In this episode of The Medicare Show, Jeffrey Kuhn breaks down one of the most confusing decisions for those approaching retirement: how Medicare works alongside employer and retiree health plans. Through real client scenarios, he explains when you should (and shouldn’t) enroll in Medicare, the risks of relying on incomplete HR guidance, and how costly mistakes can occur if you don’t fully understand your benefits. From high-deductible plans to retiree coverage and hidden plan rules, this episode offers practical, real-world advice to help you make confident, financially sound decisions before it’s too late.