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Medicare University

Enrollment

Learn timelines, special enrollment, and annual review windows.

Medicare Enrollment

Understand common Medicare enrollment windows and what can affect your timing.

Medicare Open Enrollment

Understand the annual Medicare Open Enrollment period at a high level.

Annual Enrollment Period

Learn what the Medicare Annual Enrollment Period generally means.

Medicare Late Enrollment Penalty

Understand late-enrollment penalty concepts before delaying Medicare coverage.

Medicare Open Enrollment Guide

A practical guide to reviewing Medicare coverage during open enrollment.

Working Past 65 and Medicare

Understand the Medicare questions to ask if you or your spouse will keep working past age 65.

Medicare and COBRA

Learn why COBRA needs careful review before you delay Medicare enrollment.

Medicare Special Enrollment Period

Learn the questions to ask when a work, coverage, residence, or service-area change may affect Medicare timing.

Medicare Part B Late Enrollment Penalty

Understand the Part B late-enrollment penalty risk before delaying Medicare Part B.

Medicare Part D Late Enrollment Penalty

Understand how creditable prescription drug coverage affects Medicare Part D penalty risk.

Medicare Annual Review Checklist

Use this checklist to review Medicare coverage, prescriptions, doctors, costs, and notices each year.

Medicare Enrollment Checklist

A practical Medicare enrollment checklist for turning 65, retiring, losing coverage, or helping someone else.

Turning 65 While Covered by a Spouse's Employer Plan

Learn what to ask before delaying Medicare when you are turning 65 and covered by a spouse's employer plan.

Turning 65 With Small Employer Coverage

Understand why small employer coverage can require extra care when Medicare eligibility begins.

Turning 65 With Large Employer Coverage

Review what large employer coverage may mean for Medicare timing when you turn 65.

Medicare After a Layoff When You Are Over 65

Understand what to review if you lose job-based coverage after age 65.

Medicare After Severance Coverage

Learn what severance health coverage may mean for Medicare timing after employment ends.

Medicare If Your Employer Closes or Ends Coverage

Review Medicare steps when an employer closes, ends coverage, or stops offering a group health plan.

Medicare and Marketplace Coverage After 65

Learn why marketplace coverage after 65 should be reviewed carefully with Medicare timing.

Self-Employed and Turning 65: Medicare Questions

A Medicare guide for self-employed people approaching age 65.

Medicare for Business Owners Turning 65

Review Medicare questions for business owners who are turning 65 and still working.

Medicare for Freelancers Turning 65

Understand Medicare timing if you freelance, consult, or work independently near age 65.

Medicare for Consultants Working Past 65

Review Medicare questions if you consult or contract after age 65.

Medicare After Switching to Part-Time Work at 65

Learn what part-time work can mean for Medicare timing and employer coverage.

Medicare After Reduced Work Hours

Understand what to check when reduced work hours may affect job-based health coverage after 65.

Medicare When Dependent Coverage Is Ending

Understand Medicare timing if you are losing dependent coverage from a spouse, parent, or employer plan.

Medicare Annual Notice of Change Review

Learn how to read a Medicare Annual Notice of Change without getting overwhelmed.

Medicare Plan Renewal Checklist

Use this checklist before letting Medicare Advantage or Part D coverage renew for another year.

Medicare Open Enrollment Mistakes to Avoid

Avoid common Medicare Open Enrollment mistakes before changing coverage.