That does seem to be a problem with TurboTax recognizing that you are claiming your Medicare payments as a self-employed health insurance deduction. It seems that when entering your Social Security benefits you must omit from the Medicare premiums deducted from your benefits the amount that you have indicated as paid for self-employed health insurance, otherwise it gets double counted on Schedule A. The result is then the same as if the Medicare payments were not deducted from your benefits but were instead paid out of pocket.