Webb Schools Announce Head of School Transition Plan

The Webb Schools on March 11 announced Head of Schools Taylor Stockdale’s plans to retire in June 2023, transitioning to a role as Head Emeritus until 2027.

Stockdale will have served Webb for 35 years, including 13 years as Head of Schools. He is the sixth Head of Schools in Webb’s 99-year history.

“During Taylor Stockdale’s tenure at Webb, the school has flourished, becoming a thought leader among independent schools in academic, co-curricular and student life programs,” Board of Trustees Chair Sanjay Dholakia said.

“Our Alf Museum has soared to global repute, our campus footprint has doubled in size, and our faculty, staff, and senior leadership team are second to none,” Dholakia added. “These notable successes have helped to drive significant growth in our endowment and even stronger demand for the Webb experience from prospective students and families around the world.”

Stockdale will guide The Webb Schools through its upcoming Centennial Years celebration.

Meanwhile, the Board of Trustees has launched a search for a successor to Stockdale. The effort is being conducted in partnership with a leading independent school search firm and The Webb Schools’ Diversity, Equity & Inclusion consultant.

Read more about the Head of Schools Search and take our survey.

Read an FAQ on the Head of Schools Transition plan