Is A Health Insurance Premium Tax-Deductible? 
If you are self employed and you contribute to your own health insurance plan then the tax code allows deductions for `` contribution to a self employed health insurance plan . If you work a corporation and you are a W-2 employee your employer can sponsor a Health Insurance Plan , like a `` cafeteria plan '' and your contributions are paid with `` pretax dollars '' . The complication arises when you have incurred expenses and you want to deduct those expenses to reduce your tax then the expenses can not be deducted because your contributions to the plan are paid with `` pretax dollars '' 