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William W. Taylor, Headmaster

Over his 26-year career in education, William Taylor has proven himself to be a dedicated, values-driven, entrepreneurial leader who works tirelessly in service of students and schools. The son of an Episcopal priest, Taylor earned a Bachelor of Arts in history from Kenyon College and a Master of Arts in religion from Yale Divinity School. He joined Trinity-Pawling School in 1988 as a history teacher, dorm master, and tennis coach. In 1992, after a brief time in the admissions office, he was appointed Associate Headmaster at Trinity-Pawling. In this capacity, he worked closely with Arch Smith in overseeing much of the day-to-day life of the school, including curriculum development, faculty hiring and supervision, and student discipline.

In 2001, Taylor became Associate Head of School and subsequently Head of School of the Collierville Campus of St. George’s Independent School in Memphis. Originally an elementary school, St. George’s was in the process of adding grade levels. Taylor led the creation of the new middle and upper school program, designing curricula, hiring faculty, expanding the facility, raising philanthropic contributions, and forging a culture that combines strong academics, student-centered learning, and meaningful interpersonal relationships. After six years in Memphis, he was appointed President of St. George’s, which consists of three campuses serving 1,200 students in preschool through 12th grade. The school has continued to thrive under his leadership and today is recognized as one of the top schools in the state. A devoted educator, Taylor has continued to teach American history, thus maintaining a close connection with students throughout his tenure.

Taylor’s service to education and the community extends beyond his professional work. He is a member of the board of the Tennessee Association of Independent Schools. He has served as President of the Memphis Association of Independent Schools and has been a trustee of Berkeley Divinity School at Yale University, the Children’s Museum of Memphis, and The Melrose School. He also served on the vestry of Holy Apostles Episcopal Church.

He is married to Jennifer Luce Taylor and has two grown children, Wilson and Allyson.

A Commitment to Character

As we prepare young men for the world beyond Trinity-Pawling, we seek to convey this fundamental lesson: Character is the single most influential force to propel us forward - whether academically, physically, socially, or spiritually.

Trinity-Pawling has so much to offer!

Check out everything you can do and be in the pages on our site.  And if you'd like to contact us, we'd be happy to hear from you.  You can reach the admission office at 845-855-4825 or by email at

Not Just In the Classroom

What makes Trinity-Pawling unique? The Effort System is at the heart of everything we do.

The Pride

At Trinity-Pawling, every boy is a three-season athlete.  Whether he is learning the basics or has been excelling for years, he is part of the School's century-old athletic tradition.  T-P competes in the Founders' League, a highly competitive arena showcasing some of the nation's best prep school talent. T-P offers 13 interscholastic sports with 30 teams.

We're Seriously Creative

The Arts are an integral part of every Trinity-Pawling student's education. Whether they wish to develop existing talents or experiment with an entirely new form of expression, each student will have at least one year of music, theater, visual art or art history.


As a parent or guardian of a Trinity-Pawling student, you are a welcome member of the community. Your involvement through event attendance, participation in the Parents' Association, or simply staying connected is appreciated.

This could be you!

Over 100 years ago, Frederick Luther Gamage, Trinity-Pawling's Founding Headmaster, said, "Whether a boy succeeds or fails in the first instance at everything he tries is irrelevant.  The only boy who truly fails is the boy who fails to try."  Today, a century later, 315 boys live learn and grow together in an environment that fosters commitment, effort and character across the board.

Stay Connected!

Trinity-Pawling has a rich tradition of alumni connectivity. We want you to participate in the life and vitality of the School. Through this engagement, alumni will help Trinity-Pawling propel forward.

Stay Connected!

Trinity-Pawling has a rich tradition of alumni connectivity. We want you to participate in the life and vitality of the School. Through this engagement, alumni will help Trinity-Pawling propel forward.

As a convenience, Trinity-Pawling School links to Google Translation which provides an automated translation of our website. The tool is not perfect, and the context of the copy may not be precise when it is translated. As a result, sometimes the translation may lose some of its intended meaning. Therefore, Trinity-Pawling School cannot guarantee the accuracy of the converted text. Where there is any question, the English version is always the authoritative version of the website.

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