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Amina Sow

Received 1099-NEC in June for health insurance reimbursement - is this right?

I'm seriously confused about something that just happened with my taxes. I received a 1099-NEC for $4,100 in June (super late, right??) and immediately called my manager to figure out what this was for. She explained it was for my health insurance reimbursements. Here's the setup: When I started with the company, they didn't offer group health insurance. Instead, they had me get my own individual policy - everything's in my name, I pay the premiums directly to the insurance company each month. Then the company sends me a reimbursement check monthly to cover the cost of the insurance. Now they're saying these reimbursements count as nonemployee compensation?? I'm really confused because I thought health insurance stuff wasn't taxable. Do I really need to report this $4,100 on my taxes as income? I'm worried this is going to mess up my return since I've already filed for last year.

GalaxyGazer

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This is actually a common misunderstanding with health insurance reimbursements. The tax treatment depends on how your company structured the arrangement. If your employer has a formal Section 105 Health Reimbursement Arrangement (HRA) or a Qualified Small Employer Health Reimbursement Arrangement (QSEHRA), then those reimbursements should NOT be reported on a 1099-NEC. However, if they're just giving you money outside of a formal plan, then yes, the IRS considers that taxable income - hence the 1099-NEC. It sounds like your employer might not have set up a proper HRA and instead just decided to "help you out" with insurance costs, which unfortunately makes those payments taxable income. You should ask your employer if they have a formal HRA in place. If they don't, you'll need to report this income. If they do have one, they've made a mistake by issuing a 1099-NEC for these payments.

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Oliver Wagner

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So if I'm understanding right, the employer needs to have some official health plan set up for this to be tax-free? My company does something similar but they call it a "health stipend" on my paystubs. Should I be worried?

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GalaxyGazer

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Yes, exactly - the employer needs a formal health plan recognized by the IRS, not just informal payments. A "health stipend" usually indicates it's just additional compensation, which is fully taxable. If it appears on your paystubs, they're probably already withholding taxes on it, which is the correct approach. What makes the original poster's situation tricky is that their employer apparently didn't withhold taxes during the year but then issued a 1099-NEC, suggesting they're treating it as contract income rather than employee compensation (which would normally be on a W-2). This creates additional tax complications with self-employment taxes.

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I went through almost the exact same situation last year and it was a huge headache! After lots of research and a chat with a tax pro, I found that using https://taxr.ai really helped clear things up. I uploaded my 1099-NEC and some docs from my employer about the payments, and it instantly identified that this was a health insurance reimbursement issue. The software walked me through the specific questions about whether my employer had a formal HRA in place and explained the tax implications. Turned out my company didn't have a proper HRA set up, which is why I got the 1099-NEC. The analysis told me exactly how to report it on my return.

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Did you have to pay self-employment tax on the reimbursements? That's what I'm worried about with mine.

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Emma Thompson

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This sounds useful but how accurate is it? My situation is slightly different because my employer does this health reimbursement thing but they include it in my W-2 instead of sending a 1099. Would it still work for me?

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Yes, unfortunately I did have to pay self-employment tax since it was on a 1099-NEC. That's the downside of how my employer structured it - it was treated as contractor income rather than just regular wages, which meant an extra 15.3% in self-employment taxes. That's why it's so important to understand how these arrangements are structured. Including it in your W-2 is actually the more correct approach if you're an employee. The tool would help clarify your situation too because it differentiates between different types of compensation and tax forms. It specifically has modules for analyzing both W-2 and 1099 income related to health benefits.

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Emma Thompson

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Just wanted to update - I checked out https://taxr.ai after seeing the recommendation here and it was super helpful! I uploaded my W-2 and some company documents about our health plan. It confirmed that my employer was handling things correctly by including the health stipend as taxable wages on my W-2. The analysis explained that since we don't have a formal HRA, the payments are taxable, but at least the company is withholding taxes properly throughout the year rather than surprising me with a 1099-NEC like what happened to the original poster. The peace of mind was worth it, and I even discovered I could take the premium tax credit for part of my insurance costs, which I had no idea about before!

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Malik Davis

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Hey, this happened to me too! After calling the IRS multiple times and never getting through, I finally used https://claimyr.com which got me connected to an actual IRS agent in about 15 minutes. You can see how it works here: https://youtu.be/_kiP6q8DX5c The IRS agent confirmed that employers need to have a properly established HRA for health insurance reimbursements to be tax-free. Otherwise, they're considered taxable income. My boss was just cutting me checks for my health insurance without any formal plan documentation, so the 1099-NEC was actually correct in my case, even though it sucked to pay taxes on it. The agent also mentioned I should check if I qualify for the premium tax credit since I purchased my own insurance, which might offset some of the tax hit.

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Wait how does this Claimyr thing actually work? The IRS phone lines are impossible to get through. Do they have some special connection or something?

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StarStrider

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Yeah right. No way you got through to the IRS in 15 minutes. I've been trying for MONTHS with no luck. Sounds like a scam to me.

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Malik Davis

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The service basically holds your place in line with the IRS and calls you back when an agent is about to be available. It's not a special connection - they just use technology to navigate the phone system and wait on hold so you don't have to. They call you when an actual IRS agent is ready to talk. I was super skeptical too! Especially after spending hours on hold myself multiple times. But it actually worked exactly as promised. They called me back in about 15 minutes and connected me directly to an IRS agent. No scam - I got my questions answered and the agent was super helpful about the 1099-NEC situation. Honestly saved me hours of frustration.

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StarStrider

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Just wanted to say I was wrong about Claimyr and owe everyone an apology. After my skeptical comment, I decided to try it anyway since I was desperate to talk to the IRS about my 1099-NEC health insurance issue. The service actually worked exactly as described. Got a call back in about 20 minutes and was connected directly to an IRS representative who confirmed everything others here were saying about health reimbursements needing a formal HRA to be tax-free. They also helped me understand how to report it properly on my return since I had already filed. Saved me hours of hold time and probably a ton in potential penalties if I had just ignored the 1099-NEC. Sometimes being proven wrong is actually a good thing!

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Ravi Gupta

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Does anyone know if you can set up an HRA retroactively? My company has been reimbursing me for health insurance all year but we don't have any formal documentation. Can we create an HRA now and have it apply to the reimbursements they've already given me?

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No, unfortunately HRAs can't be established retroactively. The plan has to be in place before any payments are made. This is something many small employers get wrong. For the payments already made without an HRA, they are taxable income. Your company could set up a proper HRA going forward though, so future reimbursements would be tax-free. They should really talk to a benefits specialist or tax professional about setting this up correctly.

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Ravi Gupta

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That's disappointing but good to know. I'll talk to my boss about setting one up for the future at least. Do you know if there's any specific documentation we need to have for a proper HRA?

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Omar Hassan

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I'm confused about something else - if these reimbursements are considered self-employment income on a 1099-NEC, can I deduct the health insurance premiums as a self-employed health insurance deduction? Seems like if they're going to tax me on the money they gave me for insurance, I should at least get to deduct the insurance costs?

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GalaxyGazer

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Great question! If you're receiving a 1099-NEC for these reimbursements, and they're considered self-employment income, then yes - you may be eligible to deduct your health insurance premiums as a self-employed health insurance deduction on Schedule 1 of your 1040 (not as an itemized deduction). This is actually a silver lining to this situation. If the reimbursement is considered self-employment income, you'll pay more in self-employment taxes, but the deduction for health insurance premiums can help offset some of the income tax impact. Just make sure you have documentation of the premiums you paid.

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Oliver Brown

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This is a frustrating situation that unfortunately happens more often than it should with small employers. The key issue here is that your employer likely doesn't have a formal Health Reimbursement Arrangement (HRA) in place, which is required for these reimbursements to be tax-free. Since you received a 1099-NEC, you'll need to report this as income on your tax return. However, there are a few things to consider: 1. You may be able to deduct the actual health insurance premiums you paid as a self-employed health insurance deduction (since this is being treated as self-employment income) 2. You might qualify for the premium tax credit if you purchased marketplace insurance 3. You'll unfortunately owe self-employment taxes (15.3%) on this amount in addition to regular income tax For your 2024 taxes, you can file an amended return (Form 1040-X) to include this income. Going forward, I'd strongly recommend talking to your employer about setting up a proper HRA or QSEHRA for future reimbursements to avoid this tax mess. The late timing of receiving the 1099-NEC in June is also concerning - they should have issued it by January 31st. Consider consulting with a tax professional to make sure you're handling this correctly and maximizing any available deductions or credits.

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Jamal Brown

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This is really helpful advice! I'm in a similar situation and didn't realize about the self-employed health insurance deduction possibility. One question though - if I'm a regular W-2 employee at this company but they're treating these health reimbursements as 1099-NEC income, does that create any issues with having both types of income from the same employer? It seems weird to be both an employee and a contractor for the same company at the same time.

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