The problem I've encountered is that the amount of insurance paid shows up in my personal "medical deductions" section; it should show up on 1040 line 29. The insurance amount is included in my w-2 gross wages (with box 14 checked and the insurance amount is in box 14) but is not included in W-2 lines 3 (social security wages) or box 5 (medicare wages), which is correct for an S-corp.
