I’m a former English teacher turned facilitator, coach, and thought partner for people invested in the deeper work of leading, teaching, and learning. I’ve spent three decades in and around schools — designing learning, leading teams, and listening closely — in service of making rooms feel more honest and human.

 

My work follows a family tradition of service. I grew up watching community builders and educators give their time so others could live with dignity, and I carry that same mission into my coaching, facilitation, and strategic work with individuals and organizations today.

 

Over the years, I’ve worked across PK–12 and higher education, and I currently serve on the faculty at Peabody College of Vanderbilt University’s Independent School Leadership program. I’ve seen the transformative power of a well-designed learning space — for students, for teachers, for adult learners, and for leadership. Years in the classroom keep me grounded; I never forget how any decision ultimately lands on learners.

 

My academic roots (B.A. from Wesleyan University, Ph.D. from Tufts University) and formal training in both facilitation and coaching (I’m an ICF-certified coach) shape how I think about power, story, and growth — for people and for institutions.

 

In addition to my coaching, facilitation, and consulting practice, I lead professional learning at R.E.A.L. Discussion, partner with schools and organizations on strategy and adult learning, and serve as a trustee at The Winsor School and a Commissioner for the Association of Independent Maryland & DC Schools. These roles keep me close to the real questions schools are asking about culture, mission, and change.

 

When I’m not working with schools or leaders, you’ll probably find me crafting while singing; designing products for The Companion Shop; or practicing Pilates.

 

Reach me at sidra@drsidra.com.