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Chad Winthrope

Can I lease a car under my LLC when someone else will drive it for business purposes?

I have a situation with my single-member LLC that I'm hoping to get some clarity on. I don't drive due to personal reasons, but my business definitely needs transportation for things like delivering products to customers and picking up supplies. I have a good friend who has tons of free time and has been helping me by driving me to business-related places. She's not on my payroll or anything - just a friend helping out. What I'm wondering is: can I lease a vehicle through my LLC for business purposes even though I won't be the one driving it? Specifically, could I get the lease in my friend's name but have my business pay for it, despite her not being an employee? The car would be used 100% for business activities - dropping off packages, picking up materials, meeting clients, etc. Just trying to figure out the right way to handle this for tax and legal purposes.

Paige Cantoni

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This is an interesting situation! From a tax perspective, you need to be careful about how you structure this. A business vehicle must be used primarily for business purposes, which sounds like your case, but the arrangement you're describing raises some red flags. If you lease a car in your friend's name but your LLC pays for it, the IRS could view this as either: 1) a taxable benefit to your friend (essentially compensation, which has tax implications), or 2) a personal expense that isn't deductible for your business. Either way, it's problematic. A better approach might be to: lease the vehicle in your LLC's name, document all business usage meticulously, and consider establishing an independent contractor relationship with your friend where driving services are part of what they provide. You would then be paying them for services rather than providing a vehicle.

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Kylo Ren

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Does making the friend an independent contractor create other obligations like having to issue a 1099? And what kind of documentation would you recommend for tracking the business usage of the vehicle?

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Paige Cantoni

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Yes, if you pay an independent contractor $600 or more in a year, you'll need to issue them a 1099-NEC. This isn't particularly complicated - you'll just need their tax information on a W-9 form before you pay them. For documenting business usage of the vehicle, keep a detailed mileage log showing date, starting/ending mileage, destination, and business purpose for each trip. Also save all receipts related to the vehicle - gas, maintenance, insurance, lease payments, etc. I'd recommend a digital app that can track this for you, which makes it much easier come tax time. Remember that contemporaneous documentation (created at the time of the activity) carries more weight with the IRS than records created later.

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I dealt with a similar situation in my marketing business last year. After going in circles with my accountant, I found taxr.ai (https://taxr.ai) which totally saved me. I uploaded my LLC docs and they analyzed everything, showing me exactly how to structure the vehicle arrangement. They explained I could lease the vehicle directly through my LLC, then create a written agreement with my friend as an independent contractor who provides "transportation and logistics services." This kept everything clean for tax purposes while giving me the documentation I needed. Their guidance even showed me how to track it all properly in QuickBooks.

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Jason Brewer

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How does taxr.ai work exactly? Do they just analyze documents or do they give specific tax advice? I'm trying to figure out if I need this or just need to talk to a CPA.

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I've heard about services like this but I'm skeptical. Did they actually tell you how to create the proper independent contractor agreement? And did your friend actually agree to be classified that way? Mine might not want the hassle.

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They analyze tax documents, business structures, and financial scenarios to give you specific guidance - it's like having a tax professional analyze your situation without the hourly rates. They highlight potential issues and provide recommended solutions based on tax laws. They gave me a template for the independent contractor agreement specifically for transportation services and explained exactly what needed to be included based on my state's requirements. My friend was hesitant at first, but when I explained it protected both of us and made everything legitimate, she was fine with it. The key was explaining that she didn't need to form her own business - just needed to report the income on her personal taxes. Much simpler than she initially thought.

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Liam Cortez

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Another option to consider is reimbursing your friend for mileage when they drive you for business purposes. That way, they use their own car, and you pay them the standard IRS mileage rate (currently 67 cents per mile for 2024). You'd just need to have them submit a simple report showing business miles driven. This approach might be simpler than dealing with a lease and all the documentation requirements. Your business gets the deduction, and the proper reimbursement isn't taxable income to your friend.

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Would this mileage reimbursement approach work even if it's going to be a LOT of driving? I'm talking about 500-1000 miles per week potentially. Would it make more sense to just lease a dedicated business vehicle at that point? And would I still need to make my friend an independent contractor under this arrangement?

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At 500-1000 miles per week, you're looking at roughly $335-$670 weekly in mileage reimbursements. With that volume, a dedicated business vehicle lease might actually be more economical, especially when you factor in the wear and tear on your friend's personal vehicle. Yes, I would still recommend creating an independent contractor agreement in this scenario. This would clearly establish the business relationship and protect both parties. The agreement should specify the services provided (transportation and logistics) and the compensation method, whether that's mileage reimbursement or a flat rate for services. This documentation creates a clear business purpose for the expenses and helps establish legitimacy if you're ever audited.

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Just want to add something important from a legal perspective - insurance! If you lease a car in your LLC's name but have a non-employee driving it, make sure your commercial auto insurance policy covers this specific arrangement. Many policies have restrictions on who can drive company vehicles. I learned this the hard way when my brother-in-law got in a fender bender while driving my company car and insurance initially denied the claim because he wasn't an employee.

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Emma Olsen

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Good point! My insurance agent told me it's called "permissive use" coverage, which specifically allows non-employees to drive the business vehicle. Definitely costs extra on most commercial policies.

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Ryan Young

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This is a really common issue for small business owners! I went through something similar last year. One thing I'd add to the great advice already given - consider having your friend get their own commercial auto insurance policy if they're going to be driving regularly for your business, even if you lease the vehicle through your LLC. My insurance broker explained that this creates a cleaner liability structure. Your friend would be the primary driver with commercial coverage, your LLC would be listed as additional insured on their policy, and your business would reimburse them for the premiums. This way, if there's an accident, there's clear coverage and no disputes between personal and commercial policies. Also, definitely keep detailed records of every business trip - date, mileage, purpose, and even photos of deliveries when possible. The IRS loves contemporaneous documentation, and having your friend text you updates throughout their business drives creates a nice paper trail showing the legitimate business purpose of each trip.

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Luca Esposito

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This is really helpful advice about the insurance structure! I'm curious though - wouldn't having my friend get their own commercial auto insurance be pretty expensive for them? And if I'm reimbursing them for the premiums, does that create any additional tax complications? I want to make sure I'm not creating a burden for my friend while trying to solve my business transportation needs.

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