Season 2, Episode 5: Special Guest Matt Kennard!

This week, we're excited to share a conversation with Pine Island alum and current PIC Board member Matt Kennard. Matt attended Pine Island as a camper from 1994 to 1998 and now serves as CEO of BetterLesson, a professional development and coaching organization created by teachers, for teachers. BetterLesson partners with K–12 districts to use resources more strategically, support student-centered classrooms, prepare students for college and careers, and strengthen instructional leadership.

In this episode, Matt reflects on his years at Pine Island and the lasting influence of the camp community on his personal and professional path. We explore his career journey, how camp experiences translate into college and career readiness, and why formative summer experiences matter deeply for child development. The conversation also ranges into making major life changes, the role of ancient societies in shaping modern community, and the enduring importance of male friendships. We wrap up with a quick lightning round!

We're excited to bring more guest conversations to the podcast in the months ahead. For now, enjoy this thoughtful and wide-ranging discussion with Matt Kennard.