Retirement Ain’t Easy. So many things to deal with in retirement. I’ve dealt with the Social Security Administration, Healthcare.gov Marketplace (Obamacare) health insurance and now it’s time to deal with Medicare.

My 65th birthday is in October, so I am starting Medicare on October 1, 2026. I made a video highlighting what has taken place in preparation for the big day, including getting off my Obamacare insurance while keeping the wife on there plan.