Episode Details

In this episode, I interview Stephanie Miles, Senior Vice President, Producer, and Practice Leader at Marsh McLennan Agency, for an incredible conversation about family legacies, authenticity, and redefining leadership in insurance. Stephanie shares her unique journey to the industry, stemming from a deep-rooted family history starting with her grandfather's agency in 1910, and how pivoting from retail and underwriting eventually led her to build a multi-million-dollar book of business.

We dive into what it’s like being a triple threat in a male-dominated field, why selling insurance is a lot like selling a commodity like red lipstick, and how the industry can create its own "Caitlin Clark effect" by focusing on storytelling rather than changing its core. Stephanie also opens up about the realities of protecting family time as a working mother, building a true 50-50 partnership with her wife Taylor, and why ambition and prioritizing your home life can happily coexist. It’s a powerful, heartfelt discussion on ditching the corporate box, betting on yourself, and opening doors for the next generation.