Guidance for people turning 65 and enrolling in Medicare for the first time. Learn about eligibility, enrollment periods, plan options, costs, and how to avoid common mistakes.
Still Working at 65? The Medicare Mistake That Could Cost You Thousands | Eligry Medicare Enrollment Ā· Working at 65 Still Working at 65? The Medicare Mistake That Could Cost You Thousands. Before you assume your employer plan covers you ā or that you must enroll in Medicare right now ā there are five things … Read more
Medicare Advantage Benefits May Shrink in 2027 | Indiana & Florida Seniors | Eligry Medicare News Ā· 2027 Changes Today’s Medicare Advantage Benefits May Not Be Tomorrow’s Benefits What Indiana and Florida seniors need to know before the 2026 Annual Enrollment Period If you chose a Medicare Advantage plan partly because of the extras ā … Read more
Medicare Enrollment Guide Employer group Medicare Advantage plans: the hidden trap that can lock you out of Medigap By Cindy Kowalski, Licensed Independent Medicare Advisor ā¢ Updated for 2026 Some employers offer retiree or late-career health plans that are quietly structured as Medicare Advantage. If you don’t know the difference between that and traditional employer … Read more
Medicare Enrollment · Updated May 2026 · 11 min read C Cindy Kowalski Licensed Independent Medicare Advisor · Eligry LLC · NPN 21601670 If you are leaving your job — whether you are retiring, got laid off, or your employer is ending your coverage — one of the first questions you will face is whether … Read more
Your HSA Medicare transition after 65 is one of the most financially dangerous moments in a corporate executive’s retirement timeline ā and most people get it wrong. A single coordination-of-benefits misstep can trigger irreversible IRS tax penalties, disrupt your investment strategy, and lock you into lifelong Medicare premium surcharges that no severance package can fix. … Read more
If you split your retirement between two states ā whether that’s the Midwest and Florida, the Northeast and Arizona, or anywhere in between ā you’re part of a proud, long-standing tradition. But while your clothes and car transition seamlessly between states, your health insurance might not. The wrong Medicare choice can leave you completely unprotected … Read more
How to compare Part D plans is one of the most important Medicare skills you can learn ā and one of the least understood. Most people pick a plan based on the monthly premium and assume the cheapest one is the best deal. It’s not. The plan with the lowest premium can easily cost you … Read more
Medicare for snowbirds is one of those topics that sounds simple until you’re standing in a doctor’s office in January, 800 miles from your “home” state, wondering if your insurance actually works here. If you split your time between two states ā winter in Florida, summer in Indiana, or any other combination ā the Medicare … Read more
There is a specific kind of quiet panic that sets in around February or March. It’s the sound of a phone clicking shut after a three-hour marathon with a customer service representative who is reading from a script in a city three time zones away. It’s the realization that the “free” gym membership and the … Read more