I’m Dr. Darryl Diggs, and I’ve spent my career in education and life navigating what I call “the wilderness of leadership”— for me the wilderness is the myriad of carefully constructed barriers that live in our institutions, our practices, and sometimes, our own minds. As an educator, administrator, and advocate, I’ve learned that real change doesn’t come from navigating the wilderness more efficiently—it comes from daring to imagine what lies beyond it.

This blog is where I share the lessons learned from standing at the edge of transformation, the wisdom gathered from building villages beyond the trees, and the ongoing work of turning equity from a buzzword into lived reality. Whether you’re an educator, leader, or change-maker, you’ll find strategies, stories, and support for the hard but necessary work of creating systems that serve …rather than limit.