Schoolwide Leadership Changes Everything – Rob Dinsdale

Some seasons stay with you forever! That team that just got it, the chemistry that was rare, the bond that felt like family. But what happens when that chapter closes, and you’re handed a new team that doesn’t feel the same? In this episode, we get real about something coaches rarely talk about: grieving a past team while struggling to fully embrace the one in front of you. We’ll unpack the quiet emotional weight coaches carry, and the dangers of staying emotionally tied to “what was” while missing the potential of “what is.”

In this special anniversary episode, we celebrate 10 years in the business of leadership development, a journey that started with high school students and now reaching professionals in corporate boardrooms. We reflect on the origin story: how a mentorship opportunity at the alma mater “Watkins Mill” sparked a purpose-driven business, and how the early days of serving high school students built the foundation for a sustainable model.