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Take our 10-question quiz to test your understanding of the critical milestones and decisions you'll encounter as you turn 65.
By
Donna LeValley
published
13 May 2026
in Features
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Turning 65 is more than just a personal milestone; this particular birthday also triggers some of the most important financial "deadlines" of your life. From the narrow seven-month window for Medicare enrollment to the implications of the age at which you claim Social Security benefits, the decisions you make this year will impact your lifestyle for decades to come. This 10-question quiz is designed to help you navigate these complex rules and ensure you aren’t leaving money — or health coverage — on the table.
Test your knowledge to see if your transition plan is as solid as it needs to be. Don't worry if you miss an answer; you can follow the links below the quiz to learn more about the importance of turning 65.
More on turning 65, from the Kiplinger retirement team:
- Turning 65 This Year? Here Are 10 Key Things To Know
- The 7-Month Deadline That Determines Your Lifetime Medicare Premiums
- Can You Sign Up for Medicare While Still on an Employer Health Plan?
- When To Take Social Security Payments: Your Age Matters
- What's My Social Security Full Retirement Age (FRA)?
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Donna LeValleyRetirement WriterDonna joined Kiplinger as a personal finance writer in 2023. She spent more than a decade as the contributing editor of J.K.Lasser's Your Income Tax Guide and edited state specific legal treatises at ALM Media. She has shared her expertise as a guest on Bloomberg, CNN, Fox, NPR, CNBC and many other media outlets around the nation. She is a graduate of Brooklyn Law School and the University at Buffalo.