Abundance Not Scarcity: Caryn Siebert on Lifting Others Up

In this episode, I interview Caryn Siebert, Vice President, National Director of Carrier Engagement at Gallagher Bassett, and a respected leader, mentor, and advocate. Caryn’s career has spanned law, claims leadership, and executive roles across the industry, but an unchanging value is her lifelong commitment to developing people and leading with purpose.

We talk about her journey, from navigating complex claims and litigation to building inclusive, high-performing teams. Caryn shares how her work has always been about more than results, it’s about raising the bar for professionalism and creating a culture where people feel seen, supported, and challenged to grow.

Caryn also discusses the importance of effective communication, what it means to listen, to mentor with intention, and to make space for new voices at the table.