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Switching Plans and Saving Money During Medicare’s Annual Open Enrollment, #276

Retire With Ryan

Release Date: 10/21/2025

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More Episodes

Every year, Medicare Open Enrollment presents an important opportunity for retirees and individuals enrolled in Medicare to review, update, and make changes to their health and prescription drug coverage. If you’re on Medicare or approaching retirement, understanding the enrollment period and your options is crucial to ensuring comprehensive and cost-effective health care.

I’m sharing the seven essential things you need to know to make the most of this important window. Whether you’re already enrolled in Medicare or want to stay ahead of your retirement planning, I explain key dates, your options for switching plans, how to review or update your prescription drug coverage, and what to do if your health or coverage needs have changed. 

Tune in to learn about navigating Medicare Advantage, Medigap, and everything you should consider before December 7th to keep your health and finances on track as you plan your ideal retirement.

You will want to hear this episode if you are interested in...

  • [01:56] Seven key things to know about Medicare open enrollment.
  • [03:04] Making changes to your Medicare supplemental coverage.
  • [04:30] Prescription drug plan options.
  • [05:21] How to evaluate and change Medicare Advantage plans.
  • 07:30] Switching from a Medicare Advantage plan to a Medigap plan.
  • [12:17] Effective dates for making Medicare Changes.

What Is Medicare Open Enrollment?

Medicare Open Enrollment occurs annually from October 15th to December 7th. During this time, anyone currently enrolled in Medicare has the chance to make changes to their coverage. This window allows you to switch plans, sign up for supplemental coverage, or alter your prescription drug benefits, flexibility that’s vital as your health needs or financial circumstances shift. It's important to note that this period is only for those already enrolled in Medicare, not for newly eligible individuals.

This annual period matters for anyone with existing Medicare coverage. If you’re new to Medicare, say, your 65th birthday is coming up, your initial enrollment period is separate, and open enrollment won’t apply until the following year. Retirees and older people who have already navigated their initial sign-up should take advantage of open enrollment to ensure their health plan continues to meet their needs.

Your Medicare Options

Medicare coverage comes in several forms:

  • Original Medicare (Parts A & B): Provides hospital and medical insurance.
  • Medicare Advantage: All-in-one alternatives to Original Medicare, often with additional benefits and lower out-of-pocket costs.
  • Medigap (Medicare Supplement): Offers extra coverage to help pay healthcare costs not covered by Original Medicare.

Open enrollment is your chance to change from one type to another, such as moving from a Medicare Advantage plan to a Medigap policy or vice versa. Switching plans can bring savings or better coverage, depending on your health situation, but there are specific rules, like the six-month initial enrollment for Medigap and state-specific regulations, that you must navigate.

Prescription Drug Plans: Reviewing and Updating Part D

Prescription needs often change, and so do the offerings of Part D drug plans. This period lets you join, drop, or switch your drug coverage. If your current plan is discontinuing a medication you rely on or raising costs, research alternatives in your area. Lack of creditable drug coverage carries penalties, making it important to have either Part D or a Medicare Advantage plan with drug benefits.

Switching Medicare Advantage Plans

Medicare Advantage plans differ in costs, networks, and coverage options, and these can change each year. If your doctors are no longer covered or prescription benefits shift unfavorably, open enrollment is the time to shop for a better-fitting plan. Changes due to pricing or plan termination also allow you to choose a new plan that better fits your situation for the upcoming year.

Understanding Medigap Eligibility and State Rules

Switching from Medicare Advantage to Medigap isn’t always straightforward, especially after your initial six-month enrollment window. Some states, including Connecticut, New York, and Massachusetts, offer more flexibility, letting you change plans without penalties for pre-existing conditions. Outside of these areas and time frames, you may face higher premiums or coverage denial unless a “guaranteed issue period” applies, such as following a plan termination or a move to a different state.

Timing and Next Steps

Any changes you make during Medicare Open Enrollment become effective January 1st of the following year. It’s important to act before the December 7th deadline, so plan ahead, review notices, research alternatives, and consult with trusted advisors if you’re unsure. Keeping up annually ensures your coverage fits your evolving health needs and budget.

Medicare Open Enrollment can feel overwhelming, but it’s a vital tool for retirees aiming for optimal care and cost efficiency. Stay informed, review your options, and take charge of your retirement health plan this open enrollment season.

Resources Mentioned

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