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 […]
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 […]
1932 Roxbury Review: Cheshire Academy Student Reflects on FDR

Our “CA story” this month is derived from a student editorial written for the school newspaper, The Roxbury Review, on November 18, 1932. It is interesting and perhaps sobering to read it in our inflamed and difficult political period. The young editorial writer, not yet a voter, laments that he had recently heard President Herbert Hoover booed when […]
The Act of Courage and Kindness That Gave O’Connor House Its Name

Nearly all readers know the name David Markin. David’s name is attached to several major structures on campus. Few readers, however, know about his role in assigning the name “O’Connor” to our Head of School residence. David arrived at CA in 1947 at a time when, to their discredit, many schools did not admit Jewish students. […]