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https://support.businessasap.com/article/261-s-corporation-officer-health-insurance
Health and supplemental insurance premiums paid by an S corporation on behalf of a shareholder may be deductible from an officer's W-2 wages. Prior to your final payroll of the year, please share the total cost of your health and/or accident insurance premiums and HSA amounts with ASAP to report on your W-2.
https://www.irs.gov/businesses/small-businesses-self-employed/s-corporation-compensation-and-medical-insurance-issues
Under prior guidance, the IRS indicated that employers could not pay for the cost of individual health insurance for employees, or reimburse the premium cost for such individual policies, without violating ACA market reforms and triggering …
https://www.irs.gov/businesses/small-businesses-self-employed/s-corporation-employees-shareholders-and-corporate-officers
Comm’r, T.C. Memo. 2013-180. The corporation’s payment of the shareholder’s personal expenses for insurance and utilities were made with the intent to compensate the shareholder for services rendered. As such, the corporation was entitled to a deduction as additional compensation.
https://blog.accuchex.com/supplemental-insurance-guide
Supplemental insurance plans, or voluntary benefits, are the products or services that employers can provide or make available for their employees to purchase as an expansion of their core benefits package. These may cover dental care, vision care, maternity care, critical illnesses and injuries, accident care, disability insurance, and more.
https://badermartin.com/receiving-compensation-or-benefits-as-an-s-corporation-officershareholder/
Taxability of Payments as Compensation S corporation officers are considered employees under both the Federal Insurance Contributions Act (FICA) and Federal Unemployment Tax Act (FUTA), and therefore are subject to withholding for federal employment taxes. A recent IRS notice indicates that this is an area of increased IRS scrutiny.
https://ttlc.intuit.com/community/business-taxes/discussion/can-officers-health-insurance-be-expensed-c-corp-has-no-w2-employees-officers-shareholders/00/43755
"C" Corp has no W2 employees. Officers/Shareholders compensation was reported on 1099s. This is a 2015 'C' Corp return. No 940 or 941s were filed since there were no w2 employees. The officers/shareholders medical insurance payments were made by the corporation. Officers/shareholders compensation was reported on 1099 misc. TurboTax …
https://learn.ahcpsales.com/blog/can-employers-pay-their-employees-medicare-premiums
In summary, companies with fewer than 20 employees that offer group health coverage that pays secondary to Medicare (those not subject to the MSP rules) may be able to pay for the Medicare Part B, Part D, and Medicare Supplement Insurance premiums for their active employees. This is known as a Medicare Premium Reimbursement Arrangement.
https://www.upcounsel.com/c-corporation-health-insurance-deduction
However, in the case of Group Term Life Insurance (if the plan is non-discriminatory) only up to $50,000 can currently be deducted by the company and be considered non-taxable income for the employee. Payments received through disability insurance are treated as taxable income. Reducing Corporate Taxes Through Health Plans
https://www.medicarefaq.com/faqs/can-my-employer-pay-my-medicare-premiums/
Medicare Supplement coverage can’t be paid directly by your employer. However, you can get a refund for your monthly premiums from your employer. But, your employer must have a Section 105 plan in place.
https://www.taxcpe.com/blogs/news/s-corporation-medicare-premiums-reimbursement
if an s corporation pays accident and health insurance premiums on behalf of a more-than-2% shareholder who is also its employee and who must include the value of the premiums in his gross income, the shareholder -employee can deduct the cost of the premiums paid on his behalf to the extent allowed under the code sec 162 (i) self-employed …
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