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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 […]

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 […]

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 […]

New England Baseball Journal highlights Cheshire Academy’s 17 college commitments 

New England Baseball Journal highlights Cheshire Academy’s 17 college commitments New England Baseball Journal highlighted Cheshire Academy’s “quite remarkable” year, noting 17 of 24 Cats have already committed to playing in college. “The number of commitments might be surprising to some, but it speaks volumes about the hard work and commitment our student athletes put […]

2024 Cheshire Academy Town Scholar Announced 

Hope Ostrowsky

2024 Cheshire Academy Town Scholar Announced Hope Ostrowsky surprised by CA “party bus” with four-year scholarship Cheshire resident Hope Ostrowsky thought she was going out with her parents for an early dinner on March 7. But when she walked outside, she found herself the center of a celebration in her driveway – complete with a […]

Cheshire Academy Fencers are State Champs with Undefeated Records

Cheshire Academy Fencers are State Champs with Undefeated Records The Cheshire Academy Cats have seen their share of talent in varsity coed fencing. This year, the women’s foil team not only won the Connecticut State Championship on Saturday, March 9, but two standouts swept competitions and took home numerous accolades throughout the season – including […]

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 […]

CA Alumnus Coby Tippett Joins New England Patriots Coaching Staff

Coby Tippett Cheshire Academy

CA Alumnus Coby Tippett Joins New England Patriots Coaching Staff Feb 28, 2024 Coby Tippett, a member of Cheshire Academy’s Class of 2017, recently achieved a new milestone in his career in athletics by being named special teams coaching assistant/quality control with the New England Patriots. At Cheshire Academy, Tippett helped lead the varsity football […]

Seven Cheshire Academy Student-Athletes Commit to Collegiate Athletics

Seven Cheshire Academy Student-Athletes Commit to Collegiate Athletics Student-athletes sign on to play softball, baseball, and football – bringing CA to 26 college sports commitments in the senior class.   On Wednesday, Feb. 7, seven Cheshire Academy students signed letters of intent to play collegiate-level athletics from Division I-III around the country. The student-athletes come […]

What Black History Month Means to Our Community​

What Black History Month Means to Our Community Feb 1, 2024 We got to chat with several of our amazing Cheshire Academy alumni during Black History Month, and we’re excited to share their thoughts with the rest of the community. Read below to learn more. Tiara McKnight ’12 What does Black History Month mean to […]

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Winter Campus Cheshire Academy
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January 20, 2025