
About this episode
The episode discusses the journey of reinvention at any age with insights from entrepreneur Jay Sargent.
You can be successful and still feel wasted, and that’s where reinvention starts. We talk with Jay Sargent, entrepreneur, coach, speaker, and author of Shift: The Gift of Reinvention, about what it really takes to change your life when you’re burned out, stuck, or quietly wondering if your best years already passed. Jay isn’t selling a fantasy. He’s lived the pivots, seven times, and he’s honest about the fear, the grief, and the discomfort that comes with starting over. Jay breaks dow...
People in this episode
Host: Omar Medrano
Guest: Jay Sargent
Topics covered
- reinvention
- personal development
- entrepreneurship
- overcoming burnout
- life changes
Keywords
- reinvent your life
- burnout
- success
- entrepreneur
- life changes
- personal growth
Mentioned in this episode
Books & works: Shift: The Gift of Reinvention
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