Holly Sullivan - What I Learned Transitioning from Board Member to CEO

Creative Conversations for the Board Room and Beyond with Jay Height

In the seventy-fifth episode of the Calibration Point Podcast, Jamie and Jay Height discuss trying something surprisingly simple: making people smile. Jay shares how “Indigo the Blue Jay,” a puppet created for Shepherd Community Center, has become a creative tool for communicating with board members, donors, families, students, and staff in ways that feel personal, memorable, and strategic.

The For Mission Mindset with Bob Jones

In the seventy-fourth episode of the Calibration Point Podcast, Jamie and Bob Jones discuss how organizations can strengthen their culture and effectiveness by intentionally adopting a mission-first way of thinking. Through reflections on board service, fundraising, staffing, and leadership, Jamie and Bob Jones show that when people truly believe in and align with the mission, they build stronger relationships, make better decisions, and create a more lasting foundation for the future.

Expanding Philanthropic Giving With Donor Financing

In the seventy-third episode of the Calibration Point Podcast, JDLA sits down with Zac Kester (EVP at Donum) to unpack a quietly game-changing idea: charitable gift financing—using strategic, non-recourse loans to increase giving while creating meaningful tax efficiency. If you’ve ever wondered how donors can unlock significantly larger philanthropy without “writing a bigger check,” this conversation lays out the mechanics, the risk safeguards, and why the long-term upside can benefit both charities and families.

Holly Sullivan - What I Learned Transitioning from Board Member to CEO

In the seventh-second episode of the Calibration Point Podcast, Holly Sullivan - CEO of Youth First - and Jamie unpack what happens when a deeply invested board member steps off the dais and into the CEO chair. Learn the inside story of a board-to-CEO succession done with transparency, intentional timing, and deep relational trust — with staff, donors, and a 30+ member board. Their dialogue challenges every board member to ask a bold question: “Do I believe in this mission enough that I’d consider working here?"

Bringing it Home, Landing the Plane with Leadership, with Senator John Crane- Segment 6

In the seventy-first episode of the Calibration Point Podcast, Jamie and Senator John Crane wrap up their six segment series on leadership. Having already covered The Who, Where, Why and How, Jamie and Senator Crane walk through how to put these key things into place to create a successful leadership system. Don't miss listening in as they "land the plane" on this impactful series.