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Retirement Learning SerieslessonJuly 2, 2026

Health Insurance Transition

How to move from employer-sponsored health coverage to Medicare or other coverage at retirement.

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Joe's Perspective

Never let your health insurance lapse — plan the transition carefully.

A coverage gap at retirement can be expensive and risky.

Learning Objectives

  • Understand your health coverage options at retirement.
  • Learn the transition process and important timing.

Transitioning Your Health Insurance

This lesson covers how to move from employer-sponsored health coverage to Medicare or other coverage at retirement.

Angela Transitions Smoothly

Scenario: Angela plans her health insurance transition from her employer plan to Medicare.

Outcome: She experiences no coverage gaps or unexpected costs.

Lesson learned: Advanced planning prevents coverage gaps.

Key Takeaways

  • Plan your health coverage transition well in advance.
  • Missing transition deadlines can leave you uninsured.

Common Mistakes

Not planning your health coverage transition before retirement.

Why this happens: You may end up without coverage or coverage gaps.

Better approach: Plan your health coverage transition at least six months before retirement.

Knowledge Check

When should you begin planning your health insurance transition?

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