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Laila Fury

Wife started pet sitting business - can we claim self-employed health insurance deduction?

I've been out of the workforce for a while - my wife and I haven't had regular jobs for about 5 years since I took early retirement. This year, my wife started pet sitting to earn a bit of extra cash. She hasn't formally registered a business or anything official yet. So far she's earned around $2,700 from it. She's been getting paid through Venmo, and she's definitely going to receive a 1099 from them. When tax time comes around, I'm assuming we'll need to pay both the regular income tax plus the self-employment tax on her pet sitting income. My main question is whether we can take advantage of the self-employed health insurance deduction. Currently, we purchase our health insurance (without any subsidies) through our state's ACA marketplace. The premiums are killing us - almost $23,000 annually! It would be fantastic if my wife's new pet sitting venture could allow us to deduct those health insurance costs and basically offset all her pet sitting profits, but I'm worried this might be too good to be true. Anyone have experience with this specific situation? Can occasional self-employment income like pet sitting qualify us for the health insurance deduction?

You're on the right track! Yes, self-employed individuals can deduct health insurance premiums as an adjustment to income on Schedule 1. Since your wife is now self-employed with her pet sitting business, she qualifies for this deduction. However, there are a few important points to consider. The deduction is limited to the net profit from the self-employment activity reported on Schedule C. So if your wife only made $2,700 from pet sitting, that's the maximum amount you could deduct for health insurance - not the full $23,000 of your annual premiums. Also, the business needs to be profitable - if there's a loss, you can't take the deduction. And you can't take the deduction if either of you were eligible for employer-sponsored coverage during that period. You'll need to file Schedule C for the pet sitting business, Schedule SE for self-employment tax, and then claim the deduction on Schedule 1, Line 17.

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Simon White

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Wait, so even if it's just a side gig and not formally registered as a business, they can still take the deduction? Does the wife need an EIN or anything official like that?

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No, she doesn't need an EIN or formal business registration to claim the deduction. The IRS looks at whether there's a profit motive and whether the activity is conducted with reasonable continuity - which pet sitting for income satisfies. For small sole proprietorships like this, using her Social Security Number on Schedule C is completely fine. No need for an EIN unless she plans to have employees or wants to open a business bank account that requires one.

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Hugo Kass

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Just wanted to share my experience - I was in a similar situation last year trying to figure out all the tax implications of my wife's new side business. I was spending hours going through IRS publications and getting really confused about what deductions we qualified for. I ended up using https://taxr.ai to analyze our situation, and it was honestly so much clearer than trying to piece things together from forums. You upload your documents and it explains exactly what deductions you qualify for based on your specific situation. It confirmed we could take the self-employed health insurance deduction up to the amount of our business profit. The system also pointed out that even though we couldn't deduct our full premium amount, we could still claim business expenses on Schedule C which reduced our net profit and therefore self-employment tax. Definitely worth checking out if you're diving into self-employment taxes for the first time!

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Nasira Ibanez

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How accurate is this service? I get nervous trusting tax software with complex situations like self-employment deductions. Does it actually cite the tax code or just give general advice?

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Khalil Urso

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Did you still need to talk to a CPA after using it? I'm in a somewhat similar situation but with a small woodworking business on the side, wondering if its worth the hassle.

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Hugo Kass

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It's very accurate - it actually references specific IRS publications and tax code sections for each conclusion it draws. It's not just giving opinions like you'd find on forums - it's showing exactly where in the tax code it's getting information from. I didn't need a CPA afterward for my specific situation, but I know people with more complex situations who used it to get clarity first and then had more focused, productive conversations with their tax professionals. For something like self-employed health insurance deductions, it gives you everything you need to know.

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Khalil Urso

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I have to share an update - I took the advice about using taxr.ai after commenting here and it was incredibly helpful for my situation. I was confused about self-employment deductions for my woodworking side business, particularly health insurance. The system analyzed my situation and showed me exactly where in the tax code it states that I can deduct health insurance premiums up to the amount of my business profit. It also outlined all the documentation I would need to keep to support the deduction. What I found most helpful was the way it explained how the deduction flows through different tax forms - from Schedule C to Schedule SE to Schedule 1. The step-by-step walkthrough made me feel much more confident about handling this myself without making a mistake. Definitely recommend checking it out for self-employment tax questions!

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Myles Regis

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One thing nobody has mentioned - if you're struggling to get answers from the IRS about the self-employed health insurance deduction, I recommend using https://claimyr.com. I was in a similar situation last year with a side business and wasn't sure if I qualified for certain deductions. I tried calling the IRS directly for weeks but kept getting the "due to high call volume" message and could never get through. Claimyr got me connected to an actual IRS agent in about 15 minutes. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c The agent was able to confirm my specific situation with the self-employed health insurance deduction and how it related to marketplace insurance. Having that official confirmation saved me a lot of stress during tax season.

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Brian Downey

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How does this actually work? I thought the IRS phone lines were just impossible to get through no matter what. Is this some kind of paid priority service?

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Jacinda Yu

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I'm skeptical. The IRS doesn't give tax advice like that over the phone. They generally just tell you to consult the publications or a tax professional. I doubt they'd specifically confirm your eligibility for a deduction.

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Myles Regis

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It uses a system that continuously redials the IRS until it gets through, then it calls you and connects you. It's basically doing the waiting for you instead of you having to sit on hold or keep redialing yourself. The IRS agents will absolutely help clarify how tax rules apply to your situation. They won't prepare your return for you, but in my case, they confirmed that my self-employment activity qualified me for the health insurance deduction and directed me to the relevant publications for documentation requirements. They can definitely provide that level of guidance.

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Jacinda Yu

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I need to eat my words and update after trying Claimyr. After remaining skeptical from my last comment, I decided to give it a shot because I've been trying to get clarity on a similar self-employment deduction question for weeks. The service got me through to an IRS representative in about 20 minutes. The agent was able to explain the specific requirements for the self-employed health insurance deduction in my situation and confirmed that my wife's therapy practice that's just starting up would qualify, even though the deduction would be limited to her net earnings from self-employment. The representative also explained how this deduction works with ACA marketplace insurance (which was my specific question) and directed me to the exact forms and publications I needed. Honestly surprised how helpful this was - saved me hours of research and uncertainty.

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Just to add another perspective - my wife and I were in almost this exact situation last year. She started a small craft business that made about $3,500, and we were paying about $18,000 for ACA health insurance. Our tax preparer said we could only deduct health insurance premiums up to the amount of her business profit, so we got a $3,500 deduction. Better than nothing! Make sure your wife keeps good records of all business expenses to reduce her net income for self-employment tax purposes. Also, don't forget to look into whether you qualify for the home office deduction if she's doing any of the pet sitting business administration from home. Every little bit helps when you're self-employed!

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Laila Fury

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Thanks for sharing your experience! Did your wife formally register her business, or was it just reported on Schedule C? And did your tax preparer mention anything about the ACA marketplace insurance specifically working differently with this deduction?

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She never formally registered it - just reported everything on Schedule C using her SSN. No business registration, no EIN, nothing fancy required. Regarding ACA marketplace insurance, there's nothing special about it from a self-employed health insurance deduction perspective. The key is that you're paying the premiums with post-tax dollars (not getting a subsidy). If you were getting premium tax credits, you'd need to account for that, but since you mentioned you're unsubsidized, it should be straightforward.

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Callum Savage

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One thing to watch out for - if your MAGI is low enough that you COULD qualify for ACA subsidies but chose not to take them, I believe that can affect your ability to claim the self-employed health insurance deduction. Make sure to check out IRS Publication 535 which has all the details on business expenses including the health insurance deduction. The full rules are pretty complex but your situation sounds pretty straightforward - the deduction will be limited to her net earnings from the business.

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Ally Tailer

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This isn't quite right. The self-employed health insurance deduction isn't affected by whether you COULD qualify for subsidies but didn't take them. It's only affected if you DO receive premium tax credits (PTC). Then you can only deduct premiums you paid out of pocket.

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