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Teacher of Performing Arts and Physical Education and Fitness Thomas Bolster is the 2022 Distinguished Teaching Award Winner.

Congratulations Mr. Bolster!! The award was presented by Trinity School Trustee and Chair of the Nominating Committee Nicole George-Middleton ’93. 
The Distinguished Teaching Endowment was created in 1983 as a tribute to Clarence Bruner-Smith, Dudley M. Maxim ’32, and Frank G. Smith. In 1988, the Alumni Association decided to establish an annual award to a teacher who has taught at Trinity for ten years or more, exemplifies the history and traditions of the School, and who has demonstrated excellence in teaching. The prize, now known as the Greenberg Family-Alumni Association Distinguished Teaching Prize, was increased to $10,000 in 2004.
Since its inception, thirty-five teachers have received this honor, their names displayed prominently on the Greenberg Family-Alumni Association Distinguished Teaching Prize Plaque in the Great Hall. The 2022 award was given to Thomas Bolster.

Mr. Bolster started as a teacher of Physical Education and Fitness in 2006. He joined the Performing Arts Department in 2014 and has served as the Upper School class dean for the classes of 2015, 2019, 2021, and 2023. He was the interim assistant Upper School principal in 2016-2017. He has been the head coach for Girls Varsity Soccer, Middle School Boys Basketball, Boys Junior Varsity Lacrosse, and Boys Grade Nine Basketball. Colleagues describe Mr. Bolster as someone who has “so many talents and yet is humble—a wonderful combination for our students to see modeled every day.” He keeps a pace that “would exhaust most people but seems to thrive, even to be vitalized by, the infinite variety of commitments.” Another writes that he is “so beloved by everyone at Trinity and so many students feel the impact he has on their experience at our school.”

Amid the Covid-related disruptions of the past few years, Mr. Bolster has raised his hand and eagerly taken on every role imaginable. We are fortunate to have Thomas Bolster as a member of the Trinity community.
Located on the Upper West Side of New York City, Trinity School is a college preparatory, coeducational independent school for grades K-12. Since 1709, Trinity has provided a world-class education to its students with rigorous academics and outstanding programs in athletics, the arts, peer leadership, and global travel.