Medicare Mailbag: Timing, Solutions Before 65, Group Coverage & More! episode artwork

EPISODE · Apr 3, 2026 · 15 MIN

Medicare Mailbag: Timing, Solutions Before 65, Group Coverage & More!

from Coffee with Cortney · host Derek Johnson

This week’s show focused on listener questions about navigating Medicare and other health insurance issues, featuring Cortney Dale from Sunflower Insurance Solutions. Cortney addressed common mistakes, like prematurely enrolling in Medicare while still covered by an employer group plan, which can lead to tax penalties and complications with Health Savings Accounts (HSA). She emphasized the importance of consulting an expert before making Medicare decisions, especially if you plan to continue working past 65 and are eligible for group coverage. The team can help avoid costly errors by providing tailored advice and complimentary planning, ensuring listeners enroll in the right Medicare parts at the right time.The show also covered options for those retiring before age 65, including shopping the marketplace (Affordable Care Act plans), short-term health insurance, and supplemental products for specific needs. Cortney explained that Medicare Part B enrollment can be delayed for those with credible group coverage from employers with 20 or more people, and offered detailed guidance for prescription drug coverage under Medicare Part D. Because Part D plans and drug needs change frequently, annual plan reviews are recommended.On this episode of Coffee with Cortney, insurance updates, information and local advise is given by Cortney Dale about how to handle the wild world of Medicare.For more information about Cortney Dale and Sunflower Insurance Solutions, visit: https://sunflowersenior.com/

Episode metadata supplied by the publisher feed · Published Apr 3, 2026

Embed this episode

NOW PLAYING

Medicare Mailbag: Timing, Solutions Before 65, Group Coverage & More!

0:00 15:01

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

No similar episodes found.

Frequently Asked Questions

How long is this episode of Coffee with Cortney?

This episode is 15 minutes long.

When was this Coffee with Cortney episode published?

This episode was published on April 3, 2026.

Can I download this Coffee with Cortney episode?

Yes. Use the download control on the episode player to save the publisher-provided media file.
URL copied to clipboard!