The IRS has made the deduction of S Corp Officer Health insurance premiums like walking a maze. The officer must include the premiums in their wages (reported on their W-2). Then the corporation deducts this as officer fringe benefit/compensation. So far, we have a wash (especially if there is only one shareholder).

Now the officer can deduct the premiums paid on their personal return as an above the line deduction, just like any self-employed person.

While I understand the reasoning behind this, the IRS could have just ruled it a wash and saved a lot of time and payroll headache and we arrive at the same bottom line. But that would make too much sense I guess.

Be sure to note the other requirements about whose name the policy should be in and that the company needs to either pay the premium directly or reimburse the shareholder.

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