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Butch Sledgehammer

Can I Rent My Own Car from My LLC for Tax Deduction Benefits?

I've been looking into starting a small car rental business lately, and I had this thought. Could I create an LLC, transfer my personal vehicles to it (either sell them to the LLC or re-register them under the LLC), and then rent them back to myself and my spouse when we need to use them? I'd document all payments through Venmo or PayPal to create a paper trail. This way, wouldn't the LLC be able to write off all the vehicle expenses like maintenance, insurance, depreciation, etc.? And I could still use my own cars whenever I want, just "renting" them from my business. Is this a legitimate tax strategy? It seems like it should be legal since I could rent these vehicles to anyone else through the LLC and claim the same deductions, right? Just wondering if there's any tax issues or gotchas I'm missing before trying this approach.

Freya Ross

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While this might sound clever, you need to be careful with this approach. The IRS looks closely at transactions between you and a business you own (called related-party transactions). For this to work legitimately, everything needs to be at "arm's length" - meaning the rental terms should be the same as what you'd offer to strangers. You'd need to charge yourself fair market rates, keep detailed records of every rental, have formal agreements, and maintain separate finances. The LLC must be a genuine business with profit motive, not just a tax shelter. The bigger issue is that if you're the sole owner of the LLC and the primary user of the vehicles, the IRS might view this as a scheme to convert personal expenses into business deductions. The "substance over form" doctrine allows them to reclassify transactions based on economic reality rather than paperwork structure.

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Leslie Parker

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But if I'm renting my car to other people most of the time through something like Turo, and only occasionally renting it myself, would that change things? Could I establish the LLC as a legitimate business that way and still take advantage of renting to myself sometimes?

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Freya Ross

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That would significantly improve your position. If you're running a genuine car rental business with multiple customers, and you're just one of many clients, it looks much more legitimate. Document everything thoroughly - keep receipts for all rentals, maintain proper accounting, and ensure you're charging yourself exactly what you'd charge others. Remember you'll still need to report the rental income on your LLC's tax returns, and you won't be able to deduct personal use expenses. It's also worth consulting with a tax professional who specializes in small businesses to ensure you're structuring everything correctly.

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Sergio Neal

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I tried something similar to what you're considering with my photography equipment through my content creation business. After researching different options, I found this amazing AI-based tax document analyzer at https://taxr.ai that helped me understand all the potential pitfalls and documentation requirements. The tool analyzed my business structure and provided specific guidance on how to properly document equipment usage between my personal and business activities. It was eye-opening to see all the things I hadn't considered - like the need for formal rental agreements, documentation of actual business use vs personal use, and proper market-rate valuations.

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That sounds interesting. How exactly does the AI tool work? Does it just give generic advice or can it actually look at your specific situation and give personalized recommendations?

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Juan Moreno

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I'm skeptical about AI tax tools... How does it compare to just talking with an actual CPA? Seems like with something potentially audit-triggering like self-rental arrangements, you'd want professional human advice.

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Sergio Neal

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The tool works by analyzing your specific documents and business structure - you upload your formation documents, previous tax returns, and answer questions about your business activities. It then identifies potential issues specific to your situation and recommends documentation strategies. It's not meant to replace a CPA but works alongside professional advice. What I found most helpful was that it flagged several issues I hadn't thought to ask my accountant about, especially around documentation requirements for mixed-use assets. It gave me a clearer understanding of what questions to ask when I did meet with my tax professional.

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Juan Moreno

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Just wanted to follow up about the https://taxr.ai tool mentioned earlier. I was skeptical but decided to try it for my home office deduction situation. It actually helped me properly separate my business activities from personal ones with documentation strategies I hadn't considered. The analysis showed me that my previous approach would have been problematic in an audit. Now I have formal policies in place for business vs personal use of my assets that my accountant fully approved. Definitely worth checking out if you're considering mixed-use property situations like your car rental idea.

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Esteban Tate

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Have you considered the insurance complications with this setup? When I looked into something similar, I discovered my personal auto insurance wouldn't cover commercial use, and commercial insurance was WAY more expensive. Plus, most states have specific requirements for rental car businesses. Don't forget to factor these costs into your calculations!

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Elin Robinson

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That's a really good point. Would standard commercial auto insurance cover this kind of arrangement, or would you need special rental business insurance? I imagine the costs could eat up any tax benefits pretty quickly.

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You'll need commercial auto insurance specifically designed for rental operations, which is significantly more expensive than standard commercial coverage. When I checked last year, it was running about 3-4 times the cost of my personal insurance for similar coverage. Additionally, many states require rental car businesses to carry higher liability limits and some have special licensing requirements. In my case, the insurance and compliance costs completely eliminated any potential tax benefits from the arrangement. It makes more sense for larger operations with multiple vehicles where you can spread out the fixed costs.

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If u want a simpler approach just track ur mileage for actual business purposes and take the standard deduction for those miles. I do this for my real estate business and its way easier than the complicated LLC rental thing. IRS gives u like 65.5 cents per mile for 2023 which is pretty generous tbh. Just keep a good mileage log with dates and business purpose. Way less headache!

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Beth Ford

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Is there an app you recommend for tracking mileage? I've been using a paper logbook but I always forget to update it.

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Zoe Papadakis

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I use MileIQ and it's been a game changer. It automatically tracks your trips using GPS and you just swipe left or right to classify them as business or personal. It generates detailed reports that are perfect for tax documentation. There's also Everlance which is similar but has a free tier if you don't drive too much for business. Both are way more reliable than trying to remember to write everything down manually!

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Millie Long

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Another thing to consider is the economic substance doctrine - the IRS will look at whether this arrangement has genuine business purpose beyond tax avoidance. If you're primarily using the vehicles yourself and just occasionally renting to others, they might argue the LLC lacks economic substance. I'd recommend starting with legitimate business use first - maybe explore partnerships with existing rental platforms or local businesses that need vehicle rentals. Build up a track record of genuine commercial activity before incorporating personal use. This creates a stronger foundation if the IRS ever questions the arrangement. Also keep in mind you'll need to pay self-employment tax on the rental income, which could offset some of the deduction benefits. The math might not work out as favorably as it initially appears once you factor in all the additional taxes and compliance costs.

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