Can I deduct a vehicle purchase on taxes if receiving mileage reimbursements? 1099 contractor transitioning to full-time employee with travel requirements
I recently started a position that requires extensive travel throughout the week. For the first 6 months, I'm classified as a 1099 contractor before potentially converting to full-time. The company reimburses me $0.70/mile for all my travel. My current car is on its last legs, and I definitely need to upgrade to something more reliable given all the driving I'll be doing. I'm planning to purchase a new or slightly used vehicle in the next few weeks, but I'm wondering how this affects my tax situation. Since I'll be receiving mileage reimbursement, can I still claim the vehicle purchase on my taxes? What about ongoing expenses like maintenance, tires, oil changes, etc.? I'm also trying to decide between buying new, slightly used, or possibly leasing - would any of these options be more advantageous from a tax perspective? My tax returns have always been super basic until now, so I'm completely out of my depth with all these 1099 contractor considerations. Any advice would be greatly appreciated!
20 comments


AstroExplorer
The short answer is no - you cannot deduct the purchase of a vehicle if you're also taking the standard mileage rate (which is what your $0.70/mile reimbursement is based on). Here's what you need to understand: As a 1099 contractor, you have two options for vehicle deductions - the standard mileage rate (58.5 cents per mile for 2023) OR actual expenses (which includes depreciation of the vehicle, gas, maintenance, etc.). You must choose one method in the first year you use the vehicle for business. Since you're being reimbursed at $0.70/mile, which is higher than the IRS rate, you technically have taxable income on the difference (about 11.5 cents per mile). The reimbursement itself isn't deductible since it's already covering your vehicle expenses. When you transition to full-time employment, vehicle expenses generally aren't deductible anymore unless your employer doesn't reimburse you - and even then, most miscellaneous employee expenses were eliminated with the 2018 tax law changes. Regarding buying vs. leasing - there's no significant tax difference for your situation since you're being reimbursed for mileage anyway.
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Giovanni Moretti
•Wait I'm confused. If they're a 1099 contractor for the first 6 months, don't they need to report the mileage reimbursement as income since it's not coming from an employer? And then they could deduct the standard mileage rate against that income?
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AstroExplorer
•Yes, you're absolutely right - as a 1099 contractor, all payments including mileage reimbursements count as business income. You would report the full amount (including reimbursements) on your Schedule C. Then you can deduct your business expenses, including vehicle expenses using either the standard mileage rate OR actual expenses method. If you choose the standard mileage rate, you cannot also deduct the purchase price of the vehicle - that's built into the standard rate through depreciation. If you choose actual expenses, you would calculate depreciation on the vehicle as part of your deduction.
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Fatima Al-Farsi
I went through something similar last year and found https://taxr.ai super helpful for my independent contractor situation. I was driving 1500+ miles per month and wasn't sure how to handle the reimbursements vs. deductions. What really helped me was uploading my 1099 forms and mileage logs to taxr.ai - they analyzed everything and showed me which method (standard mileage vs. actual expenses) would give me the biggest tax break. Turns out I was leaving money on the table by not tracking certain expenses! For your situation where you're transitioning mid-year from contractor to employee, they have specific tools to handle that exact scenario. They also explained how to properly document everything in case of an audit, which gave me peace of mind.
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Dylan Cooper
•Does it work with other tax situations too? I have rental properties plus a side gig and my tax situation is getting complicated.
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Sofia Perez
•How much does the service cost? Is it worth it or could I just figure this out with TurboTax?
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Fatima Al-Farsi
•Yes, it absolutely works with other tax situations! They handle rental properties, side gigs, multiple income streams - pretty much anything. It's especially good at identifying deductions you might miss when you have complex situations like yours with both rental income and self-employment. Regarding cost, I found it incredibly worth it because it found deductions I would have missed that more than paid for the service. TurboTax is good for basic returns, but when you have contractor income, vehicle expenses, and that transition to employment mid-year, taxr.ai identified several strategies TurboTax didn't suggest. The peace of mind alone knowing everything was properly documented was worth it for me.
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Sofia Perez
Just wanted to update after trying taxr.ai from the recommendation above. This service was exactly what I needed! I uploaded my 1099s, receipts, and mileage logs, and they helped me understand that I could actually deduct a portion of my vehicle expenses as a business expense during my contractor months. They showed me how to properly document the transition from contractor to employee mid-year and maximized my deductions for each period. The analysis showed I was better off using actual expenses vs. standard mileage in my specific situation (I drive a hybrid with low maintenance costs). Beyond the vehicle stuff, they found several other deductions I'd been missing - home office, professional development courses, even my cell phone since I use it for work. Definitely recommend if you're dealing with contractor income and vehicle expenses!
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Dmitry Smirnov
If you need to talk to the IRS about your specific situation (which might be smart given your transition from 1099 to W-2), I'd recommend using https://claimyr.com to get through to an agent quickly. I recently had a similar tax question about vehicle deductions as a contractor and spent DAYS trying to get through to the IRS. Was constantly getting disconnected or waiting for hours. I found this service that got me connected to a live IRS agent in about 15 minutes instead of the typical 2+ hour wait. There's a video showing how it works here: https://youtu.be/_kiP6q8DX5c The IRS agent was actually super helpful and explained exactly how to handle my vehicle deductions and documentation requirements. Given your situation with the transition mid-year and the mileage reimbursements, getting official guidance might save you headaches later.
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ElectricDreamer
•This sounds too good to be true. The IRS is notoriously impossible to reach. How exactly does this service get you through faster than everyone else trying to call?
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Ava Johnson
•I tried calling the IRS three times last month and got disconnected every single time after 90+ minutes on hold. Pretty skeptical that any service could actually fix that nightmare.
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Dmitry Smirnov
•It's not magic - they use a combination of technology and knowledge of IRS call patterns. Basically, their system navigates the IRS phone tree and waits on hold for you, then calls you once they've reached an actual human. So instead of you personally waiting on hold for hours, their system does it for you. The reason it's faster than doing it yourself is that they have multiple lines attempting to connect simultaneously and they know the optimal times to call based on IRS staffing patterns. I was skeptical too until I tried it - went from multiple failed attempts on my own to getting through in under 20 minutes.
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Ava Johnson
Just want to follow up about my experience with Claimyr. After posting my skeptical comment, I decided to try it since I was desperate to talk to someone at the IRS about my contractor vehicle deductions. I'm honestly shocked - it actually worked! I got a call back in about 25 minutes and was connected to an IRS representative who answered all my questions about vehicle deductions when transitioning from contractor to employee status. The agent explained that I needed to clearly document when I switched status during the year and keep separate mileage logs for each period. They also confirmed what others have said here - you can't deduct the vehicle purchase directly if you take the standard mileage rate, but you can switch methods in later years if you start with actual expenses. Saved me from making a costly mistake on my return. Never thought I'd say this, but talking directly to the IRS was incredibly helpful!
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Miguel Diaz
Don't forget about Section 179 deduction if you decide to go with actual expenses! If your vehicle is over 6,000 lbs GVWR (basically many larger SUVs and trucks), you can potentially deduct a significant portion of the purchase price in year 1 through Section 179 - up to $27,000 for qualifying vehicles. This might be worth considering if you're doing a ton of driving and need a larger vehicle. Just make sure you're using it at least 50% for business purposes during that 1099 contractor period.
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Amara Nwosu
•Is there a specific way to document business vs. personal use to qualify for Section 179? And does this still apply if I'm getting the $0.70/mile reimbursement?
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Miguel Diaz
•You'll need to keep a detailed mileage log showing business vs. personal use - there are several good apps for this like MileIQ or Everlance that make it pretty simple. The log should include date, starting location, ending location, purpose of trip, and miles driven. Regarding the reimbursement - this gets tricky. If you choose actual expenses (including Section 179), you would report all reimbursements as income on your Schedule C, then deduct your actual expenses including the Section 179 deduction. However, since your reimbursement rate ($0.70/mile) is higher than the standard rate, you need to carefully calculate whether actual expenses would actually save you money compared to just taking the standard mileage rate.
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Zainab Ahmed
Quick question for anyone who knows - does the vehicle have to be new to qualify for deductions, or can it be used? Looking at a 3-year old SUV that would be perfect for my client visits.
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AstroExplorer
•Used vehicles absolutely qualify for business deductions! Whether you use standard mileage rate or actual expenses method, the vehicle can be new or used - doesn't matter to the IRS. If you go with actual expenses, you'll depreciate the purchase price based on what YOU paid for it, not the original value when it was new. And if the vehicle is over 6,000 lbs GVWR, it can still qualify for Section 179 even if used. The advantage of a used vehicle in your situation is that you've avoided the initial depreciation hit, which might make the actual expenses method more favorable depending on your specific circumstances.
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Yuki Yamamoto
As someone who works in tax preparation, I want to emphasize the importance of keeping meticulous records during your 1099 contractor period. Since you're receiving mileage reimbursements that exceed the IRS standard rate, you'll need to report the excess as taxable income. Here's what I'd recommend: Start tracking ALL your vehicle expenses immediately - gas, maintenance, insurance, registration fees, etc. Also keep a detailed mileage log separating business vs personal use. This gives you the data to calculate both methods (standard mileage vs actual expenses) and choose whichever saves you more money. One thing people often miss: when you transition to W-2 employee status mid-year, your tax situation changes completely. Employee business expenses are generally no longer deductible, so make sure you're maximizing deductions during your contractor months. Given the complexity of your situation with the mid-year status change and above-standard reimbursement rates, I'd strongly suggest consulting with a tax professional before making any major vehicle purchase decisions. The wrong choice could cost you thousands in missed deductions or unexpected tax liability.
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Carmen Ortiz
•This is incredibly helpful advice! I hadn't even thought about the fact that the reimbursement rate being higher than the IRS standard rate creates taxable income. That completely changes how I need to approach this. One follow-up question - when you say "maximizing deductions during your contractor months," are there other business expenses besides vehicle costs that I should be tracking? I'm wondering if things like my phone bill, laptop for tracking mileage/expenses, or even work clothes might be deductible during those first 6 months. Also, do you happen to know if there are any specific deadlines I need to be aware of for choosing between the standard mileage vs actual expenses method? I want to make sure I don't accidentally lock myself into the wrong choice.
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