By Leena Devendran, Copy Editor and Staff Writer |

As we close out the 2025-26 school year, The Banner honors our retiring faculty members as we celebrate their time at Winsor and share their plans for the future.

Lower School Class Coordinator and English teacher Ms. Beebe will be retiring after 16 years at Winsor. Ms. Beebe was first introduced to Winsor because her mother attended the Lower School and her great-aunts are alumni. She first joined Winsor 30 years ago, left to help raise her family, and later returned to teach full time. She will miss working with students the most. She said, “Especially when I’m discouraged about what’s going on in the world, young people give me hope and add joy to my life. I’ll miss the humor, silliness and capability [of Winsor students].” In retirement, Ms. Beebe hopes to hike and garden more with her husband, travel, and build a greenhouse!

Upper School Math teacher Ms. Cowan will be retiring after seven years at Winsor. Throughout her time here, Ms. Cowan has admired how Winsor students are “smart, motivated, and caring. There’s no one here who doesn’t want to do their best, and that makes teaching students a joy.” She also shared, “[I’ll miss] getting to teach with other teachers who are passionate, interested, curious, and willing to try new things.” Ms. Cowan’s geometry student Annie Fitzpatrick ‘29 reflected, “I love Ms. Cowan’s cheerful attitude and her commitment to helping students. Anytime I have a question, she’s always there to help!” Ms. Cowan hopes to stay active with hiking, running, and training for races in the fall in her retirement!

Facilities Director Mr. Crompton will be retiring after 13 years. He first came to Winsor temporarily to lead the LOC project in 2013 (he even remembered the exact date–May 20!), and then joined full time after two years because of the “phenomenal” students and facilities team at Winsor. In reflecting on his time at Winsor coming to an end, he said, “If I could continue what I’m doing and make this place a little bit better, then that will be wonderful, but all things pass.” He said his retirement brought  “mixed emotions” – he is looking forward to more time with his grandchildren and reopening his consulting business, but he is going to miss “every one of my 470-plus daughters here.”

Visual Arts Department Head Ms. Macaulay is also retiring after a remarkable 42 years. Ms. Macaulay said that she “loves helping students become the best artists they can be and watching them grow…It’s exciting and fun work to help them move along in their journey.” She specifically highlighted her AP Portfolio students this year, whose “portfolios were the most amazing swan song for me to have this year.” Ms. Macaulay is looking forward to more dog walks and horseback riding, an art residency with her sister in France, and traveling with her family in the coming years. 

Mr. Murdock will be retiring after 22 years at Winsor, saying, “That’s a long time, but it has gone very quickly–I choose to interpret that as a sign that I’ve had a great time!” In his 22 years, he noted that he has felt “gratitude for being able to do a job that has felt purposeful, valuable, and fun,” and that his fondest memories at Winsor were centered around the “positive and hardworking” students and faculty. While he said he will definitely miss Winsor lunches, he will also miss the “vibrant” student discussions and watching his students grow. Mr. Murdock plans to spend more time with his grandchildren, building furniture, sailing, and flyfishing. 

Each of these faculty members has had a tremendous impact on their respective departments, colleagues, and students they have taught and worked with. We are going to miss all of them very much!

Responses have been edited for brevity.

Source: Winsor Canto