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another possibility if you get a w-2 and you're paying thru payroll deductions at your employer. many employers have a cafeteria plan so in that case, the premiums you pay would likely be deducted from your gross wages on the w-2.  in this case you are not entitled to a deduction.  if you get your insurance through the Marketplace (Obamacare) there is special reporting. you'll get a form 1095-A that must be entered to generate form 8962 to determine what premium tax credits you are really entitled to. the correct insurance expense is automatically carried to schedule A medical expenses.