Taylor Stockdale currently serves as a Member of the Board of Trustees at The Bishop's School and works as a Senior Consultant at Carney, Sandoe & Associates, where Taylor partners with independent schools to find and retain effective educational leaders. Previously, Taylor held the position of Head of Schools at The Webb Schools from July 1988 to June 2023, where significant advancements were made in curriculum and educational programs, as well as successful fundraising efforts, culminating in the $200 Million Centennial Campaign. Taylor's educational background includes a Bachelor of Arts in History and Political Science from Colorado College and a degree in Executive Leadership from Claremont Graduate University.