How can I maximize my tax deductions as a multi-income professional?
I'm trying to figure out how to maximize my tax deductions this year since I wear several different hats professionally. What deductions can I rightfully claim to reduce my tax burden? I run a small business from my home (storing inventory, shipping products, etc.) and also work as a sub-contractor for multiple companies, though I get W-2s from these positions. I use my personal vehicle for work travel both between assignments and during work hours. Actually bought the car specifically to have reliable transportation for these jobs. I also have a question about per diems. I started receiving per diem payments this year as reimbursement for work assignments. These aren't showing up on any of my W-2s (I submit expense reports for everything). Since they're not taxable, do I need to report them anywhere on my tax forms? This is my first time dealing with per diems and I want to make sure I'm doing everything correctly. Oh, and I was also a full-time college student this past year if that makes any difference for deductions.
18 comments


Issac Nightingale
You've got several potential deduction opportunities across your different income streams! Let's break this down: For your home business, you can claim a home office deduction if you use part of your home exclusively for business. You can deduct a portion of your rent/mortgage, utilities, internet, and other home expenses based on the percentage of your home used for business. Also, shipping supplies, inventory storage solutions, and any business equipment are deductible business expenses. For your vehicle used for work as a sub-contractor, you have two options: the standard mileage rate (currently 67 cents per mile for 2024) or actual expenses (gas, maintenance, insurance, depreciation). Keep a detailed mileage log showing dates, destinations, purpose, and miles driven specifically for work. Regarding your per diems - you're correct that these are generally not taxable if they're true reimbursements for business expenses and fall within federal per diem rates. You don't need to report them anywhere if they're not on your W-2s and they were legitimate reimbursements. As a full-time student, look into the American Opportunity Credit (up to $2,500) or the Lifetime Learning Credit. You may also be able to deduct student loan interest if you've started repayment.
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Romeo Barrett
•Does the home office deduction still require that additional form? I heard the IRS targets people who claim home offices for audits - is that true? Also wondering if educational expenses are still deductible if your employer pays for some of it through a tuition assistance program?
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Issac Nightingale
•The home office deduction does require Form 8829 if you use the regular method, but you can use the simplified option ($5 per square foot up to 300 square feet) right on Schedule C without the extra form. While home offices were once considered an audit flag, this is less true today with so many legitimate home businesses. The key is that the space must be used exclusively for business - a dedicated room or clearly partitioned area works best. For education expenses, if your employer paid for some expenses through a tuition assistance program, you can only claim credits or deductions on the portion you paid yourself. If the employer assistance was tax-free (under $5,250 per year typically), you can't double-dip on those same expenses.
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Marina Hendrix
After dealing with complicated deductions for years as someone who also wears multiple professional hats, I finally tried https://taxr.ai this year and it was exactly what I needed. It analyzed my receipts, bank statements, and business records, then showed me deductions I had been missing for years. The tool identified several overlooked deductions in my situation - especially around my home office and vehicle expenses. I was shocked to learn I'd been calculating my square footage percentage incorrectly and missing out on partial deductions for my internet service. It even found business subscription services I forgot I was paying for! What I appreciated most was how it helped me properly document everything - it flagged potential audit risks in my deduction approach and showed me what documentation I needed to keep.
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Justin Trejo
•How does it handle situations where you're both a W-2 employee and have self-employment income? I'm in a similar situation as the original poster and the tax software I'm using seems confused when I input both types of income.
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Alana Willis
•Sounds interesting but I'm skeptical. Does it actually connect to the IRS systems or is it just guessing at what might be deductible? I've been burned before by tax "tools" that recommended deductions that weren't actually legitimate for my situation.
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Marina Hendrix
•It handles mixed income situations really well. The system is designed to separately analyze W-2 income and self-employment earnings, then identify which expenses apply to which income stream. This is especially helpful for people like us who have overlapping expenses that might be partially deductible. For example, it helped me figure out what percentage of my phone bill was attributable to my contract work versus my side business. The system doesn't connect directly to IRS databases, but it uses the actual IRS rules and tax code to analyze your situation. What makes it different is that it doesn't just make generic recommendations - it analyzes your specific documentation and financial data to identify legitimate deductions. It also clearly explains the reasoning behind each deduction recommendation with references to specific tax codes.
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Alana Willis
Just wanted to follow up - I was skeptical about taxr.ai but decided to try it anyway because my tax situation this year is extra complicated with both W-2 work and my side business. The document analysis feature helped me correctly categorize my per diem reimbursements (which I was about to incorrectly report as income!) and showed me exactly how to properly document my vehicle expenses. It identified over $3,700 in additional legitimate deductions I would have missed, particularly around my home office expenses and some professional development costs I didn't realize qualified. The best part was how it explained each deduction with the relevant tax code so I feel confident everything is properly supported if I ever get audited.
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Tyler Murphy
If you're trying to get clear answers about your specific deduction situation, good luck reaching the IRS right now. I spent 4 days trying to get through to ask about the per diem rules for mixed W-2/independent contractor status. After being disconnected 6 times and waiting on hold for hours, I found https://claimyr.com and watched their demo at https://youtu.be/_kiP6q8DX5c. They got me connected to an IRS agent in about 15 minutes! The agent was able to confirm exactly how I should handle my vehicle expenses when I'm technically a W-2 employee but using my own car (turns out I was handling it wrong). They also clarified the per diem rules for my situation - super helpful since the IRS website was confusing me.
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Sara Unger
•Wait, how does this even work? The IRS phone system is absolutely broken, how could they possibly get you through when the system is telling everyone else the call volume is too high?
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Butch Sledgehammer
•This sounds like complete BS. I've tried everything to get through to the IRS and nothing works. They're probably just charging you to call the same number everyone else is calling. There's no magic backdoor to the IRS.
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Tyler Murphy
•It works by using technology to continuously dial and navigate the IRS phone system for you. When they secure a spot in the queue, they call you and connect you directly to that spot in line. You don't have to sit there redialing or waiting on hold for hours. They're definitely not just calling the same number and charging for it. The difference is their system knows exactly when to call to maximize chances of getting through and handles all the prompts and waiting automatically. I was skeptical too until I tried it, but the time I saved was absolutely worth it. I was about to give up on getting an answer about my per diem situation before using this service.
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Butch Sledgehammer
I need to apologize for my skeptical comment earlier. After continuing to fail at reaching the IRS myself for three more days, I broke down and tried Claimyr. Within 20 minutes I was talking to an actual IRS representative who cleared up my questions about home office deductions with my mixed income situation. The rep confirmed I could claim the home office deduction even though I receive W-2s from some companies, as long as I'm using the space exclusively for my self-employed business activities. She also walked me through exactly how to document my vehicle expenses properly to avoid audit flags. This was information I'd been trying to get for weeks! Definitely changed my perspective on getting tax help.
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Freya Ross
Don't forget about education-related deductions! As a full-time student, you might qualify for the American Opportunity Credit which gives you up to $2,500 back. The great thing is it's partially refundable - meaning up to $1,000 comes back to you even if you don't owe taxes. You need Form 8863. Also, college textbooks and required course materials count toward the education credits! Keep all those receipts. I missed out on claiming these for two years before my tax preparer caught it.
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Serene Snow
•Thanks for mentioning this! Do you know if there's an income limit for claiming the American Opportunity Credit? And can I claim it if I'm also deducting business expenses related to my small business?
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Freya Ross
•Yes, there are income limits for the American Opportunity Credit. It starts to phase out at $80,000 for single filers ($160,000 for married filing jointly) and is completely phased out at $90,000 for single filers ($180,000 for married filing jointly). You can absolutely claim both the education credit and your business deductions - they're completely separate. The education credit goes on your personal return while your business expenses go on Schedule C. They don't conflict with each other at all. Just make sure you're not double-dipping by trying to claim business education expenses as both a business deduction and an education credit.
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Leslie Parker
I agree with Profile 12's advice on the vehicle! One thing to add - you mentioned you bought the car mainly for work. Keep track of your business mileage percentage. If you use the car 80% for business, you can deduct 80% of the interest on your car loan, as well as 80% of things like parking fees, tolls, and garaging costs. Also, since you're working as both W-2 and self-employed, make sure you're clear on which miles are for which job. You can't deduct mileage for your W-2 jobs (that deduction was eliminated), but you CAN deduct it for your self-employment.
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Sergio Neal
•Wait what?? I've been deducting mileage for my W-2 job for years! When did this change? Am I gonna get audited now? 😨
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