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MacGregor J. Gentleman III ’83

MacGregor John Gentleman III, 59, of Sebring, FL, passed away on April 19, 2025. Born in Des Moines, Iowa on August 25, 1965 Mac was known for his exceptional culinary skills, a sense of humor that brightened any room, and his deep devotion to his family. He graduated from South Kent School in Connecticut and ... Read more

Young Alumni Graduate Workshop

Young Alumni Graduate Workshop Series: Preparing for Life Beyond South Kent As you prepare to take your next steps beyond the Hillside, the School is committed to ensuring a seamless transition for you into our South Kent alumni community. On Tuesday, April 22, South Kent will host the first Young Alumni Graduate Workshop Series, an … Read more

Geoffrey M. Driscoll ’85

Geoffrey Moore Driscoll, 58, died unexpectedly in Providence, RI on April 5, 2025. Geoffrey was born in Tarrytown, NY in 1967, the third son of Catherine Moore and William Driscoll. He grew up in Hastings-on-Hudson, NY. As a young boy, he sailed and played tennis, was an altar server at St. Stanislaus Koska Church, and … Read more

Ep. 9 | Pathway Series: SKS 100 Year History & Cultural Ties

Pathways Speaker Series: Marge Smith & SKS 100 Year History & Cultural Ties South Kent School recently welcomed back Marge Smith— a school historian, former Director, and current Curator of the Kent Historical Society—for a captivating Pathways Series talk that bridged generations and continents. A lifelong member of the South Kent community, Marge reflected on … Read more

Douglas H. Lyon ’51

Douglas H. Lyon, 91 (“Doug”) of Syracuse, passed away peacefully on March 6, 2025 at Crouse Hospital. Born in New York City, he was a 1951 graduate of the South Kent School in Connecticut and a cum laude graduate of the School of Architecture at Syracuse University on 1961. He served in the United States … Read more

Career Pathways & Design Thinking Program Launches at South Kent

The South Kent School Advancement Team is proud to announce the launch of the Career Pathways Program, a dynamic new initiative beginning in Fall 2025 that will equip students with the tools, mentorship, and real-world exposure needed to chart meaningful futures. A Purposeful Start: Design Thinking for the Trinity of Values The program kicks off … Read more

H. Hollister Cantus ’55

HOWARD HOLLISTER CANTUS (Age 87) Captain, USNR (Ret.) Hollister Cantus died on Friday, February 28, 2025, in Fairfax County, VA after a brief illness.  Born in Nassau County, Long Island, NY, Hollister was raised in Cedarhurst and Hewlett.  Hollister was the eldest son of Howard Justus Cantus, an attorney on Wall Street, and Eleanor Eunice … Read more

Ep. 8 | Pathway Series: SKS Serves & Sean McFate ’88

Pathways Speaker Series: McFate & Service Beyond the Hillside In recognition of Presidents Day and all of the esteemed service members from South Kent, we are excited to welcome Dr. Sean McFate ’88 for a virtual Pathways talk about his time on the Hillside and his extraordinary career in the military and beyond. McFate’s journey … Read more

Happy Super Bowl!

Gents, Happy Super Bowl!  Here are a number of items, and I urge you to get them out to your classmates: SKS Centennial History Book As you know, for the past three-plus years Marge Smith (daughter of Art and Maggie, and sister of Lawrence) has been working on a history of South Kent School from … Read more

South Kent Alumni Ambassadors

At South Kent School, we believe that the strength of our community extends far beyond the Hillside. Our alumni carry the values and spirit of South Kent with them into every corner of the world. To help nurture and grow this global network, we are proud to introduce and celebrate our Alumni Ambassadors. Who Are … Read more

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