Read The Compass Spring/Summer 2021 Issue

Diving into diversity, equity, inclusion, and belonging (DEIB) work is what The Windward School is committing to fully, and it is doing so with intentionality, thoughtfulness, and heart. Windward celebrates the neurodiversity of its students, and the School not only teaches them to embrace their learning disabilities but also prepares students to be proud advocates for themselves. The Windward School truly believes that Difference Is Power.

The Compass Spring/Summer 2021 details The Windward School's journey in its DEIB work. As Head of School Mr. Williamson states in the feature, "When we say we envision a world where every child with a language-based learning disability can achieve unlimited success, we do mean every child. Every single one of us plays an important role in ensuring all individuals at Windward feel respected, appreciated, and safe to be themselves." Read more on how Windward is continuing to deliver on its program goals with a DEIB lens; a recap of Windward's first-year initiatives in its continually-evolving three-year plan; an introduction to the DivE In Committee; and more. 

This issue also honors four retirees who have served a combined 109 years at Windward. Enjoy tributes and photos of Joan Barrett, Ronnie Berish, Stephen Littell, and Leslie Zuckerwise

The Alumni Office announces the creation of the Alumni Ambassador Program, co-chaired by Denis O'Leary '06 and Grace Desiderio '19. The ambassadors are passionate alumni representatives who will deepen engagement with the Windward alumni community through an array of initiatives that supports, strengthens, and increases the alumni community worldwide. 

Read two new alumni success stories in this issue's alumni news and notes. Stephen Flaxman '88 reflects on his four years at Windward and his experience as an alumni parent of Natalie Flaxman '25. Will Koester '22 highlights a unique research fellowship where he interviewed athletes with learning disabilities. 

We invite you to browse the entire issue of The Compass Spring/Summer 2021 magazine online at You can read the latest magazine issue plus access our archives of letters from the head of schoolfeature stories, faculty and staff spotlights, alumni success stories, and more!