InsuranceTurning 65? Don’t miss Medicare’s 7-month deadline. One mistake could mean lifetime penalties.Whether you are ready to retire or plan to keep working when you reach age 65, make sure you understand this deadline. Dreamstime/TCATribune News Service3/3/2026|Updated: 3/3/20260:00By Donna LeValley From Kiplinger’s Personal FinanceTurning 65 should be a milestone to celebrate, not a source of financial stress. Yet, for millions of Americans, navigating Medicare’s initial enrollment period (IEP) can be a confusing, high-stakes gamble.





