by Joseph DeAngelis | Aug 3, 2026 | Medicare Enrollment
Turning 65 with Pennie health insurance is a handoff—not a cancellation project. Pennie may have done exactly what you needed it to do: provide individual health insurance until you became eligible for Medicare. But when Medicare eligibility arrives, the dates have to...
by Joseph DeAngelis | Jun 18, 2026 | Medicare Enrollment
Can I keep my employer coverage after turning 65? The answer is yes for many people, but understanding how your employer coverage works with Medicare is critical. After helping Medicare beneficiaries since 1985, I’ve found that this is one of the most common...
by Joseph DeAngelis | Jun 18, 2026 | Medicare Enrollment
Can I delay Medicare Part B if I’m still working? The answer is yes for many people, but not everyone. After helping Medicare beneficiaries since 1985, I’ve found that this is one of the most misunderstood areas of Medicare. I’ve helped many people...
by Joseph DeAngelis | Jun 18, 2026 | Medicare Enrollment
After helping Medicare beneficiaries since 1985, I’ve spoken with many people who were worried they had made an expensive mistake. Some delayed Medicare because they were still working. Others assumed enrollment was automatic. Many simply didn’t realize...
by Joseph DeAngelis | Jun 18, 2026 | Medicare Enrollment
Should I take Medicare at 65 if I’m still working? It’s one of the most common questions I receive from people approaching Medicare eligibility. Over the years, I’ve spoken with many people who planned to keep working past age 65 and weren’t...