Courtney is an educator and DEI practitioner who currently lives in Connecticut at The Loomis Chaffee School, where she serves as the Director of Gender and Sexuality, English teacher, and dorm head. Courtney is an alumna of The Peddie School in New Jersey, earned her BA in Philosophy from Lehigh University, where she also was a member of the Women’s Soccer team. She earned a Master of Arts in Liberal Studies from Dartmouth College, where she studied gender and sexuality, and a Master in Education from the Harvard Graduate School of Education, where she studied diversity, equity, and inclusion more broadly. Courtney enjoys spending time outside with her dog, reading memoirs, running, cycling, and sipping coffee.

Will Gilyard is in his 19th year of working in independent schools. In 2020, he returned to his alma mater Choate Rosemary Hall to take on the roles of Form Dean, and Alumni Engagement Associate. Will joined Choate after nine years at the Kingswood Oxford School (KO), a 6-12 independent day school located in West Hartford, CT, where he served as Dean of Students, an upper school math teacher, assistant football coach, and faculty advisor for the United Students club and Boys of Color group. At Choate, Will is the faculty adviser to Choate Afro Latino Men (CALM), and Girls Who Code (GWC).

Will also serves as a core faculty member and helped create the curriculum for the Institute for New Teachers of Color in Independent Schools, created in 2020, the Interschool Leadership Institute, created in 2013. Will also served as a core faculty member of the Kingswood Oxford Leadership Institute for Educators of Color (KOLIEC) from 2011-2018 and helped create the curriculum for the mentoring/advising circles for institute participants.

Before joining KO, Will was the Head of the Upper School at the Cathedral School of St. John the Divine in New York City. He serves on the board of advisors for the IDEAL School, also located in New York City. He is passionate about the role of educators in independent schools, specifically in the lives of students of color. Will has attended numerous workshops, conferences, and institutes related to leadership in independent schools and anti-racist education. Will had the honor of being a member of a think tank for the CARLE institute. 

Will has his B.A. in Psychology from Williams College and his M.A. Ed. in Curriculum and Instruction from the University of St. Joseph. Will is thrilled to be a part of the TABS (The Association of Boarding Schools) team and looks forward to working with energized and focused individuals who are interested in being change agents in the residential life sphere.

Will and his wife, Afton, ALP/Enrichment Teacher in Stratford Public Schools reside in Wallingford, CT with their two sons, William (10) and Maxwell (8).

Associate Head of School Ryan Pagotto ’97 joined Blair’s faculty in 2002 and is responsible for managing the day-to-day operations of the School on matters related to student and residential life, including health and counseling services, athletics and co-curricular programs. He runs Monday School Meeting and, among other things, is known for greeting students in the morning at the Clinton Hall doorway and offering freshly picked apples from his office during the month of October. In addition to his administrative responsibilities, Ryan serves as a member of the history department and teaches Global Issues. He also authors the monthly e-newsletter From Hilltop to Home, a communication designed to help new boarding-school parents navigate the ins and outs of the Blair experience.

Over the course of his time at Blair, Ryan has served as a history teacher, head tennis coach, a dorm head and Dean of Admission. He completed his undergraduate work at Dickinson College, where he captained the men’s tennis team, and earned a master’s degree in educational leadership from Columbia University. Before joining the faculty at Blair, Ryan taught at the Taft Summer School in Watertown, Connecticut, and Wyoming Seminary in Kingston, Pennsylvania. He also spent three summers as program director of the Cambridge Prep Experience at Peterhouse College, Cambridge University.

In addition to his roles in schools, Ryan has served as a faculty member for the TABS (The Association of Boarding Schools) Summer Session and is a regular presenter at national boarding and independent school conferences on student and residential life.

Ryan and his wife, Jennifer, performing arts department chair and Director of Instrumental Music at Blair, live in Grullon House with their children, Jack, Will, Ella and Addison, and their dog, Teagan. The Pagottos enjoy opening their home to Blair students, faculty and staff members throughout the year.

Susan Baldridge is the Executive Director of The Association of Boarding Schools (TABS), a member association that counsels, connects, and champions boarding schools, delivering professional learning, data insights, and strategic guidance to boarding schools throughout North America. Prior to her work with TABS, Susan served as a strategic consultant and advisor to schools and colleges. She also co-authored the book, The College Stress Test, an analysis of educational market data; the book was named one of the best books on higher education in 2020 by Forbes Magazine. Until 2018, she served as a professor and leader at Middlebury College for over 25 years, most recently as Executive Vice President and Provost. She received her B.S. from Denison University, and her M.A. and Ph.D. in Social Psychology from UCLA.