In this episode of the Culture Matters Podcast, Jay Doran sits down with Jay Stoll, founder of All Things Retirement Group, for a powerful conversation about reinvention, discipline, service, and purpose.

All Things Retirement Group operates within the ecosystem of All Things Insurance Group, founded by longtime friend of the Culture Matters Podcast and frequent guest, Pete Fournier.

Jay Stoll shares his incredible journey from serving in law enforcement to working in physical therapy and eventually building a thriving business in the insurance and retirement planning space. Along the way, he opens up about the defining moments that shaped him, including the emotional decision to leave law enforcement after missing one of the most important moments in his son’s life.

This conversation goes far beyond insurance. It is about what it means to lead with humility, check your ego, stay coachable, and build a life centered around faith, family, and long-term impact. Jay also breaks down the deeper purpose behind retirement planning, mortgage protection, long-term care, and helping families prepare for the moments they hope never come.

If you have ever wrestled with changing careers, chasing purpose, providing for your family, or building something meaningful from the ground up, this episode will speak to you.

00:00 Intro and Jay Stoll’s story of reinvention
03:10 From law enforcement to life-changing perspective
07:15 Missing his son’s first steps and making the pivot
11:20 Entering the insurance world and finding purpose
16:05 What retirement planning really means
21:10 Mortgage protection and planning for the unexpected
27:00 Long-term care, family burden, and hard conversations
34:25 Education over confusion in financial planning
39:10 Mentorship, humility, and learning from proven people
45:20 Building All Things Retirement Group
50:15 Persistence, faith, and what it takes to keep going
55:00 Final thoughts on legacy, leadership, and serving families

This episode covers:

Reinventing your life when your priorities change
How law enforcement shaped Jay’s discipline and decision-making
The moment he knew he had to choose family first
Why mentorship and humility matter in business
How to think about retirement, protection, and legacy
The power of persistence when building something new