On her very first rugby tackle at Cornell, Shannon Gallagher put her head in the wrong spot and came away with a black eye. Instead of backing down, she discovered something she’s carried ever since: she could do hard things. That moment became the foundation of a career where she now leads with resilience, vision, and a belief in the power of people.
As an executive at Gallagher Insurance—and a four-time New York City Marathon finisher—Shannon has learned that leadership isn’t about forcing people into the same mold. Just like in rugby, every position has its role, every player brings strengths, and every stride matters. Her job as a leader is not to create replicas of herself but to see what environment brings out the best in each person.
Mentorship, for Shannon, begins with two simple questions: What gives you energy? What drains it? By listening closely, she helps people step into roles where they can thrive. That approach, paired with the family-rooted principles of “The Gallagher Way,” has shaped her philosophy of leadership—one built on curiosity, presence, and trust.
In this episode, you will learn:
"Don is one of the best storytellers I’ve ever met. I’ve known him for a long time and every time we talk I walk away wiser and more inspired. He is the best in the business at teaching you a skill – storytelling – that will last you a lifetime.”
“The ability for athletes to get hired is carried on through you because you are putting out the message that lessons learned from sports are important in life. It is embedded in this podcast, what you’re doing is significant.”
We speak the same language. I am inspired by the stories you tell, the people you have met, and the things you’ve done. Those of us that are competitors like to follow others that have been down that journey, so it is always fun talking to you!”
“Many of the leaders I have worked with were excellent athletes, and I think there is a direct correlation. You’re one of the few people that really has pursued this study, Don. Keep up the great work. What you are doing really makes a difference.”
“Don, you have mastered the skill of interviewing and asking great questions. That is a great skill all leaders need in order to understand their team members’ thought processes.”
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