R. Adam Smith welcomes Bill Stranberg, second-generation leader and managing partner at Stranberg, a firm specializing in executive search and talent strategy for family-owned businesses. Drawing from his own experience joining his parents' firm in 2013, Stranberg shares insights on the delicate balance between honoring family legacy while pursuing evolution and growth. The conversation explores the unique family enterprise challenges in hiring external leadership, including the critical importance of alignment across family members and the difficulties in transferring power from long-tenured executives. Stranberg emphasizes that successful family financial planning requires addressing both organizational culture and family dynamics when navigating leadership transitions in increasingly complex multi-generational businesses.