One of the top independent schools for boys in Canada, Crescent School spans 37 acres in midtown Toronto. Now in our second century, we provide rich and diverse experiences and opportunities for boys in Grades 3–12 to learn, grow and thrive. Character has always been at the centre of a Crescent education supporting our mission, Men of Character from Boys of Promise.
Since 1913, Crescent School’s focus has been on character development. It is part of our DNA and involves a deep, uncompromising commitment to three essential areas we believe bring out the best in boys: relational learning, mentoring and character-in-action. A school that truly understands what makes boys tick, Crescent is here to meet your son’s development needs every step of the way.
Finding the right school for your son is one of the most important decisions you will ever make. Thank you for considering Crescent School. We invite you to apply through our online application form. Learn more about us by attending an Open House or taking a virtual tour. We look forward to welcoming you to our campus.
A Crescent education is exciting, fulfilling and broad. Our curriculum is taught by highly motivated, supportive teachers who understand that establishing a relationship with your son unlocks the door to learning and engages him in his character development. Your son will be celebrated for both his work and his work ethic as we guide him academically and emotionally on his journey to becoming a Man of Character.
Character-in-Action programs are Crescent's co-curricular activities that provide boys with ample opportunities to develop character outside the classroom. Through clubs and teams in the arts, business, robotics and athletics, your son will discover new interests and build his leadership skills. And our outreach programs will allow him to gain compassion for others both in our community and abroad.
The generosity of our Crescent community provides vital support for our campus development, signature academic and co-curricular programs, and Student Financial Assistance. Contributions, no matter what their size, allow us to deliver the best possible education for our boys and help ensure that we continue to fulfill our mission: Men of Character from Boys of Promise.
Crescent School doesn’t slow down when regular classes are out. We offer a Summer Academic Program available to all high school students, as well as summer camps for children 4 to 13 years old. Our Successful Start program is a special academic prep program exclusively available to Crescent students.
Employment at Crescent School is an opportunity to build a rewarding career and belong to a dynamic community where all are respected for their contributions. Our employees share a commitment to excellence that has made us one of the top schools for boys in the world. An equal-opportunity employer, we offer competitive compensation and benefits and believe strongly in workplace accessibility.
When he joined Crescent in 2013 as an Upper School English teacher, Rich Prosser brought with him over 20 years of public school experience in Edmonton, his hometown. Few could have predicted how swiftly and meaningfully he would shape the culture of Crescent.
Appointed Assistant Head of Upper School in 2017 and Head in 2021, Mr. Prosser became known not only for his exemplary leadership but also for his deep belief in the power of education. Now, in 2025, he takes on a new challenge as Deputy Headmaster, overseeing daily life at Crescent from Grades 3 to 12.
“It's a full-school focus,” he explains of his new role. “The greatest motivation for me as deputy headmaster is the ability to contribute even more to the school and ensure that Crescent is a fantastic educational experience for our students in and out of the classroom.”
It’s a mission grounded in his core values. With a Bachelor of Education in English and Phys-ed from the University of Alberta and a Master of Education from Queen's University, Mr. Prosser brings both academic rigour and human understanding to the table.
“I believe that empathy is the most important trait I bring to this role,” he says. “I spent 28 years in the classroom, and I know how hard our teachers work—their needs are driven by their students' needs.”
From enhancing experiential learning aligned with Crescent’s Breakthrough 2030 strategy to advancing the implementation of the Crescent Diploma, Mr. Prosser is deeply focused on real-world learning. “I want students to better understand that the entire world is their classroom and engage in their local communities.”
But it’s not all structure and strategy. He lights up when speaking about school spirit. “One of my favourite school traditions is House Day. Watching students from all grades cheer each other on, step up as leaders, and build lasting bonds makes it a powerful reminder of the strength of our community.”
His advice to students? “Be curious and courageous. Ask questions, try new things, and don't be afraid to make mistakes. As Neale Donald Walsch said, ‘Life begins at the end of your comfort zone.’”