What happens when the life you’ve successfully built no longer feels like the life you’re meant to keep living?

Wendy McCauley Brand reflects on the early experiences that shaped her, becoming a mother, a career that moved through sports, nonprofit and corporate leadership, and the burnout that led to a major pivot at 50.

Through family, achievement, change, and the experience of writing her book, Wendy explores how our identities evolve, why success can mean something very different as we get older, and the importance of remaining open to explore what comes next.

What happens when the entrepreneurial spirit that shaped your past keeps calling you toward what’s next?

Steve Ison reflects on growing up in an entrepreneurial family, the lessons he learned from his father, and the courage it took to leave an established career in commercial insurance to enter an industry he knew little about and build Rebecca Creek Distillery.

Through risk, reinvention, personal and professional setbacks, unexpected opportunities, and 16 years of building a brand, Steve explores how his definition of success has evolved, why he learned not to let the business define his life, and what continues to drive him toward new opportunities, a lasting legacy, and whatever comes next.

What happens when the path you never planned becomes the one that helps shape who you are?

Coach Chris Castillo reflects on growing up as one of 11 children, a career that took several unexpected turns, finding his calling in coaching, and the profound impact of losing his father to suicide.

Through family, relationships, loss, leadership, and decades of investing in others, Chris explores how our experiences can reshape the way we define success, influence the people around us, and continue discovering who we are becoming.