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Resources and updates for the 2024-2025 school year are available here

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Cheshire Alum wins DOC NYC 40 Under 40 Recognition 

Scott Ruderman'09 receives award at Cheshire Academy

Cheshire Academy Hall of Famer best known for award-winning documentary Scott A. Ruderman ’09, a 2024 Cheshire Academy Hall of Fame inductee, was named to the 2024 DOC NYC 40 Under 40 list spotlighting young creatives making an impact on the field of documentary through their powerful work and diverse voices.   Ruderman was recognized for […]

“Reporting for WJZ…”: Tara Lynch ’18

CA’s 2018 valedictorian is moving up the ladder as an award-winning multimedia journalist Tara Lynch ’18 started her new job as a general assignment reporter for WJZ in Baltimore on March 25, 2024, just one day before the deadly collapse of the Francis Scott Key Bridge. By her second week, she was on the city’s […]

CA alum Alexis Holmes ’18 wins gold at Paris Olympics 

Track star anchors women’s 4x400m relay, runs personal best in solo 400m sprint Class of 2018 track star Alexis Holmes won a gold medal at the 2024 Paris Olympics this month, anchoring the winning team in the women’s 4x400m relay just a day after running a personal best time in the women’s 400m.  Cheshire Academy’s […]

CA Track Superstar Goes for the Gold at Paris Olympics 

Alexis Holmes ’18 to Compete in the 400m, 4×400 Relay  Cheshire Academy Class of 2018 track star Alexis Holmes is having a well-deserved moment in the spotlight as she goes for the gold at the Paris Olympics. Alexis will represent the USA in the women’s 400 and the 4×400 relay in the coming weeks.  ABC […]

Cheshire Academy Presents Diplomas to 87 Graduates

Class of 2024 commencement recessional

Find The Good founder Jack Tarca ’18 reminds grads to “embrace the challenge and enjoy the journey” Cheshire Academy held its 230th annual Commencement exercises June 1 in a festive ceremony that celebrated community, connection, and interaction. The nation’s 11th oldest boarding school, Cheshire Academy awarded 87 degrees and several awards under picture-perfect blue skies on […]

Former CA Postgraduate Signs with Carolina Panthers

Former CA Postgraduate Signs with Carolina Panthers All-American Jaden Shirden broke program records with Monmouth University Hawks Running back Jaden Shirden, who came to Cheshire Academy for a post-graduate year in 2020, recently signed with the Carolina Panthers in the National Football League (NFL).  Shirden, who went on to play for Monmouth University, totaled 3,697 […]

CA Track Star Alexis Holmes ’18 is Olympics Bound

CA Track Star Alexis Holmes ’18 is Olympics Bound Record-setting sprinter qualifies for the women’s 4×400 in Paris this summer Professional sprinter Alexis Holmes ’18, Cheshire Academy’s first Division I female track athlete, qualified on May 4 for the Paris 2024 Olympics after anchoring the U.S. women’s 4×400-meter qualifying team.  “Your CA fam is beyond […]

Find The Good Founder, Alum is 230th Commencement Speaker

Find The Good Founder, Alum is 230th Commencement Speaker Jack Tarca ’18 started his business–now a BetterHelp official partner–while a student at UConn in 2020 Jack Tarca, founder of Find The Good Brand, will be the keynote speaker for Cheshire Academy’s 230th commencement ceremony on Saturday, June 1. Tarca is a 2018 graduate of Cheshire […]

Father-Daughter Duo Makes History at Cheshire Academy

Girls basketball player poses for a photo with her family

Father-Daughter Duo Makes History at Cheshire Academy Basketball star De’Naya Rippey repeats dad’s record of 1,000 points. Senior De’Naya Rippey hit a significant milestone during her final season as a Cheshire Academy Cats varsity girls’ basketball player, achieving 1,000 points in her high school career. And this honor holds extra special meaning for her. Rippey […]

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