Author: Alissa Hoffman

Best-selling Author Mark Kurlansky ’66 Visits Classes, Gives Public Book Talk 

Award winner toured campus, met with students hoping to follow in his footsteps  Mark Kurlansky ’66, an award-winning author of more than 40 books, stopped by Cheshire Academy February 19, visiting several classes and signing books before an evening author talk at Barnes & Noble Cheshire.  Kurlansky met with aspiring writers in the Writing Center and addressed classes in both history […]

Cheshire Academy Alum Molly Golden to Headed to Super Bowl LX 

Sophomore is youngest Ithaca College student ever to cover the Big Game from the official Super Bowl Media Center and Radio Row  Molly Golden ’24 is headed to California to report on Super Bowl LX for Ithaca College, where she is a sophomore. Golden, who started the popular “Molly’s Minute” Instagram series while at Cheshire Academy, is the youngest-ever student to be […]

CT Media Giant Taps Cheshire Academy Experts for Education Insights 

Hearst Media “Education Outlook” Section Showcases Cheshire Academy Experts  Hearst Connecticut Media turned to Cheshire Academy for expert insights for its quarterly education outlook section that ran in 10 state publications.  The section, focused on school libraries, included a cover story, “School Libraries: Offering Resources, Source Knowledge, Respite & Much to Read,” featuring comments from Director of Library Services Kate Daly ’05. In the current world, Daly said, a […]

Two CA Tennis Aces Make For A Once-In-A-Lifetime Wimbledon

Cheshire Academy can boast of being the home of what is almost certainly the most incredible prep school tennis story in U.S. history. It involves two graduates from the class of 1929.  The All-England Club Championships at Wimbledon in 1931 featured the only “walk-over” in the championship match in tournament history. In the second semi-final […]

1936 Commencement: How the Roxbury School Became Cheshire Academy

One of the many interesting aspects of my 37-year career at Cheshire Academy is thinking about the 232-year history of the school and my place in it. I wrote 4,500 words about the school’s history over two issues of 1794 Magazine seven years ago. (The full article is available on the school website.) It was fascinating digging into the archives […]

Cheshire Academy Academic Dean Shares Grading Insights on National Podcast

Rewarding collaboration, character, and mastery is key at Cheshire Academy  In a November episode of the podcast “The Brighter Side of Education,” Cheshire Academy Dean of Academics Marc Aronson imagined a school where grades reward collaboration, character, and genuine mastery—not just memorization and speed. He shared with teachers across the country how Cheshire Academy rethought assessment through Grading What Matters, a framework […]

Academic Technology Coordinator Discusses AI in the Educational Landscape with Authority Magazine   

George Aiello, Cheshire Academy’s academic technology coordinator and librarian, recently shared his insights on technological innovations in education with Authority Magazine, a publication of Medium, where more than 100 million thought leaders connect and share their wisdom. The Q&A touches on Aiello’s experiences in global education – he has taught in Singapore, Paraguay, and Hong Kong – and how CA approaches AI and other technological advances with […]

The Unlikely 1979 Teacher Who Left a Lasting Mark

In conversation with Phil Gardiner ’81  It was the summer of 1979. In the fall, I would start my year as a junior at CA. Then English Department Chair Bob Gardiner was, unbeknownst to me at the time, “sweating bullets.” He was scheduled to teach Honors English to juniors in the fall, for which I […]

How to Harness the 3 A’s for Student Success in High School English 

Cheshire Academy teachers are lifelong learners and experts in their fields. We asked them to share their thoughts and scholarship on vital issues in education. English Department Chair Jaimeson Lynch teaches IB® English Literature at Cheshire Academy, where she received the 2024 D. Robert Gardiner Excellence in Teaching Award. She is also an IB English A […]

Chicago Bears VP, Cheshire Academy Alum Returns to Inspire Football Team 

Pat McCaskey ’68, corporate secretary and vice president of the Chicago Bears, came back to Cheshire Academy for Homecoming Weekend 2025, enjoying dinner with the football team and offering inspiring words before their victorious match-up against Brunswick School.  “He had dinner with us in Bowden Hall, which is big for the kids because they see […]