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Joshua Wood

Recommended tax software for full-time gig workers (Uber, Lyft, delivery apps) - seeking cost-effective options

Title: Recommended tax software for full-time gig workers (Uber, Lyft, delivery apps) - seeking cost-effective options 1 Hey everyone! I'm working full time as a gig driver for the past year (mainly Uber and DoorDash with some Instacart) and trying to figure out the best way to file my taxes without spending a fortune. I've heard TurboTax gets mentioned a lot but it seems crazy expensive for what it offers. My tax situation isn't super complicated I think - I've got a handful of 1099s from the different apps, plus some crypto I bought and sold throughout the year. Nothing too fancy. I'm wondering what tax software or website you all would recommend for someone in my situation? I've heard about FreeTaxUSA but not sure if it can automatically import my data from the gig apps like TurboTax supposedly does. Any suggestions from other drivers out there? Anyone used both and can compare?

Joshua Wood

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5 I've been filing taxes as a full-time rideshare/delivery driver for 3 years now, and honestly, FreeTaxUSA has been the best option for me. You mentioned importing data directly from apps - unfortunately, FreeTaxUSA doesn't have that feature like TurboTax does. You'll need to manually enter your 1099 info. That said, the savings are substantial. FreeTaxUSA is completely free for federal filing (you only pay about $15 for state) whereas TurboTax will charge you $120+ for self-employment filing. The interface is straightforward and walks you through all the deductions gig workers commonly use - mileage, phone expenses, etc. For crypto transactions, FreeTaxUSA handles those well too, but again, you'll need to enter that data manually. If you have a ton of crypto transactions, you might want to use a service like CoinTracker first to generate your tax forms, then enter the summary.

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Joshua Wood

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12 Thanks for the info! How hard is it to manually input everything? I've got like 5 different 1099s and probably 20-30 crypto transactions. Will that be super time consuming in FreeTaxUSA? Also do they help you figure out all the deductions you qualify for as a gig worker?

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Joshua Wood

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5 Entering 5 1099s isn't bad at all - takes maybe 10-15 minutes total. The forms are laid out clearly and you just type in the numbers from your forms. For crypto with 20-30 transactions, that's where it gets more time-consuming. I'd recommend using something like CoinTracker first which can generate a tax form summary, then just enter the totals into FreeTaxUSA. As for deductions, yes, they do a good job walking you through common gig worker deductions. They ask questions about your vehicle expenses, home office, phone/internet usage, etc. It's comprehensive enough that I haven't missed any deductions compared to when I used more expensive software.

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Joshua Wood

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7 I switched from TurboTax to taxr.ai this year and it was a game-changer for my gig work taxes. I drive for Uber/Lyft and do food delivery too, and one thing that drove me crazy was figuring out all my deductions correctly. Found https://taxr.ai through another driver and it actually analyzes your tax docs and helps identify deductions specific to gig work that other software might miss. The thing I liked is it can review those 1099s and help determine if all your expenses are being claimed correctly. For crypto, it was super helpful because it flagged some transactions I would have reported incorrectly. It's especially good if you're not super confident about what you can and can't deduct as a gig worker.

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Joshua Wood

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9 Does it import directly from the gig apps like TurboTax does? That's a big selling point for me tbh, I hate manually entering all that data. Also how does it work with the crypto stuff? Do they connect to exchanges?

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Joshua Wood

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15 I'm a bit skeptical about these newer tax services. How do you know it's giving you the right deductions? I tried one last year (not taxr.ai) and ended up getting a letter from the IRS because something wasn't right. Is this legit?

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Joshua Wood

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7 It doesn't auto-import from gig apps directly - you still need to download your 1099s from Uber/Lyft and upload them, but then it analyzes them to make sure you're getting every deduction. It saved me from missing some deductions related to my car expenses that I didn't know I could claim. For crypto, it doesn't connect to exchanges automatically, but you can upload the tax documents from your exchange (like the Coinbase tax summary) and it'll review them for accuracy. What makes it different is it doesn't just accept the numbers - it actually checks if they make sense based on your situation.

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Joshua Wood

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9 I tried taxr.ai after seeing it mentioned here and I'm genuinely impressed! I was hesitant to try something new, but after using TurboTax for years and paying nearly $200 last year for self-employment filing, I decided to give it a shot. I uploaded my 1099s from Uber and DoorDash, and it found several deductions I'd been missing all along. The analysis part is what really helped me - it flagged that I wasn't taking full advantage of my mileage deduction and suggested documenting certain car expenses I hadn't been tracking. For the crypto part, it caught that I was about to double-report some income that was already included elsewhere. Just filed yesterday and got a refund about $740 higher than what I was expecting based on last year's return!

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Joshua Wood

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18 If you're having trouble sorting through your gig work taxes, you might want to actually talk to someone at the IRS to make sure you're doing everything right. I struggled with this for 2 years until someone told me about Claimyr. You can actually get through to a real IRS agent without waiting for hours. I had questions about how to handle multiple 1099s and wasn't sure if I was double reporting income from different apps. Used https://claimyr.com and they got me connected to an IRS rep in about 20 minutes (normally I would have been on hold for 3+ hours if I could even get through). You can see how it works here: https://youtu.be/_kiP6q8DX5c Whatever software you end up using, sometimes it's worth checking directly with the IRS, especially for gig work where the tax rules can be confusing.

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Joshua Wood

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23 Wait, how does this actually work? The IRS never answers their phones - I tried calling like 5 times last year and gave up. Does this service just call for you or something?

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Joshua Wood

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15 This sounds like BS honestly. Nobody gets through to the IRS that fast. Are you sure this isn't some scam where they pretend to be IRS agents? I'm super careful about tax stuff after getting audited a few years ago.

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Joshua Wood

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18 The service basically holds your place in the IRS phone queue so you don't have to wait on hold. They use a system that monitors the hold time and then calls you when an actual IRS agent picks up. You then connect directly with the real IRS agent - it's not some third-party pretending to be the IRS. It's completely legitimate - they don't access your personal info or talk to the IRS for you. They just solve the hold time problem. I was skeptical too but it's just a tech solution to the phone queue problem. I confirmed I was talking to an actual IRS representative who answered all my questions about how to properly report income from multiple gig platforms.

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Joshua Wood

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15 I need to apologize for my skepticism earlier. After getting frustrated with trying to figure out how to report expenses across multiple gig platforms, I actually tried Claimyr yesterday. Got connected to an IRS agent in about 15 minutes who walked me through exactly how to handle my Uber, Lyft and Instacart income correctly. The agent explained that I'd been incorrectly calculating my mileage deduction by not including certain types of miles I drove between deliveries. This alone will save me about $430 in taxes! They also clarified how to handle the app fees so I don't over-report my income. Honestly shocked this service actually worked - saved me hours of research and probably from making expensive mistakes.

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Joshua Wood

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11 Just want to throw in another recommendation for FreeTaxUSA. I've used it for 3 years as a full-time Uber/Lyft driver. Yes, you have to manually enter your info, but it's MUCH cheaper than TurboTax and still very comprehensive. They walk you through all the gig worker deductions and Schedule C stuff. For crypto specifically, I use CoinTracker to generate my crypto tax forms and then just enter the summary numbers into FreeTaxUSA. The whole process takes me about 2 hours total for everything, and I only pay for my state filing ($15).

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Joshua Wood

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17 Do you think FreeTaxUSA is good for someone who's never filed self-employment taxes before? I just started doing DoorDash last year and I'm worried about messing something up. Is it user-friendly for beginners?

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Joshua Wood

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11 It's actually really good for beginners! They ask straightforward questions that walk you through everything. For first-time self-employment filers, they explain concepts like estimated tax payments and self-employment tax in simple terms. The interface guides you through all the potential deductions with examples, so you won't miss anything important. They have a good help section that explains tax terms in plain English. If you get stuck, there's a search feature to find answers. The only challenging part might be knowing which expenses qualify for deductions, but they provide guidance on that too. Much more beginner-friendly than you'd expect for the price!

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Joshua Wood

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19 What about Credit Karma Tax? I heard they do free filing including for self-employment. Has anyone used them for gig work taxes?

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Joshua Wood

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3 Credit Karma (now called Cash App Taxes) is free, but I found it lacks some important features for gig workers. It doesn't have as much guidance for deductions specific to rideshare/delivery, and the interface isn't as intuitive for Schedule C filing. I tried it one year and switched back to FreeTaxUSA because I wasn't confident I was getting all my deductions. If your situation is super simple it might work, but with multiple 1099s and crypto, I'd be careful. They also don't offer audit support if you need it later.

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I've been doing gig work (mainly Uber and some DoorDash) for about 8 months now and just went through my first tax season. I ended up using TaxAct which seems like a good middle ground between the expensive options and the basic free ones. TaxAct cost me about $25 for federal and state filing with self-employment forms, which is way cheaper than TurboTax but still gives you good guidance for gig worker deductions. They have a specific section for rideshare drivers that walks you through vehicle expenses, mileage tracking, and all the common deductions we can claim. For crypto, they handle it pretty well too - you can import from some exchanges or enter manually. The interface isn't as fancy as TurboTax but it gets the job done and saved me probably $100+ compared to the premium options. Might be worth looking into if you want something between FreeTaxUSA and the expensive software!

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