What happens if I have automatic premium deduction from my Social Security benefit and I switch to a different Medicare drug plan later? Will the automatic premium deduction carry over to my new drug plan?

Paying your premiums · updated May 16, 2024

No. When you enroll in your new Medicare drug plan, you will need to make a new choice about how to pay your premiums. If you wish, you can again choose automatic premium deduction from your Social Security benefit.

Premium deductions generally start two months after your drug plan submits the request. This means that the first time the premiums are withheld from your Social Security benefit, two monthly premium payments will be withheld. After the first time, only one monthly premium payment will be withheld from your monthly Social Security benefit.

Sources include:
Center for Medicare and Medicaid Services

Also see:
Why am I not allowed to have my Medicare Part D premiums automatically deducted from my monthly Social Security check?