Turning 65 brings a lot of new milestones, but it also brings time-sensitive decisions and deadlines you might not know about. Linda recently retired after a 40-year career and assumed she could sign up for supplemental health coverage whenever she wanted. She didn’t know about the one-time, six-month Medigap enrollment window tied to Medicare. Must Read By the time she started looking into plans, her guaranteed enrollment period was nearly over — and she almost lost the chance to get affordable coverag ...