Retirement tax questions

Yes, assuming you qualify to deduct medical expenses. If you enter your Part B premiums into TurboTax's SSA-1099 screen, that will automatically carry over to the deductions section as a medical expense. (Same with Part C/Medicare Advantage and Part D premiums if they're on your SSA-1099.) However, only medical expenses in excess of 10% of AGI (or 7.5% if over 65) are deductible, and even then it's an itemized deduction (those only count if they exceed your standard deduction).

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