What actually shapes a leader? What they’re told, or what they see?
In this episode of Qonversations, Jay Jacobson, author of Lead by Legendary Example, funeral home director, and CEO of Jay’s Cookies, joins Brian Gorman to explore leadership as lived example rather than instruction. The conversation begins with Jay’s early experience delivering newspapers at age nine: lessons in responsibility, relationships, and empathy that formed his leadership long before it had a name.
They explore Jay’s six pillars of leadership, with a focus on servant leadership and mentorship and how leadership is sustained by what is modeled and passed on. The idea of “edgewalkers” surfaces, along with the courage and self-awareness required to lead between worlds.
The conversation then turns to AI not as a technical issue, but a leadership one. As AI becomes embedded in organizations, ethical use, human oversight, and clear boundaries are leadership responsibilities, not technological ones.
At its core, this is a conversation about what people carry forward based on how you lead.
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