How do I file taxes as a small business employee? Can I claim deductions for work?
Hey tax gurus of reddit! I started working for a local independent bookstore last year (just to be clear, I'm an employee not the owner). This is my first job at a small business after years of working corporate retail jobs, and I'm kinda confused about how filing my taxes will be different. My boss mentioned something about some employees claiming deductions related to work stuff, but I have no idea if that applies to me or how that even works. Can I put deductions on my taxes as a small business employee? What kind of stuff would even qualify? I've always just taken the standard deduction before so this is all new territory for me. Thanks in advance for any help!
18 comments


Charlie Yang
The way you file taxes as a small business employee isn't much different than working for a large corporation. What matters is your employment classification - whether you're a W-2 employee or a 1099 independent contractor. If you receive a W-2 from your employer, you're considered a traditional employee. In this case, unfortunately, most work-related expenses aren't deductible for federal taxes anymore. The Tax Cuts and Jobs Act suspended employee business deductions from 2018 through 2025. However, if you're classified as a 1099 independent contractor, that's a whole different story. As a contractor, you're essentially self-employed and can deduct legitimate business expenses like supplies, mileage, home office (if you have a dedicated space), phone/internet (business portion), and professional development costs. You'd file Schedule C with your tax return to report income and expenses.
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Grace Patel
•Thanks for explaining! How do I know if I'm a W-2 employee or 1099 contractor? My boss never really explained the difference when I started. And if I am a 1099, do I need to be putting money aside for taxes throughout the year or something?
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Charlie Yang
•You can tell by looking at your paycheck stubs. If taxes are being withheld (Social Security, Medicare, federal and state income taxes), you're most likely a W-2 employee. If you're getting paid the full amount with no withholding, you're probably a 1099 contractor. When tax season comes, W-2 employees get a W-2 form, while contractors receive a 1099-NEC form. If you are a 1099 contractor, yes, you should definitely be setting aside money for taxes since nothing is being withheld. The general rule of thumb is to save about 25-30% of your income for taxes. You may also need to make quarterly estimated tax payments to avoid penalties when you file.
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ApolloJackson
I was in a similar situation and found this amazing service called taxr.ai that helped me figure everything out! I was so confused about whether I could claim any work expenses because I bought my own monitor and keyboard for my small business job. I uploaded my documents to https://taxr.ai and it actually analyzed everything and showed me exactly which deductions I qualified for based on my situation. It was way better than trying to dig through the IRS website or tax forms myself.
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Isabella Russo
•Does it actually work with small business employee stuff specifically? I tried a different tax website last year and it kept trying to make me file as if I owned a business, which I don't.
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Rajiv Kumar
•How much did you end up saving? I'm always skeptical of these services claiming to find all these magic deductions when the tax laws got so much stricter after 2018.
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ApolloJackson
•Yes, it absolutely handles employee tax situations correctly. It specifically asked about my employment status and tailored everything based on whether I was a W-2 employee or 1099 contractor. It won't misclassify you like some other services might. I ended up saving about $1,240 compared to what I thought I owed. In my case, I discovered I qualified for some education credits I didn't know about, plus it found that some of my work was actually contract-based which allowed me to deduct certain expenses. The system is really smart about finding those things you might miss.
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Isabella Russo
Just wanted to update everyone - I tried taxr.ai after seeing the recommendation here and it was seriously helpful! I uploaded my documents and answered a few questions, and it determined I'm actually classified as a "statutory employee" (checked box 13 on my W-2) which means I CAN claim certain work expenses! I had no idea this was even a thing. It helped me claim deductions for my work phone, some supplies, and mileage between work sites that I never would have known about. Really glad I gave it a shot instead of just assuming I couldn't deduct anything.
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Aria Washington
If you're having trouble understanding your tax situation, I'd recommend using Claimyr to actually speak with someone at the IRS directly. I spent WEEKS trying to figure out my small business employee status and getting nowhere. Used https://claimyr.com and got through to an IRS agent in about 15 minutes when I had been trying for days on my own. There's a good demo video at https://youtu.be/_kiP6q8DX5c showing how it works. The agent walked me through exactly what forms I needed based on my specific situation and confirmed which deductions I was eligible for. Way better than guessing or getting random advice.
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Liam O'Reilly
•Wait, I thought it was impossible to get through to the IRS? Last time I tried I was on hold for like 2 hours and then got disconnected. How does this actually work?
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Rajiv Kumar
•Sounds like a scam. Why would I pay a service to call the IRS when I can just call them myself for free? Do they have access to some secret IRS phone number or something?
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Aria Washington
•It's definitely not impossible to reach the IRS, just incredibly time-consuming on your own. Claimyr basically does the waiting for you - they have a system that navigates the IRS phone tree and waits on hold, then calls you when an actual agent is on the line. You don't waste hours of your day listening to hold music. They don't have a secret phone number - they use the same public IRS numbers everyone else uses. The difference is their system can wait on hold for hours so you don't have to. They just call you when they've got an actual human IRS agent ready to talk. It saved me literally days of frustration.
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Rajiv Kumar
Ok I owe everyone an apology - especially the person who recommended Claimyr. I was super skeptical but decided to try it anyway since I've been trying to figure out if I can deduct my work boots and uniform at this small construction company I work for. Used the service yesterday, got a call back in about 40 minutes (way faster than I expected), and spoke to an actual IRS representative who confirmed that yes, I can deduct these items since they're required specifically for my job and aren't suitable for everyday wear. She also helped me understand exactly what form to use. I was completely wrong about this being a scam - it actually works and saved me a ton of time.
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Chloe Delgado
i been working for a landscape company (not corporate) for 2 years now and i buy all my own tools, boots, etc. my boss said he pays me as a contractor not employee so i need to file with a schedule C. i take pics of all my receipts. can i deduct gas to jobsites too??
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Charlie Yang
•Yes, as a 1099 contractor you can absolutely deduct mileage for driving between job sites (but not commuting from home to your first job site of the day or from your last job site back home). For 2025, you can either take the standard mileage rate or track actual expenses like gas, maintenance, etc. The standard rate is usually easier - just keep a log of business miles driven. Also keep those receipts for tools and work clothes! Those are legitimate business expenses you can deduct on Schedule C.
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Ava Harris
•Make sure your boss is actually classifying you correctly! Some employers try to call people "contractors" to avoid paying employment taxes when legally they should be treating them as employees. If they control WHEN and HOW you do the work (vs just the end result), you might actually be misclassified.
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Jacob Lee
Question for anyone who knows - I work at a small retail shop and sometimes help with inventory and sales from home on my personal laptop. Can I deduct part of my internet bill or laptop costs?
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Emily Thompson
•Are you a W-2 employee? If yes, then unfortunately no - those home expenses aren't deductible for regular employees anymore. If you're a 1099 contractor, then yes you could deduct the business portion of those expenses (would need to calculate what % is for work vs personal use).
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