The initiative reflects South Kent鈥檚 ongoing commitment to fostering connection, character development, and a supportive residential experience. Through regular check-ins, shared activities, and informal guidance, Big Brothers will help new students navigate academic expectations, dorm life, and the many traditions that define a South Kent education.

At the final all-school assembly of the 2025鈥�2026 academic year, the School proudly introduced the inaugural group of student leaders selected to serve as Big Brothers. Chosen for their leadership, integrity, and commitment to their Hillside community, these students will play a foundational role in shaping the program and setting the tone for years to come.

鈥淭his program is about connection and responsibility,鈥� said Assistant Head of School, Lindsey Lefevre. 鈥淥ur student leaders understand what it means to support one another, and they鈥檙e ready to help our new students feel welcomed, confident, and prepared from day one.鈥�

South Kent鈥檚 Big Brother program will officially launch in the fall, with training and planning already underway to ensure a meaningful and lasting impact. As South Kent looks ahead to the 2026鈥�2027 academic year, the program reflects the School鈥檚 mission in action, highlighting a community committed to developing thoughtful, engaged young men of purpose.

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淫人色欲社 proudly celebrated Decision Day on Monday, May 11, 2026, as members of the Class of 2026 formally announced their college acceptances and postgraduate pathways. This annual tradition marks a defining moment on the Hillside, one that reflects years of hard work, focus, and personal growth.

Decision Day is more than a celebration of outcomes; it is a reflection of each student鈥檚 journey. Whether pursuing higher education, advancing in athletics, or taking the next step through specialized programs, our graduates embody the School鈥檚 commitment to preparing young men for lives of meaning and impact.

This year鈥檚 announcements include commitments to a wide range of institutions and opportunities, including:

University of Colorado Boulder
Rochester Institute of Technology (RIT)
Missouri University of Science and Technology
Howard University
Clarkson University
Embry-Riddle Aeronautical University
University of South Florida
Connecticut College
St. Lawrence University
Princeton University
Suffolk University
Occidental College
University of Montevallo
University of Miami
Brown University
Indiana University Bloomington
Trinity College
Chicago State University
Western New England University

In addition, several students will pursue elite junior hockey opportunities with organizations including:

New Hampshire Avalanche
Erie Otters
Philadelphia Little Flyers
Chicago Steel

鈥淒ecision Day is one of the most meaningful moments of the year,鈥� said Head of School Brian Sullivan. 鈥淚t represents not just where our students are going, but who they have become. These are young men of character, resilience, and purpose. We are proud of each of them and excited for what lies ahead. They leave the Hillside ready for the rapidly-changing world ahead.鈥�

As the Class of 2026 prepares to take their next steps, the South Kent community celebrates their achievements and the enduring values that will guide them forward.

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淫人色欲社 has released its , delivered by its 10th Head of School, Brian Sullivan, marking a defining moment in the School鈥檚 history and formally launching , the most ambitious financial endeavor in the School鈥檚 103-year history.

Recorded in St. Michael鈥檚 Chapel, the address reflects on the School鈥檚 momentum and outlines a clear and definitive path forward. 鈥淎s South Kent enters its second century, our mission to form young men of character, resilience, and purpose remains as vital today as it was in 1923,鈥� Sullivan shared. 鈥淎t the midpoint of my third year as Head of School, I am deeply encouraged by the momentum across the Hillside.鈥�

That momentum includes record growth in The South Kent Fund, the highest boarding enrollment in the School鈥檚 history, expanded academic and co-curricular offerings, and a revitalized North Campus now serving as a living classroom. Sullivan emphasized that these gains are not accidental, but the result of a dedicated community working quietly and steadily to ensure the School is prepared not only to endure, but to lead.

The address also introduces The South Kent Initiative, a multi-year effort designed to position the School for long-term, sustainable growth by investing in its people, programs, and place. As of February 2026, South Kent has already raised $28 million in gifts and future commitments toward the Initiative, with $17 million remaining to reach its goal.

鈥淭his is a moment of shared responsibility,鈥� Sullivan noted in his remarks. 鈥淥ne that calls for thoughtful investment in our people, programs, and place.鈥� To that end, the School announced that all funds raised between now and June 30, 2028 will count toward The South Kent Initiative, including gifts made during , taking place on Tuesday, February 24.

With this announcement, South Kent invites alumni, parents, grandparents, friends, and community partners to participate in shaping the School鈥檚 next chapter. 鈥淲ith your partnership,鈥� Sullivan said, 鈥渨e can continue building on our proud legacy and help write the next chapter of South Kent鈥檚 storied Hillside.鈥�

the 2026 State of the School Address.

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