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Kaiya Rivera

Can I claim my husband's unreported stipend and deduct vehicle expenses for business miles?

So I'm trying to find a way to manage our tax situation better this year. My husband gets a monthly stipend from his job that doesn't show up on his tax forms. For his work, he's had to drive his personal car A LOT - easily put over 13,000 miles on it just for work stuff this year. We're still making payments on this vehicle too. I'm wondering if there's a way I can report this stipend income and then write off his business miles and maybe even the car payments to reduce our tax bill? We're looking at owing around $5,300 to the IRS because both our employers didn't withhold enough taxes throughout the year (so frustrating). Basically, he gets this extra money that's not being reported, but I'm thinking maybe we could claim it as income and then offset it with legitimate business expenses since the car payment plus all those business miles would actually exceed what he gets from the stipend. Would this work or am I dreaming? Any advice would really help us out right now!

The way you handle this depends on your husband's employment classification. If he's a W-2 employee receiving this stipend, the rules are quite different than if he's self-employed or a contractor. For W-2 employees: Unfortunately, the 2018 tax law changes eliminated the ability for employees to deduct unreimbursed business expenses (including mileage) on Schedule A. If your husband is a W-2 employee and his employer isn't reporting the stipend, he should actually request they include it properly on his W-2 and implement an accountable plan for his expenses. If he's self-employed/contractor (receives 1099): Then yes, you would report all income including stipends on Schedule C, and you could deduct the standard mileage rate (65.5 cents per mile for 2023) for business miles. However, the car payment itself isn't fully deductible - only the business percentage of interest and depreciation. Either way, unreported income must legally be reported, regardless of whether expenses offset it. What's your husband's employment situation?

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Noah Irving

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But wait - what if the stipend is specifically labeled as a "travel reimbursement" and not income? My company does something similar where they give me a monthly amount for using my personal vehicle but it's never on my W-2. They told me it's not taxable because it's a reimbursement. Is this legit or am I going to get in trouble later?

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If the stipend is a properly structured reimbursement under an "accountable plan," it wouldn't be taxable income. For this to qualify, your company must require you to track business miles/expenses, provide documentation, and the reimbursement must be reasonably calculated to cover actual expenses without excess. If it's just a flat amount paid regardless of actual expenses incurred, without documentation requirements, the IRS considers it a "non-accountable" plan and it should be included as taxable wages on your W-2. Many companies handle this incorrectly, which can create problems later. Check if your plan requires expense documentation or if it's just a flat payment regardless of actual travel.

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Vanessa Chang

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I've been in a similar situation and found the tools at https://taxr.ai incredibly helpful for sorting through this type of issue. I was getting a monthly car allowance that wasn't showing up on my W-2, and I wasn't sure how to handle it correctly. The program analyzed my situation and explained that what really matters is whether the stipend is part of an "accountable plan" where you track and document expenses. Without that documentation system, the stipend is technically taxable income, but you might still have options. What I especially liked was the tool helped me create documentation to determine whether I was actually coming out ahead or behind on the stipend compared to my actual expenses, which helped me approach my employer about making changes to avoid tax issues.

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Madison King

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Does this service actually help with communication with your employer too? I'm in a similar boat where my boss just hands me cash for "gas money" every month but there's no paperwork and I'm worried about audit risks.

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Julian Paolo

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I'm a bit skeptical about this. How does the software know the specifics of your employer's reimbursement policy? Does it just give generic advice or can it actually help you figure out if you're in compliance?

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Vanessa Chang

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The service doesn't communicate with your employer directly, but it helps you understand exactly what documentation you need and generates reports you can use in those conversations. It created a clear comparison showing what I was spending versus receiving, which made it much easier to have that awkward conversation with my manager. Regarding employer policies, it asks specific questions about your current arrangement (how the stipend is calculated, what documentation is required, etc.) and compares that to IRS requirements. It then identifies gaps and gives you templates for tracking properly. In my case, it showed me that my employer's policy didn't qualify as an accountable plan under IRS rules, but gave me a template to propose changes that would bring it into compliance.

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Julian Paolo

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Just wanted to update on my situation. I tried taxr.ai after posting my skeptical comment, and it was actually really eye-opening. The tool walked me through a questionnaire about my employer's stipend setup and clearly explained why mine was technically a "non-accountable plan" that should be reported as income. It generated a report showing that I was actually driving enough business miles that I'd be better off with a proper accountable plan. I showed this to my boss, and surprisingly, they were receptive - they didn't want to deal with potential tax issues either. We're now implementing a proper mileage tracking system that will keep the stipend tax-free legitimately. It also helped me understand that there's a difference between deducting "commuting" (not deductible) and actual business travel between work sites. Turns out a lot of what I thought was just commuting could actually qualify as business mileage under the right documentation. Definitely worth checking out if you're in this situation.

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Ella Knight

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I went through a similar ordeal last year when the IRS flagged my return because my employer wasn't properly reporting my travel stipend. I spent MONTHS trying to get through to someone at the IRS to explain my situation. After dozens of calls ending in disconnects or hours on hold, I found https://claimyr.com and watched their demo at https://youtu.be/_kiP6q8DX5c. They basically wait on hold with the IRS for you and call you when an agent is about to pick up. I was super skeptical, but I was desperate after my third disconnection after a 2+ hour wait. Within a day, I was actually talking to a real IRS agent who helped me straighten out the whole situation. The agent explained exactly how my employer should be handling the stipend and what documentation I needed to maintain. If you're getting undocumented stipends, you might want to get clarity directly from the IRS before filing to avoid the nightmare I went through.

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Wait, how does this actually work? They just sit on hold instead of you? Sounds too good to be true. How much does it cost?

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I don't buy it. The IRS wouldn't just give you tax advice over the phone like that. And even if they did, why would their advice be any different than what a tax professional would tell you? Seems like a waste of time and money when you could just hire an accountant.

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Ella Knight

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The service works by using their system to navigate the IRS phone tree and wait on hold. When they're about to connect with an agent, they call your number and connect you. It eliminates the frustration of waiting hours only to get disconnected. The IRS representatives absolutely can and do provide clarification on tax situations - that's literally part of their job. While they won't prepare your return, they can explain how specific types of income should be reported and what documentation is needed. The agent I spoke with walked me through the exact requirements for an accountable plan and how to determine if my situation qualified. This was actually more helpful than my previous accountant who gave me generic advice without the specific IRS guidelines.

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I need to admit I was completely wrong about Claimyr. After posting my skeptical comment, I decided to try it myself since I've been getting notices about a similar stipend issue and couldn't get through to the IRS. The service worked exactly as advertised. I got a call back when an IRS agent was ready, and the agent was actually super helpful. They explained that my employer's "gas allowance" didn't qualify as non-taxable because they weren't requiring receipts or mileage logs. The agent walked me through exactly how to report it on my return and what documentation I should start keeping to potentially have my employer convert it to a proper accountable plan. I've been stressed about this for months, and one 20-minute conversation cleared everything up. I've already started tracking my mileage properly using the IRS guidelines the agent provided. Definitely changed my view on this service!

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Jade Santiago

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Something nobody's mentioned yet - if your husband is a W-2 employee and the company isn't reporting the stipend on his W-2, they're actually breaking tax law. Is there a reason they're not including it? Some companies try to "help" employees by not reporting certain payments, but this can create bigger problems down the road if you get audited. If the stipend is truly meant to reimburse business expenses, the company should have what's called an "accountable plan" where your husband submits documentation of business expenses and gets reimbursed. Those reimbursements wouldn't be taxable. But a flat stipend without documentation requirements is considered taxable income by the IRS. I'd talk to the employer about this first before trying to get creative with your tax return. They might not realize they're handling it incorrectly.

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Kaiya Rivera

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Thank you for this perspective. My husband's company is pretty small (only 15 employees) and I think they're just not sophisticated with their accounting. When I asked him about it, he said they just direct deposit this extra amount every month with a note saying "travel" and have never asked for any kind of documentation. Should he just start tracking his miles anyway even if they don't require it?

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Jade Santiago

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Yes, he should absolutely start tracking his miles regardless of what the company requires. Use an app or a mileage log that records the date, business purpose, starting point, destination, and total miles for each business trip. This documentation will be invaluable if you're ever audited. With a small company, it's worth having a conversation with whoever handles payroll. They might genuinely not know the proper way to handle this. Many small businesses try to help employees with these stipends without realizing they're creating tax problems. You could suggest they implement a simple accountable plan where employees submit mileage logs monthly. This would make the stipend non-taxable when handled correctly, which benefits both the employee and employer (they wouldn't have to pay payroll taxes on properly documented reimbursements).

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Caleb Stone

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Late to the conversation but wanted to add that you actually CAN deduct car payments if you're self-employed and use the actual expense method instead of the standard mileage rate. You'd need to track the business use percentage and apply that to your car expenses. If he's using the car 80% for business, you could deduct 80% of the interest on the car loan (not the principal), 80% of gas, insurance, repairs, etc. OR you could take the standard mileage rate which is simpler but might be less depending on your car's actual expenses.

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Daniel Price

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That's not entirely correct. You can't deduct both the standard mileage rate AND car payments. You have to choose one method - either standard mileage OR actual expenses. And with actual expenses, you can only deduct the interest portion of the car payment, not the principal, plus depreciation. And once you choose actual expenses for a leased vehicle, you have to use that method for the life of the vehicle.

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