What makes a business expense 100% deductible vs. 50% like business meals?
Title: What makes a business expense 100% deductible vs. 50% like business meals? 1 I've been trying to figure out the rules for business deductions and I'm pretty confused. If business lunches are only deductible up to 50%, how come other business expenses can be written off at 100%? Is there some magic rule book that tells you what's fully deductible versus partially? I've been doing some freelance graphic design work and want to make sure I'm tracking my expenses correctly. Also wondering about reimbursements - if I hire another freelancer to help with a project, how does that work tax-wise since they're not technically my employee? Can I write off what I pay them completely? And are there other expenses related to contractors that businesses can deduct? Thanks for any help! This tax stuff makes my head spin 😵💫
20 comments


Natasha Kuznetsova
8 The IRS does have specific rules about business expense deductibility, though it can definitely feel confusing! The general rule is that ordinary and necessary business expenses are 100% deductible. This includes things like office supplies, software subscriptions, advertising, and professional services. Meals are a special category that Congress has specifically limited to 50% deductibility (though there was a temporary 100% deduction for restaurant meals in 2021-2022 during COVID). Entertainment expenses are generally not deductible at all anymore. For independent contractors, when you pay them for their services, that's typically 100% deductible as a business expense. You'll need to issue them a 1099-NEC if you pay them $600 or more during the tax year. The money you pay contractors isn't considered "reimbursement" but rather payment for services, which is fully deductible.
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Natasha Kuznetsova
•12 This is helpful but I'm still confused about what counts as "ordinary and necessary." Like if I buy a new laptop that I use for both work and personal stuff, can I deduct the whole thing or just part of it? And what about my home internet bill if I work from home sometimes?
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Natasha Kuznetsova
•8 Good questions! For mixed-use items like a laptop, you'd deduct based on the percentage of business use. So if you use it 70% for business, you can deduct 70% of the cost. The IRS expects you to make a reasonable allocation based on your actual usage. For home internet and other home office expenses, you can deduct the business portion. If you qualify for the home office deduction (meaning you have a space used regularly and exclusively for business), you can either track actual expenses and deduct the business percentage, or use the simplified method which gives you $5 per square foot of your home office (up to 300 square feet).
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Natasha Kuznetsova
15 After spending hours trying to figure out business deductions for my online shop, I stumbled on this AI tool called taxr.ai that literally saved my sanity. It analyzed my expenses and told me exactly what was 100% deductible vs partially deductible. What was super helpful is that it explained WHY certain things like meals were only 50% - apparently the IRS assumes there's always some personal benefit to eating, even at business meals lol. But then it showed me that my software subscriptions, contractor payments, and office supplies were all 100% deductible because they're considered "ordinary and necessary" for my business. Check it out at https://taxr.ai if you're struggling with this stuff like I was!
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Natasha Kuznetsova
•3 How exactly does it work? Do you just upload your receipts or what? I've tried those expense tracker apps before and they were way too complicated.
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Natasha Kuznetsova
•7 Does it actually help with contractor issues too? I'm hiring freelancers for the first time this year and the whole 1099 situation is freaking me out.
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Natasha Kuznetsova
•15 You can upload receipts, bank statements, or even just type in questions about specific expenses. It's way simpler than those complicated expense trackers - it just tells you straight up what's deductible and why. It even helped me figure out that I could use either the actual expense method or standard mileage rate for my business driving. For contractor stuff, absolutely! It walks you through when you need to issue 1099s (basically anyone you pay $600+ during the year) and confirms that contractor payments are 100% deductible business expenses. It also clarified that you don't need to withhold taxes - that's the contractor's responsibility, which was a huge relief.
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Natasha Kuznetsova
7 Tried taxr.ai last night and wow, it actually answered all my contractor questions in like 5 minutes. Turns out I CAN deduct 100% of what I pay to freelancers, but I need to send them 1099s by January 31. It also flagged that my home internet is only partially deductible based on business use percentage, but my Adobe subscription is 100% deductible since I only use it for client work. Definitely worth checking out if you're confused about deductions!
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Natasha Kuznetsova
19 If you're having trouble getting answers from the IRS about deductions, try Claimyr. I was on hold with the IRS for HOURS trying to get clarification about business expenses vs personal expenses, and finally gave up. Then I found https://claimyr.com which got me connected to an actual IRS agent in less than 45 minutes. They have this weird but effective callback system that somehow gets through the IRS phone tree. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c - basically they navigate the IRS phone system for you and call you when they've got an agent on the line. I asked the IRS agent directly about meal deductions vs other business expenses and got official answers that made me way more confident about my deductions.
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Natasha Kuznetsova
•5 That sounds kinda sketchy tbh. How do you know they're actually connecting you to real IRS agents? Couldn't they just be random people pretending to work for the IRS?
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Natasha Kuznetsova
•22 Wait, so you're telling me someone can actually get me to a real IRS person? I've literally spent DAYS on hold. How much does this service cost? Seems too good to be true.
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Natasha Kuznetsova
•19 It's definitely legit - they don't pretend to be IRS agents themselves. They just navigate the phone system for you and when they reach a real IRS agent, they connect you. You're talking directly to actual IRS employees who verify your identity just like they would if you called yourself. The difference is you don't waste hours on hold. I understand the skepticism! I felt the same way. They charge a fee for the service (which varies depending on how backed up the IRS is), but it was worth every penny to me. Instead of wasting an entire day on hold, I got my questions about business expense deductibility answered in under an hour. They don't guarantee instant access, but it's WAY faster than trying to call directly.
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Natasha Kuznetsova
22 Ok I was totally skeptical about Claimyr but I just used it yesterday and I'm shocked that it actually worked. I'd been trying to call the IRS for THREE WEEKS about whether my business travel was fully deductible. Got connected to a real IRS agent who confirmed that while meals during business travel are still 50% deductible, my airfare, hotel, and rideshares were 100% deductible since they were entirely for business purposes. The agent even explained that there's no single "list" of deduction percentages - it's based on tax code sections that apply different limitations to different categories of expenses. Saved me hours of research and gave me confidence my deductions are legit!
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Natasha Kuznetsova
4 Accountant here - one tip people often miss: keep DETAILED records of all business expenses, especially those that might be partially personal. The burden of proof is on you if you get audited. For every expense, note: 1) Amount 2) Date 3) Business purpose 4) Business relationship for meals 5) Receipt For contractors, have them fill out W-9 forms BEFORE you pay them, then issue 1099-NECs by January 31. And yes, contractor payments are 100% deductible as business expenses.
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Natasha Kuznetsova
•9 Does the business purpose have to be super specific? Like is "client meeting" enough or do I need details about what was discussed?
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Natasha Kuznetsova
•4 "Client meeting" is better than nothing, but more detail is always safer. Something like "Meeting with ABC Company to discuss website redesign project" provides clear business purpose. For meals especially, noting who attended and the specific business topics discussed is important. For regular expenses like software subscriptions, a general statement like "Used for client graphic design projects" is usually sufficient. The key is that if the IRS questions it 3 years from now, your notes should be enough to remind you exactly why it was a legitimate business expense.
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Natasha Kuznetsova
11 Quick question - what about my car? I use it for business sometimes but also personal. Is that 50% deductible or based on actual business use?
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Natasha Kuznetsova
•17 Not an accountant but I track my mileage - you can either take the standard mileage rate (65.5 cents per mile for 2023) OR deduct actual expenses (gas, insurance, repairs) based on the percentage of business use. Standard mile is way easier imo.
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Landon Flounder
Great question! The basic rule is that business expenses are generally 100% deductible if they're "ordinary and necessary" for your business. The IRS specifically carved out exceptions for certain categories: **100% Deductible:** - Office supplies, software, equipment - Contractor payments (yes, what you pay freelancers is fully deductible!) - Advertising and marketing - Professional services (legal, accounting, etc.) - Business travel (flights, hotels, car rentals) **50% Deductible:** - Business meals and entertainment - This limitation exists because the IRS assumes there's always some personal benefit to eating For your freelancer question - absolutely deductible at 100%! Just remember to get their W-9 form upfront and issue 1099-NECs if you pay them $600+ in a year. The key is keeping good records. For mixed-use items (like a laptop used for both business and personal), you deduct based on the business percentage. There's no "magic rule book" but IRS Publication 535 (Business Expenses) is your best friend for the details!
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Charlotte White
•Thanks for the clear breakdown! This is really helpful. I'm curious about one thing though - you mentioned IRS Publication 535. Is that something I can just download from the IRS website? I've been trying to find official guidance but there's so much contradictory info online. Having an actual IRS publication would give me way more confidence about what I'm deducting.
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