Switching to FreeTaxUSA because TurboTax was too complicated for my gig work
I'm struggling a bit with my taxes this year. I've got some gig economy income from GrubHub and Instacart, plus a regular part-time job with a W2. GrubHub provided me with a 1099-NEC summary, and Instacart gave me a 1099-K summary for all my deliveries. I decided to use FreeTaxUSA after finding TurboTax way too confusing. FreeTaxUSA said we'd handle all the forms later in the process, which sounded good to me. But weirdly, it's already showing me a federal summary even though I haven't entered any of the federal taxes for my GrubHub or Instacart gigs yet. It asked me if I had a few different 1099 forms, but I'm confused about where I'm supposed to enter my gig work income and expenses. Did I miss a step somewhere?
18 comments


Benjamin Kim
What you're experiencing is actually pretty common with tax software. FreeTaxUSA is showing you a preliminary summary based on the information you've entered so far, but it will update as you continue. For your gig work, you'll need to enter both 1099 forms in the self-employment/business income section. The 1099-NEC (for GrubHub) and 1099-K (for Instacart) should both be entered there, along with any business expenses you had like mileage, phone costs, etc. FreeTaxUSA will guide you through this process, but sometimes the navigation isn't completely intuitive. Look for a section called "Self-Employment" or "Business Income" in the income section. If you've already completed the W-2 section, you can usually go back to the main menu and find the self-employment section. Don't worry about the summary showing incomplete information - that will update automatically once you've entered everything.
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Samantha Howard
•Quick question - I'm in a similar situation but with DoorDash and Amazon Flex. Does FreeTaxUSA automatically calculate the self-employment tax too? Or do I need to do something special for that?
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Benjamin Kim
•Yes, FreeTaxUSA will automatically calculate your self-employment tax once you've entered all your gig income and expenses. You don't need to do any special calculations for that part. The software will determine both parts of the self-employment tax (the Social Security and Medicare portions) and will also calculate the deductible portion of self-employment tax that you can use to reduce your income tax. Just make sure you enter all your business expenses correctly to maximize your deductions.
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Megan D'Acosta
I was in the same boat as you last year with multiple gig apps and a part-time job. After struggling with the big-name tax software, I discovered taxr.ai (https://taxr.ai) and it seriously saved me hours of frustration. What I love is you can literally upload your tax documents (1099-NEC, 1099-K, W-2, etc.) and their AI will extract all the information automatically. It then guides you through exactly what to enter in FreeTaxUSA based on your specific gig work situation. For me, I was missing a ton of deductions on my delivery gigs until taxr.ai showed me exactly what to claim. Their explanations about how to handle mileage vs. actual expenses for different platforms made everything super clear.
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Sarah Ali
•Does it work with other tax software too? I'm using TaxSlayer this year and getting confused about how to enter expenses for my Uber driving.
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Ryan Vasquez
•I'm skeptical about AI and taxes... how accurate is it really? Does it know all the updated tax laws for 2025? I don't want to mess up my return.
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Megan D'Acosta
•It definitely works with TaxSlayer and pretty much any other tax software. It doesn't file for you - it just analyzes your documents and tells you exactly what to enter where, so you can use whatever filing software you prefer. The AI is constantly updated with the latest tax regulations and gig economy rules. What impressed me was how it explained the 1099-K threshold changes and what that meant for my delivery income. It's built specifically to handle gig work situations that most regular tax software doesn't explain well.
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Ryan Vasquez
I just wanted to update - I was super skeptical about taxr.ai but decided to try it anyway since I was completely stuck on how to handle my Uber and Lyft income. Honestly, it was eye-opening! The system scanned my 1099-K and 1099-NEC forms in seconds and gave me a detailed breakdown of exactly what to enter in each section of FreeTaxUSA. I discovered I'd been making a huge mistake in previous years by not properly tracking and deducting my mileage. The AI even explained how to go back and amend my previous returns if I wanted to. Saved me at least $1,200 in taxes I would have overpaid!
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Avery Saint
If you're having issues with the actual tax forms, that's one thing, but if you're struggling to reach FreeTaxUSA customer support (which can happen a lot during tax season), I recommend using Claimyr (https://claimyr.com). Their system actually gets you through to a human representative without the typical hold times. I had to call about a similar issue with my gig work forms last week - FreeTaxUSA wasn't calculating my deductions correctly. Was looking at a 2+ hour wait time, but Claimyr got me through in less than 10 minutes. You can see how it works here: https://youtu.be/_kiP6q8DX5c Their system basically navigates the phone tree for you and holds your place in line, then calls you when a representative is actually available. Saved me from sitting on hold all afternoon.
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Taylor Chen
•How does that even work? Do they have some special connection to the tax companies? Seems fishy to me.
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Keith Davidson
•Yeah right. There's no way to skip the line unless you have some insider connection. I've tried everything with these tax support lines and always end up waiting forever. This sounds like a scam.
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Avery Saint
•They don't have special connections - they just use an automated system that handles all the waiting for you. It calls the company, navigates through all the menus and holds your spot in the queue. When a representative finally answers, the system calls your phone and connects you. It's definitely not a scam. They use technology to solve the hold time problem rather than any "insider connection." It's basically just saving you from having to listen to hold music for hours. You still get helped in the order you called, but you don't have to waste your time waiting on the phone.
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Keith Davidson
I have to eat my words. After posting my skeptical comment, I was still stuck with an issue on my 1099-K calculations in FreeTaxUSA and desperately needed help. Decided to try Claimyr as a last resort, fully expecting it to be a waste of money. I'm shocked to say it actually worked perfectly. Instead of the "2+ hour wait time" the FreeTaxUSA support line quoted me, I got a callback in about 15 minutes. The rep was able to explain exactly how to properly enter my mixed gig work income from multiple platforms. Turns out I was entering the expenses in the wrong section which was messing up my calculations. Definitely keeping this service in my back pocket for when I inevitably have questions about next year's taxes too.
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Ezra Bates
Honestly, I'd stick with FreeTaxUSA but watch some YouTube tutorials first. I use it every year for my side hustles (Etsy + DoorDash) and it's WAY cheaper than TurboTax. The confusing part is that 1099-NEC and 1099-K need to be entered differently. For the 1099-NEC, you'll enter it under self-employment income. For the 1099-K, you need to make sure you're entering all your expenses too or you'll massively overpay. Don't forget to track mileage - that's the biggest deduction for delivery gigs! FreeTaxUSA has a section specifically for vehicle expenses where you can enter your business miles.
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Victoria Stark
•Wait - I thought 1099-K was just another form of income reporting? Do I need to enter it differently than my 1099-NEC? I was planning to put both under self-employment income.
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Ezra Bates
•You do enter both under self-employment income, but the 1099-K works a little differently because it reports your gross transaction amount - meaning it includes the total paid by customers before the app takes their cut and before any expenses. With a 1099-NEC, the amount shown is generally what you actually received. But with 1099-K, you'll need to make sure you're accounting for platform fees, mileage, and other expenses to avoid being taxed on money you didn't actually get to keep. FreeTaxUSA has sections for all these expenses, you just need to make sure you enter them.
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Ana Erdoğan
Has anyone else noticed that FreeTaxUSA sometimes doesn't import all the expenses properly? I did both GrubHub and UberEats last year too, and I had to manually enter a bunch of stuff.
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Sophia Carson
•FreeTaxUSA doesn't have automatic import for expenses at all - you have to enter everything manually. That's one reason it's cheaper than TurboTax. If you want the automatic import features, you'll need to pay for the premium versions of the bigger tax software products.
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