If your child is starting to ask for a phone—and you’re not sure you’re ready—this episode is for you. Whether you’re standing on the edge of those conversations or already navigating screen-time battles, it’s never too late to pause and think about what’s working—and what’s not. We walk through four key questions every parent can use to guide thoughtful conversations about personal devices, from social pressure to safety and responsibility.

Our guests, Joseph Antonio and Sean Nestor, serve as the middle school principal and counselor at Wesleyan School. Drawing from their experiences in schools and in their own homes, they share practical and compassionate ways to frame the smartphone conversation. Focused on helping families flourish, this episode goes both big-picture and nitty-gritty so you can feel more confident about what comes next.

Mornings can feel like a high-stakes juggling act—packing lunches, finding shoes, signing permission slips, and somehow getting everyone out the door on time. In this episode, our guests are Karyn Vickery, director of academic support at Wesleyan School, and Ellen Hill, director of community engagement at the Schenck School .

We’ll dive into the chaos of school-day mornings, what makes mornings so challenging to begin with, and practical tips to help families build smoother routines, reduce stress, and even find a little joy in the rush.

In this episode, we explore the long game of parenting—how raising children is less about sprinting through milestones and more about pacing ourselves for the journey ahead. Our guest is Chris Cleveland. Chris is the head of school at Wesleyan School and draws on both his 34-year career in education and his own experience being a dad.

From maintaining healthy perspective to managing expectations to building resilience, we’ll talk about how parents can stay grounded, present, and connected through the ups and downs of family life. Whether you're at the start, middle, or end of this journey raising school-aged children, this conversation offers encouragement, practical strategies, and a reminder that you're not running this race alone.