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Aisha Rahman

Can self-employed hairdresser deduct health insurance premiums when spouse receives stipend?

I'm a self-employed hairdresser trying to figure out health insurance deductions on my taxes. My situation is a bit complicated. My husband's employer offers health insurance but only covers him, not family members, which made it super expensive for us. Last year, his company started giving him a monthly stipend instead of employer-provided insurance. This way, he gets the money they would have spent on his gold plan coverage, and we use that to purchase a cheaper family plan through the marketplace. I'm confused about what I can deduct as a self-employed person. Since my husband gets this stipend specifically for health insurance, am I still allowed to claim the self-employed health insurance deduction for my portion and my kids' portion of our marketplace plan? Or can I not deduct any premiums at all because the money ultimately comes from his employer (even though it's taxable income to him)? I've heard conflicting advice and want to make sure I'm handling this correctly on my Schedule C and tax return. Thanks for any guidance!

This is a good question about self-employed health insurance deductions when there's employer involvement. Based on your situation, here's what you need to know: When your husband receives a stipend (which is taxable income to him) and you use that to purchase a marketplace plan, you may be eligible to deduct a portion of the premiums as self-employed health insurance. The key factor is that you can only deduct premiums that you pay with after-tax dollars. Since the stipend is included in your husband's taxable income, the premiums paid with that money are technically paid with after-tax dollars. However, you can only deduct the portion that covers you and your children, not your husband's portion. You'll need to determine what percentage of the premium goes toward your and your children's coverage versus your husband's. Also important: you can only deduct premiums up to the amount of your net self-employment income. If your hairdressing business doesn't show enough profit, that will limit your deduction.

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Ethan Brown

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Thanks for explaining this! I have a similar situation, but I'm confused about how to actually calculate the percentage for me and my kids vs my spouse. Do insurance companies break this down somewhere or do I just guess at it? Also, does it matter if the marketplace plan is in my name or my husband's name?

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For calculating the percentage, you'll need to contact your insurance provider and ask for a breakdown of the premium costs per covered individual. They should be able to tell you how much of the premium is allocated to each family member. This gives you the exact amount you can deduct for yourself and your children. The name on the insurance policy doesn't affect the deductibility. What matters is who is covered and who paid the premiums with after-tax dollars. Just make sure you keep documentation from your insurance company showing the premium breakdown and proof of payment.

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Yuki Yamamoto

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After struggling with a similar self-employed health insurance situation last year, I found an amazing tool that saved me hours of research and probably kept me from making a costly mistake. I used https://taxr.ai to analyze my specific situation with the marketplace plan and my husband's employer stipend. The tool basically looked at all my tax documents and clarified exactly what portion of our health insurance premiums I could deduct as a self-employed person. It even helped me understand how to properly document the stipend part since that was coming through my husband's employment. I was surprised how much more I could actually deduct than what I initially thought based on my own research! Definitely worth checking out if you're dealing with these complicated self-employment deduction questions.

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Carmen Ortiz

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How exactly does this work? Do you just upload your tax forms or do you have to answer a bunch of questions? I'm terrible with tax stuff and usually just give everything to my accountant but she charges me extra for "research time" on complicated questions like this.

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Sounds suspicious to me. How much did it cost? I bet it's one of those services that starts cheap then hits you with huge fees or tries to sell you something else. There's plenty of free tax advice online if you just search.

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Yuki Yamamoto

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You just upload your documents (W-2s, 1099s, insurance statements, etc.) and the AI analyzes them to identify deductions you qualify for. It asked me a few clarifying questions about my self-employment and family coverage, but it was way simpler than explaining everything to a tax preparer. The whole process took about 15 minutes. No hidden fees or upsells in my experience. I actually saved money compared to what my tax guy charged last year for basically the same service. And the difference is I could do it from home instead of scheduling an appointment and driving across town.

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Carmen Ortiz

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Just wanted to follow up and say I tried that https://taxr.ai site and it was super helpful! I was skeptical at first (I'm usually terrible with technology), but it actually walked me through everything step by step. Turns out I could deduct about 70% of my family's health insurance premiums as a self-employed person, even though my husband's employer provides that stipend. The tool explained that since the stipend is included as taxable income on my husband's W-2, we're essentially paying with after-tax dollars. It also helped me understand how to document everything properly so I don't trigger an audit. Definitely using this again next year!

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Zoe Papadakis

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If you're having trouble getting clear answers about your self-employed health insurance deduction, you might want to call the IRS directly. I know that sounds like a nightmare (endless hold times), but I found a service called https://claimyr.com that got me through to an actual IRS agent in under 20 minutes instead of waiting for hours. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c I was struggling with a similar self-employment health insurance question last year (my spouse gets coverage through work but I'm self-employed). The IRS agent walked me through exactly what documentation I needed and how to calculate the deduction correctly. It saved me from making a mistake that would have cost hundreds in missed deductions.

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Jamal Carter

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Wait, so this service just gets you through to the IRS faster? Don't you still have to deal with IRS agents who give different answers depending on who you talk to? I called twice about a tax credit last year and got completely different answers each time.

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This sounds like a scam. Why would I pay money to talk to the IRS when I can just call them myself for free? Sure there's a wait, but you can just put it on speaker and do something else while waiting. I'm pretty sure the IRS would tell you the same thing regardless of how you reach them.

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Zoe Papadakis

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Yes, it just gets you through to the IRS faster without waiting on hold for hours. I still talked to a regular IRS agent, but I didn't have to waste half my day waiting. You're right that sometimes you get different answers, which is why I always ask for the agent's ID number and make notes about what they tell me. The time savings was worth it to me. I run my own business and literally can't afford to sit on hold for 3+ hours during my workday. I got through in about 15 minutes and the agent I spoke with was actually really helpful and knowledgeable about self-employment deductions specifically.

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I have to admit I was wrong about Claimyr being a scam. After my skeptical comment, I decided to try it myself since I had some questions about my self-employed health insurance deduction that were driving me crazy. It actually worked exactly as advertised - I got through to an IRS agent in about 12 minutes instead of the 2+ hour wait I experienced last time I called. The agent confirmed that I CAN deduct the portion of health insurance that covers me and my kids as a self-employed person, even though my spouse's employer provides a stipend (as long as that stipend is included in taxable income). She also explained exactly how to document it and where to report it on my Schedule C. Definitely worth it just for the time saved and peace of mind knowing I'm doing it right.

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Mei Liu

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Just FYI - I'm a hairdresser too and have been self-employed for 15+ years. The health insurance deduction for self-employed people is one of the BEST tax benefits we have! Don't miss out on it. One thing nobody mentioned: the deduction doesn't go on Schedule C. You actually take it as an adjustment to income on Schedule 1 of your 1040 (line 16). This is better than a business expense because it reduces your adjusted gross income! Also, make sure you're tracking all your other legitimate business expenses - products, tools, continuing education, booth rental, etc. So many stylists leave money on the table by not keeping good records.

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Thanks for this info! I'm new to the hair business (just got licensed last year). Question - can you deduct the cost of your own haircuts/color since we have to look good for clients? And what about clothes you wear to work?

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Mei Liu

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Unfortunately, you cannot deduct the cost of your own haircuts/color even though we need to look good for clients. The IRS considers these personal expenses, not business expenses, even for hairstylists. It's frustrating but that's how they interpret the tax code. As for work clothes, you can only deduct clothing that is not suitable for everyday wear. For most hairstylists, our work clothes can be worn outside of work, so they're usually not deductible. However, if you have to buy specific uniforms with salon logos or specialized protective clothing that you wouldn't wear elsewhere, those may qualify as deductible expenses.

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Amara Chukwu

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Has anyone here actually been audited over the self-employed health insurance deduction? My tax guy said its one of the things the IRS looks at closely for self-employed people and now im paranoid about claiming it. But its a HUGE deduction for me since my premiums are almost $1400/month for my family!

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I got audited 2 years ago and they did question my health insurance deduction! But I had all my premium statements and proof of payment, and I was fine. The key is documentation - keep records showing you paid the premiums and that those payments match what you deducted. Don't be afraid to take legitimate deductions!

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