Solve for X: Finding Purpose and Joy After a High-Performing Career - with Michael Kay

About this episode

Michael F. Kay discusses finding purpose and joy after a high-performing career, addressing the challenges many face in retirement.

Michael F. Kay spent decades as a CPA and financial professional before transitioning into life coaching focused on the emotional and identity side of retirement. In this conversation, he explains the origin of “Chapter X” (solve for X) and why many high-performing men reach retirement without a clear picture of what comes next. Together, Jacquie and Michael unpack the universal fears that show up in retirement—relevance, vitality, identity—and why the solution is never one-size-fits-all. Michael shares practical ways to reclaim curiosity, experiment without pressure, and let go of ego-driven competition that no longer serves you. They also talk about the value of remembering past transitions (your first day at work, your first promotion) as proof you already have the tools to navigate change. Michael describes exercises from his book—including writing a multi-perspective eulogy—to clarify values and live intentionally now. The episode closes with a powerful reminder: retirement is your chance to curate your days around meaning and joy, not “shoulds,” deadlines, or status. Key topics discussed Michael’s path: musician → CPA → financial life planner → life coach Why retirement…

People in this episode

Host: Jacquie Doucette

Guest: Michael F. Kay

Topics covered

• finding purpose after retirement
• identity in retirement
• high-performing careers
• life coaching
• navigating change
• curiosity and joy

Keywords

• retirement
• life coaching
• identity
• purpose
• curiosity
• high-performing men
• transition
• meaning
• joy

Mentioned in this episode

Books & works: Chapter X

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