Medical premiums that were paid with after-tax dollars would not ordinarily appear on your W-2. Health insurance premiums through your employer are normally pre-tax and are reported with code DD in box 12 on your W-2.
After-tax dollars are dollars that you have already been taxed on (like from your checking account). This would be if you paid for your medical premiums directly from your checking account and not through an employer.
For some automobile insurance, there is a medical insurance component. You will have to call your insurance carrier to find out if this applies to you.
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