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Lucy Taylor

Can I write off phone bills, Uber rides, and work attire as a 1099 contractor for gig apps?

I worked for a gig app called JobFlex last year where I picked up catering gigs and server/busser shifts at various hotels and restaurants. I made around $36k total for the year. Now I'm doing my taxes and it shows I owe about $7k in federal taxes which is freaking me out. I'm trying to figure out what deductions I can claim since I was 1099. Can I write off my monthly cell phone bill? I literally couldn't book shifts without my phone. What about the Uber rides I took to get to some jobs when public transportation wasn't available? Also, I had to buy specific black pants, shirts, and shoes for these gigs - are those deductible? Some other gig workers told me they deduct all of these things, and one person even mentioned deducting makeup since they have to look presentable. But other friends say I can't write these off. What can I legitimately claim as business expenses on my 1099 income? I'm desperate to reduce what I owe!

Connor Murphy

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Yes, you can deduct legitimate business expenses as a 1099 contractor! Since you're technically self-employed, you'll report your income and expenses on Schedule C. For your cell phone, you can deduct the business portion. If you use your phone 60% for work and 40% for personal, you can deduct 60% of the costs. Keep records showing how you calculated this percentage. Transportation to job sites is generally deductible, but with some caveats. Commuting from home to a regular workplace typically isn't deductible, but traveling between different job sites during your workday is. For Uber rides specifically to jobs, keep detailed records of when, where, and why. Work attire is deductible only if it's required for work AND not suitable for everyday wear. Generic black pants and shirts that can be worn elsewhere usually don't qualify. However, if you had to purchase specific uniforms or specialized clothing that you wouldn't otherwise wear, those might qualify. Keep detailed records of everything - receipts, how each expense relates to your work, and the business purpose. Documentation is essential if you're ever audited!

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KhalilStar

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Thanks for the info, but I'm confused about the clothing part. The restaurants specifically required black pants, black non-slip shoes, and white button-up shirts. I wouldn't wear these combos otherwise, but technically I COULD wear them elsewhere. Does that still not count? Also, what about dry cleaning these clothes?

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Connor Murphy

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The key test for clothing is whether it's suitable for general wear outside of work. Even though you purchased these items specifically for work, because black pants, white shirts, and even non-slip shoes can be worn in everyday settings, the IRS generally doesn't consider them deductible. They view these as regular clothing that happens to meet your work requirements. Dry cleaning would follow the same rule - if the clothing itself isn't deductible, then the cleaning of that clothing wouldn't be either. However, if you had clothing with company logos or specialized uniforms that you couldn't reasonably wear elsewhere, both the clothing and its maintenance would be deductible.

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After struggling with similar gig work deductions last year, I discovered taxr.ai (https://taxr.ai) and it was super helpful for my situation. I was also doing app-based contract work and wasn't sure what I could legally write off. The tool analyzed my expenses and clearly showed what percentage of my phone bill was deductible, which transportation costs qualified, and even helped me understand the clothing deduction rules (which are trickier than they seem). It also helped me identify deductions I hadn't even thought about - like a portion of my home internet since I used it to coordinate jobs and communicate with clients. What I liked is that it explained WHY certain things were deductible and others weren't, so I felt confident I wasn't missing deductions but also wasn't claiming anything that would raise red flags.

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Kaiya Rivera

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Does it actually tell you what percentage of your phone bill you can deduct? I've been claiming 50% but honestly I have no idea if that's right. My tax person last year just guessed.

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I'm skeptical about these tax tools. How does it know the difference between my personal and business use? Seems like it would just be guessing like everyone else.

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It asks you a series of questions about how you use your phone for work - like what apps you need, how often you're using it to communicate with clients or book jobs, whether you have a separate phone for personal use, etc. Then it suggests a reasonable percentage based on your usage patterns. You can adjust it if needed, but it gives you a defensible starting point rather than just pulling a number out of thin air. For your question about personal vs. business use, it works by having you walk through your actual usage patterns. It doesn't magically know, but it guides you through a logical analysis of your usage so you can make an accurate determination. Much better than guessing or using arbitrary percentages without documentation.

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Just wanted to follow up - I tried taxr.ai after being skeptical. It actually asked really specific questions about my gig work that made me realize I'd been OVER-deducting some things (risky) and UNDER-deducting others (leaving money on the table). It helped me properly document my mileage between gig locations (deductible) vs. just going to my first job (not deductible). I also learned I could partially deduct my phone based on my business use percentage, but needed to track it better. The best part was it gave me a clear explanation for each deduction that I could keep with my tax records in case of an audit. I ended up saving about $1,800 more than I would have otherwise, all with proper documentation. Definitely worth checking out for anyone doing 1099 work.

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Noah Irving

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If you're having trouble figuring out your deductions and want to talk to an actual IRS agent about it (nearly impossible usually), try Claimyr (https://claimyr.com). They have this system that gets you through to an IRS representative usually within 15 minutes instead of waiting on hold for hours. Check out how it works here: https://youtu.be/_kiP6q8DX5c I was confused about deductions for my gig work too and was worried about getting audited. I wanted official answers straight from the IRS but could never get through on their helpline. After trying for days, I used Claimyr and actually spoke to someone who confirmed exactly what I could deduct. They even noted my account that I had called to clarify these specific deductions, which gives me some peace of mind.

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Vanessa Chang

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How does this actually work? Do they have some secret IRS number or something? I've tried calling the IRS multiple times and always get stuck on hold forever or disconnected.

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Madison King

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I don't believe this at all. There's no way to "skip the line" with the IRS. This sounds like a scam to get desperate people's money during tax season.

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Noah Irving

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It's not a secret number - they use their system to navigate the IRS phone tree and wait on hold for you. When they get a representative, they connect you. It's basically like having someone else do the waiting for you, then they call you when they've got an agent on the line. This isn't about skipping any lines - everyone still waits the same amount of time in the queue. The difference is YOU don't have to be the one sitting there with your phone on speaker for hours. Their system handles the waiting, and then brings you in only when there's actually a human ready to talk. It's completely legitimate - they're just solving the hold time problem.

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Madison King

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I need to eat my words on Claimyr. After posting my skeptical comment, I was still desperate to talk to the IRS about my 1099 deductions and decided to try it as a last resort. I was SHOCKED when they actually called me back in about 20 minutes with an IRS agent on the line. The agent walked me through exactly what I could deduct for my gig work - confirmed that I can deduct the business percentage of my phone (with documentation), transportation between work sites (but not from home to first job), and that my "uniform" wasn't deductible since it could be worn elsewhere. The agent also told me I could deduct a portion of my internet costs since I needed it to get gigs and communicate with clients, which I hadn't even considered. Having this direct confirmation from the IRS saved me from making mistakes that could have triggered an audit.

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Julian Paolo

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Don't forget about the Qualified Business Income Deduction (Section 199A) which can give you a deduction of up to 20% of your qualified business income! This is separate from your business expenses on Schedule C and can really help reduce your tax bill as a 1099 worker. Also, make sure you're tracking and deducting your self-employment tax payments. You can deduct 50% of your self-employment tax on your 1040, which helps offset some of the extra tax burden from being self-employed.

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Ella Knight

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Wait, is the 20% QBI deduction automatic or do I have to calculate something? I do gig work too and never heard of this!

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Julian Paolo

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It's not completely automatic - you need to calculate it, but it's not overly complicated for most gig workers. Basically, if your taxable income is below $170,050 for single filers or $340,100 for joint filers (2023 numbers), you can generally take a deduction equal to 20% of your qualified business income. Your qualified business income is essentially your net profit from Schedule C - your 1099 income minus your business expenses. The calculation gets more complex if you're above those income thresholds or in certain service businesses, but for most gig workers it's straightforward. Definitely worth looking into as it can significantly reduce your taxable income!

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You might also want to look into setting up a SEP IRA or Solo 401(k) for retirement. As a 1099 contractor, you're eligible for these self-employed retirement accounts which let you put away WAY more than regular IRAs. This won't help with last year's taxes, but could significantly reduce your tax bill going forward. With a Solo 401(k), you can contribute up to $22,500 as an "employee" for 2023 PLUS an additional 25% of your net self-employment earnings as the "employer" (up to combined limits). These contributions are tax-deductible and reduce your taxable income.

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Is it worth setting this up if I only made like $36k from gig work? Seems complicated for a small amount.

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Yara Nassar

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Actually, yes! Even at $36k, a Solo 401(k) could be worth it. You could potentially contribute around $9,000 (25% of net earnings after self-employment tax adjustments) which would save you roughly $1,000-2,000 in taxes depending on your bracket. The setup isn't that complicated - many brokerages like Fidelity, Schwab, or Vanguard offer them with minimal paperwork. You have until your tax filing deadline (including extensions) to set it up and make contributions for the previous tax year. So you could still potentially reduce your 2023 tax bill if you act quickly! Just make sure you have enough cash flow since retirement contributions tie up your money until age 59.5 (with some exceptions).

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