The Retirement Wisdom Podcast

Retiring Soon? What No One Tells You – Michael Kay

Mar 2, 2026
Michael Kay, coach, teacher, author and retired CFP who helps people craft life after work. He explores identity beyond titles, why retirement narrows your perspective, and how to reopen curiosity. He talks about grieving what’s lost, relearning to be a beginner, and choosing joy over habit. Practical reframes and small experiments are highlighted to help design a meaningful next chapter.
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INSIGHT

Retirement Requires Reopening A Narrowed Aperture

  • Kay observes that lifelong career focus narrows our aperture so retirement requires intentionally reopening curiosity and perspective.
  • He compares childhood wide-open curiosity to the narrowed career lens and urges a mindful expansion into new interests.
ADVICE

Revisit Your First Day To Rediscover Beginner Curiosity

  • Do reimagine your first day of work to recall how you learned and expanded, then ask what might be interesting or fun to explore now.
  • Kay advises overcoming perfection pressure and experimenting without needing to be world-class immediately.
ADVICE

Say Yes Only If It Brings Joy

  • Set a clear criterion for saying yes; Kay's rule is If it's not joyful, I'm not going to do it.
  • Use that boundary to try new things briefly: if you like it, repeat; if not, stop without guilt.
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