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Bill Casson

Faculty Information
Department(s) Admissions
Title(s) Associate Director of Admission, Varsity Basketball
Contact Information
School Phone
Other Information

Bill begins his 12th year overall at Trinity-Pawling as Associate Director of Admissions and Head Basketball Coach. Bill left T-P in 2006 to work as Athletic Director and Head Basketball Coach at St. John’s Country Day School in Orange Park, FL. In his first tour from 2001-2006, Bill worked in admissions and was the Head Basketball Coach. During that time the Pride Basketball team was Tri-State League Champs for five years, Founders League Champions for five years and New England Class B Runner ups in 2003 and Champs in 2005. Before 2001 Bill was the Athletic Director and head basketball coach at Cheshire Academy for 16 years. In addition to organizing and running an athletic program of 17 varsity sports and 14 sub-varsity sports, he has also taught physical education, Algebra and was an assistant Dean of Students.Bill has also coached at the professional level in USBL in the late 80’s and he is also on the Board of Big Apple Basketball in New York City. In 2014 Bill was honored to receive the NEPSAC Coach of the Year Award.

In Bill’s career he has helped to place over 120 basketball players in colleges all over the country. As the Associate Director of Admission, Bill interviews prospective families, travels to meet with educational consultants, and visits lower schools throughout the country and overseas.

Bill is a native of Milford, CT and a graduate of Southern Connecticut State University. He and his wife, Kathy, a teacher at Mizzentop Day School, live in Shaw House West with their Labrador Retriever Barkley.

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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