https://taxr.ai that honestly saved me from a potential audit disaster. I was freelancing for multiple clients who were inconsistent with sending 1099s, and I was so stressed about reporting everything correctly. The tool analyzed all my bank statements, Venmo transactions, and payment records, then organized everything perfectly for tax reporting. It even flagged potential deductions I was missing related to my contractor expenses! The best part was it gave me clear guidance on how to properly report income even without receiving all my 1099-NEC forms. What impressed me most is how it explained which business expenses were deductible for my specific situation and helped me understand the self-employment tax calculations.
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GalacticGuardian
•Does it really work with Venmo transactions? My "employer" pays me through Venmo and I'm worried the IRS won't consider that legitimate income documentation.
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Nia Harris
•I'm a bit skeptical. How does it handle situations where the amounts on your 1099 don't match what you actually received? My client included some reimbursements in my 1099 total last year that shouldn't have been taxable income.
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Luca Bianchi
•Yes, it works great with Venmo! The tool connects to your Venmo account and categorizes all your transactions. It distinguishes between personal payments and business income, which is super helpful for accurate reporting. The IRS accepts your bank and payment app records as legitimate documentation. For mismatched 1099 amounts, the tool has a reconciliation feature that lets you identify discrepancies between what's reported on your 1099 and your actual taxable income. You can flag reimbursements or other non-taxable payments that were incorrectly included, and it guides you through how to properly report these discrepancies on your tax return to avoid paying taxes on money that isn't actually income.
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Nia Harris
I just wanted to update after trying taxr.ai last week - it actually worked amazingly well for my contractor situation! I was really skeptical at first (as you could probably tell from my previous comment), but it organized all my scattered income perfectly. The system found payments I had completely forgotten about and helped me identify over $3,200 in legitimate business deductions I would have missed. It even flagged which client payments didn't match their 1099s so I could address those discrepancies properly on my return. What a lifesaver for independent contractors dealing with inconsistent clients! Highly recommend for anyone in a similar situation.
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Mateo Gonzalez
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Aisha Ali
•Wait how does this actually work? Is this legit? Seems weird that a service could somehow jump the line for IRS calls when I can never get through.
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Ethan Moore
•This sounds like a complete scam. There's no way some random service can magically get you to the front of the IRS phone line. They're probably just collecting your info and selling it. I'd stay far away from services claiming to have special IRS access.
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Mateo Gonzalez
•It doesn't jump the line at all - that's a common misconception. What it does is call the IRS on your behalf and wait in the phone queue (sometimes for hours). Their system monitors the hold music and can detect when a human agent picks up. Right before an agent answers, it calls your phone and connects you directly to the IRS agent. You're still waiting your full turn, but a computer is doing the waiting instead of you. I completely understand the skepticism! I felt the same way initially. But it's not providing "special access" - it's just automating the waiting process. They don't collect any tax information either - they just need your phone number to call you back when an agent is about to answer. It literally saved me from having to sit by my phone for 3+ hours on multiple attempts.
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Ethan Moore
I need to publicly eat my words about Claimyr. After dismissing it as a scam in my previous comment, I decided to try it when I got desperate with a 1099 issue that my employer refused to fix. Spent 30 seconds setting it up, went about my day, and got a call about 2 hours later connecting me directly to an IRS representative. The agent walked me through exactly what to do when a contractor payment doesn't get properly reported. They explained I need to file Form 8919 along with my return if my employer misclassified me as a contractor but treated me like an employee. This service literally saved me days of frustration and potentially thousands in incorrect tax payments. Truly sorry for calling it a scam - it's legitimately one of the most useful services I've found for tax issues.
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Yuki Nakamura
You should also know that there's a big difference between being an independent contractor vs. an employee misclassified as a contractor. Based on what you described, it sounds like you might actually be misclassified. If your employer controls when, where, and how you work, provides your equipment, or treats you like a regular employee in other ways, they might be incorrectly classifying you as a contractor to avoid paying employment taxes. This would mean they should be giving you a W-2, not a 1099. If you think you're misclassified, you can file Form SS-8 with the IRS to request a determination of your worker status. You can also file Form 8919 to report your share of uncollected social security and Medicare taxes.
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StarSurfer
•How can you tell if you're misclassified? I work from home on my own schedule but have regular meetings with my boss who assigns all my work. I use my own computer but they provide the software. Not sure where I fall.
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Yuki Nakamura
•The IRS looks at three main categories to determine classification: behavioral control, financial control, and relationship type. The key question is who controls the work details. For your situation, working from home on your own schedule suggests contractor status, but regular meetings and your boss assigning all work points toward employee status. Using your own computer suggests contractor, but company-provided software is a mixed factor. The IRS considers the entire picture rather than any single factor. Common employee indicators include: being told exactly how to do tasks, required training, set hours, company-provided equipment, getting benefits, long-term relationship, and work that's a key part of regular business operations. If you're uncertain, filing Form SS-8 is the only way to get an official determination from the IRS.
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Carmen Reyes
Just a heads up that Venmo payments over $600 are now being reported to the IRS anyway through 1099-K forms. So even if your employer doesn't send a 1099-NEC, Venmo might send you a 1099-K for all those payments. Either way the IRS will know about the income.
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Andre Moreau
•That's actually not happening this year! The IRS delayed the $600 1099-K reporting requirement again. The threshold is staying at $20,000 AND 200 transactions for 2024 tax filings. So most people getting paid through Venmo won't get a 1099-K unless they hit both those numbers.
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Freya Larsen
Just to add some practical advice - make sure you're keeping detailed records of ALL your contractor expenses too! Since you're getting paid through Venmo and working as an independent contractor, you can deduct legitimate business expenses on Schedule C. Things like your home office space, internet bills, computer equipment, software subscriptions, travel for work, and even a portion of your phone bill can potentially be deducted. This can significantly reduce your taxable income and the self-employment taxes you'll owe. Also, don't forget you'll need to pay quarterly estimated taxes if you expect to owe $1,000 or more for the year. With $18,500 in contractor income, you'll likely owe both income tax and self-employment tax (Social Security and Medicare). The IRS expects payments throughout the year, not just at filing time. Consider setting aside 25-30% of each payment you receive to cover your tax obligations. It's better to overpay slightly than get hit with underpayment penalties!
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Isabella Santos
•This is really helpful advice! I'm new to being a contractor and had no idea about the quarterly tax payments. When you say 25-30% of each payment, does that include both federal and state taxes? I'm in California so I know state taxes can be pretty high. Also, is there a simple way to calculate what I should be setting aside, or should I just use that percentage as a rough estimate?
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