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Mateo Lopez

S Corp shareholder's health insurance - tax implications for unequal premium payments?

I own an S Corp with my business partner (we're 50/50 owners) and I'm trying to figure out the best way to handle our health insurance premiums. Right now, our company is paying the full premiums for both of us but we're not deducting anything from our W2 wages as contributions. My understanding is that at year-end, we'd add these premium amounts to our W2s as income that would be subject to income taxes but not FICA. Then the S corp would deduct the premiums as a normal business expense, and we (as shareholders) would deduct them as self-employed insurance on our 1040s. Here's where it gets complicated: my insurance includes coverage for my wife, but my partner is single. His premium is about $8,500 while mine is around $14,300. If we treat this as a business expense, it seems like my partner would essentially be subsidizing my wife's coverage since we're 50/50 owners. Does this create an equity issue? And if these premiums are considered income, do they count toward the "reasonable wage" requirement for S Corp shareholders? I want to make sure we're handling this in the most tax-advantageous way without creating problems.

The health insurance premiums for S corporation shareholders who own more than 2% of the company should be handled in a specific way for optimal tax treatment. Your understanding is mostly correct. The S corp should pay the full premium amounts for both shareholders. These amounts are then added to your W-2 as income subject to income tax but not subject to FICA (Social Security and Medicare) taxes. The corporation gets to deduct these premiums as a business expense, and you as shareholders can claim the self-employed health insurance deduction on your personal tax returns (Form 1040). Regarding the unequal premiums - this is a common situation and doesn't necessarily create a problem from a tax perspective. However, from a business partnership perspective, you might want to address this. Some S corps handle this by having a written policy that the company will cover a base premium amount for all shareholders equally, with any additional coverage (like for family members) paid personally by the shareholder. As for reasonable compensation - no, these health insurance premiums generally don't count toward the "reasonable wage" requirement. The IRS looks at actual salary/wages when determining if an S corp shareholder is taking reasonable compensation.

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Ethan Davis

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Thanks for the info. What if we decided to have the S corp just pay us both the same dollar amount toward health insurance, and then we'd each pay the difference out of pocket? Would that still get the same tax treatment, or would we lose some of the tax advantages?

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That's a perfectly valid approach. If the S corp provides an equal dollar amount toward health insurance for both shareholders, the tax treatment would still be the same - those equal amounts would be reported as income on your W-2s (not subject to FICA), the company would deduct them as a business expense, and you could each claim the self-employed health insurance deduction on your personal returns. For any additional premiums you pay personally, you could still include those in your self-employed health insurance deduction as long as the insurance plan is established under the business. Just make sure all of this is clearly documented in your corporate policies.

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Yuki Tanaka

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I went through this exact same situation with my business partner in our S Corp last year. After getting advice from several sources, I used taxr.ai (https://taxr.ai) which analyzed our operating agreement and insurance documentation to give us a clear answer. They confirmed that our company could pay different premium amounts while maintaining tax advantages, but recommended we update our bylaws to specifically address this. What made this really helpful was they explained that it's not just about the tax side, but also about proper corporate governance. The tool helped us document our decision properly so we had protection if either of us sold our shares or if we got audited. We submitted our docs and got a detailed analysis of exactly how to handle the insurance disparity in a way that satisfied both tax requirements and corporate equity concerns.

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Carmen Ortiz

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Was it difficult to upload documents to taxr.ai? I'm not very tech savvy but my S corp situation is similar with uneven health costs between me and my co-owner.

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MidnightRider

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Did they tell you whether you need to make the health insurance payments equal somehow? I've heard conflicting info from different accountants about whether unequal benefits can cause problems with the 50/50 ownership structure.

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Yuki Tanaka

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The document upload process was super simple - just drag and drop PDFs of our insurance policy, operating agreement, and corporate minutes. It took me less than 5 minutes to submit everything, and I'm definitely not a tech genius. Regarding equal payments, they actually explained that there's no IRS requirement that benefits must be equal between 50/50 owners. What matters is proper documentation through corporate governance. They suggested we create a written policy stating that the corporation would cover full health insurance for all qualifying shareholders regardless of premium amount. This makes it clear the benefit is based on shareholder status, not dollar amount, which maintains the proper corporate structure while allowing for different premium levels.

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MidnightRider

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Just wanted to update that I decided to try taxr.ai after reading about it here. It was exactly what I needed for our S-Corp insurance situation. I uploaded our docs and got back a detailed explanation showing that our unequal premium payments weren't a problem as long as we documented it properly. The analysis showed that the key issue isn't the dollar amount difference between shareholders but having clear documentation that the benefit is provided based on shareholder status. They provided template language for our corporate minutes that addressed the exact issue with my partner's family coverage versus my individual plan. Saved us a ton of back and forth with our accountant who was giving us conflicting advice!

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Andre Laurent

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If you're struggling with this S-Corp health insurance issue like I was, I got nowhere with the IRS for months trying to get a straight answer. Then I used Claimyr (https://claimyr.com) and got connected to an actual IRS agent in about 15 minutes who explained exactly how to handle unequal shareholder health premiums. Before using them, I spent hours trying to get through to someone at the IRS who could help with this specific S-Corp issue. They have a demo video if you're skeptical: https://youtu.be/_kiP6q8DX5c. The agent I spoke with confirmed that different premium amounts between shareholders is fine as long as you're consistently following proper reporting on W-2s and documenting the policy in your corporate records.

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How exactly does this service work? Does it just put you ahead in the IRS phone queue somehow?

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Sounds like BS honestly. Nobody gets through to the IRS in 15 minutes. They're always backed up for hours, especially during tax season.

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Andre Laurent

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It's a service that uses their technology to navigate the IRS phone system and wait on hold for you. Once they get an agent, they call you and connect you directly. It's not about cutting the line - they're just handling the waiting part so you don't have to sit there for hours. They're completely legitimate and actually helped me get a specific answer about S Corp health insurance premiums that I couldn't find anywhere else. The IRS agent I spoke with confirmed that unequal premiums are fine from a tax perspective as long as you're following the right reporting procedures and have documented policies.

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I was completely wrong about Claimyr. After posting my skeptical comment, I decided to try it anyway since I was desperate to get an answer about my S-Corp's health insurance setup. Got connected to an IRS representative in about 20 minutes who actually had experience with S-Corps (not the usual frontline support). The agent confirmed that our unequal premium arrangement is perfectly acceptable from a tax perspective. He explained that the IRS doesn't require equal dollar benefits for equal ownership - what matters is proper documentation and consistent treatment. He also clarified that while the premiums don't count toward "reasonable compensation" requirements, we still need to make sure our actual salaries meet that standard independent of any benefits. Honestly, getting that official confirmation directly from the IRS was worth it for my peace of mind alone.

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Mei Wong

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Our accounting firm handles several S Corps with this exact issue. Here's what we advise: Yes, it's perfectly fine for an S Corp to pay different premium amounts for different shareholders, even with equal ownership. There's no IRS requirement that benefits must be equal in dollar amount. The key is consistent application of a documented corporate policy. For corporate minutes, we recommend language stating: "The corporation shall provide health insurance benefits to all qualifying shareholders, including family coverage where applicable, with the full premium amounts reported as income on shareholder W-2s (not subject to FICA) and eligible for the self-employed health insurance deduction." This approach maintains the tax advantages while addressing the equity concern through proper governance documentation.

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Would this approach also work for other benefits like dental insurance or disability insurance? We're dealing with the same unequal cost issue for those policies too.

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Mei Wong

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Yes, this same approach applies to dental insurance, vision insurance, and disability insurance for S corporation shareholders who own more than 2%. All these premiums paid by the corporation would be included in the shareholders' W-2 income (Box 1) but not subject to FICA taxes. The shareholders can then take the self-employed health insurance deduction for all qualifying insurance premiums. Just make sure your corporate documentation clearly establishes that these benefits are provided based on shareholder status, not specific dollar amounts, and you'll maintain both the tax advantages and corporate governance requirements.

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PixelWarrior

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Is anyone using QuickBooks to handle this S Corp health insurance reporting? I'm having trouble figuring out how to set it up so the premiums show up on W-2s but aren't subject to FICA.

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Amara Adebayo

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In QuickBooks, you need to set up a special payroll item for "S Corp Health Insurance." Make it an addition to gross pay, but exempt from Social Security and Medicare taxes. When you run payroll, add this item with the premium amount. QuickBooks will include it in the W-2 Box 1 wages but won't calculate FICA taxes on it. Also make sure to check the "Reported as Box 14" option so it shows up properly identified on the W-2.

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I've been dealing with a similar situation in my S Corp. One thing I'd add to the excellent advice here is to make sure you're consistent with how you handle these premiums throughout the year, not just at year-end. We set up our payroll system to add the health insurance premiums to our W-2 wages each pay period (subject to income tax but not FICA), rather than waiting until December to make one big adjustment. This gives a more accurate picture of our actual compensation throughout the year and avoids any potential issues with quarterly estimated tax payments. Also, regarding the equity concern with your partner - we addressed this by having our attorney draft language in our shareholder agreement that specifically states how health benefits are handled. It clarifies that the company provides health insurance coverage to all shareholders regardless of premium cost, which removes any ambiguity about one partner subsidizing the other's coverage. This protects both partners if ownership changes in the future.

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That's really helpful advice about handling the premiums throughout the year rather than as a year-end adjustment. I hadn't thought about the quarterly estimated tax implications, but you're absolutely right that it would give a more accurate picture for tax planning purposes. The shareholder agreement language sounds like a smart approach too. Did your attorney have any specific recommendations about what to include beyond just stating that coverage is provided regardless of cost? I'm wondering if there are other potential scenarios we should address while we're updating our documentation.

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Dmitri Volkov

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One important consideration that hasn't been mentioned yet is the timing of when you establish your health insurance policy through the S Corp. The IRS requires that the health insurance plan be "established under" the business for shareholders to qualify for the self-employed health insurance deduction. This means if you currently have individual policies that you're personally paying for, you can't simply have the S Corp reimburse you and get the tax benefits. The corporation needs to either be the policyholder or have a formal arrangement where it pays the premiums directly to the insurance company. Also, make sure you're not mixing this benefit with any health savings account (HSA) contributions if you have high-deductible health plans. The tax treatment can get complicated when you combine S Corp health insurance benefits with HSA contributions, so you'll want to coordinate these carefully to maximize your tax advantages. The unequal premium amounts between you and your partner really isn't uncommon - family vs. individual coverage naturally creates different costs, and the IRS doesn't expect or require equal dollar benefits for equal ownership percentages.

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Philip Cowan

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This is really important information about the policy establishment requirement. I'm actually in this exact situation - we have individual policies that we've been personally paying for, and I was hoping we could just have the S Corp start reimbursing us. So if I understand correctly, we'd need to either transfer the policies to the corporation as the policyholder, or set up a new arrangement where the corp pays premiums directly to our insurance company? Also, regarding HSAs - we both have high-deductible plans and have been contributing to HSAs. Are you saying there could be issues if the S Corp starts paying our health insurance premiums while we're also making HSA contributions? I'd hate to mess up our HSA eligibility by trying to optimize the health insurance tax treatment.

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