Sasha Small ’20 spent 14 years at Shipley, where he was supported by teachers who challenged him to think deeply, write effectively, and tackle complex topics. He attended Bates College, where he double-majored in Politics and French and Francophone Studies, completing senior theses for both majors. Sasha now works as an Admissions Officer for Georgetown Medical School and is preparing to apply to law school.
How did Shipley prepare you for college? Shipley taught me how to think critically and analyze effectively. A lot of writing in college is analytical and I felt that the transition form highschool to college level writing was smooth because of the amount of analysis I had done in different subject at Shipley. Also the small class sizes at Shipley prepared me for small group discussions in college as well.
Tell us about a teacher at Shipley who played a key role in your growth as an individual. Can you share a specific instance where they influenced your personal or academic development? I think it is hard to name just one. I will start with my Mom (Mrs. Small) whose classes I still remember vividly. She was for sure the hardest teacher I had in Middle School but I believe my writing skills improved a lot that year and an effective writing process began to form for me. I think that having tough conversations about race, religion, and societal norms is so important, even in 7th grade, and not everyone gets to experience that in Middle School and I am grateful that I did. Dr. Pickering and Dr. Gillin were two teachers that will also always stick with me. Modern European History with Dr. Pickering was harder than any college course I ever took but it taught me so much. This is the year I really learned what it means to analyze instead of "describe". I am still impressed with the amount of history we covered that year. She treated us like adult scholars and the principles she helped us put into practice were beyond beneficial during my college years. U.S. History with Dr. Gillin was similar. I had such an amazing time in her class. Her expectations were high but I always felt that she wanted me to succeed and that she believed in me as a student.
What extracurricular activities were you involved in at Shipley (sports, student government, clubs, service, awards, international trips, etc.)? Boys' Soccer, Boys' Tennis, The Beacon, Harvard Model Congress, Villefranche French Exchange, and Civic Activism
In what ways did Shipley’s College Counseling Office help you throughout the college application process? The College Counseling Office was amazing. Ms. Couture truly helped me find my fit. She was realistic but excited for me to apply to reach schools. I could have not done the college search process without their guidance!
Looking back, what do you think was the most valuable skill you developed at Shipley? How to think critically and acknowledge other perspectives, even when you do not agree with them. What advice would you give to current or future Shipley students? Go to office hours/meet with teachers outside of class! Also, as hard as it is, try not to stress over the little things. I was so caught up in grades, extracurriculars, friends, etc. and it will not matter in five years.
What are you doing now that you’ve graduated? What are your career goals or future aspirations? I am currently living in Boston! I am an Admissions Officer at Georgetown Medical School (remote position hence Boston) and I am working on applying to law school.
When the Flannellys relocated to Philadelphia, they sought a school where all four of their sons could thrive. Shipley stood out—not just for academics and activities, but for the deep, personal support that would shape their confidence and growth.
In Gator Congregation Storytellers and Middle School’s 5 Minutes of Wisdom, students and faculty share personal, heartfelt stories—moments of growth, courage, and connection. These programs foster empathy, trust, and belonging, strengthening the relationships that make Shipley’s community so special.
The Shipley School is proud to celebrate the achievements of our 2025 Alumni Award recipients—three distinguished individuals who embody the values of excellence, leadership, and service in their respective fields.
For over 20 years, Shipley’s partnership with alumna Paige West ’86 and the West Collection has brought world-class contemporary art to the Speer Gallery, inspiring students to think boldly and engage with real-world ideas.
Shipley’s Speer Gallery, led by art teacher Julia Staples, is a vibrant hub for learning and connection, showcasing thought-provoking exhibits that spark conversation and inspire collaboration across subjects like History, Science, and English.
Read about how Shipley changed life for Sissy ffolliott ’70 and why she supports the Centennial Society—ensuring future generations receive the same transformative education and encouragement she experienced over 55 years ago.
Middle School Science Teacher Ace Schwarz recently presented an education-focused project at the prestigious American Astronomical Society (AAS) Conference. Learn how Mx. Schwarz brings NASA research into Shipley’s classrooms, empowering students with authentic data projects and cutting-edge astronomy lessons.
To celebrate Black History Month, Shipley was proud to host Carlotta Walls LaNier, the youngest member of the Little Rock Nine, on Monday, February 3. Carlotta spoke to students and faculty about her story - for the right of every child to learn and grow without discrimination. She also spent time with the Black Student Union.
Congratulations to Aarik ’28 and Rohail ’26 for their creativity and award-winning excellence in the CMU CS Academy Fall 2024 Creative Task Competition, hosted by Carnegie Mellon University’s School of Computer Science.
Shipley’s Finance Club, hosted Tim Buckley, former CEO of Vanguard, for a discussion on career development, leadership, and the power of curiosity. Buckley shared practical advice on building a fulfilling career, the importance of asking thoughtful questions, and how purpose can drive lasting success.
Shipley’s dynamic history curriculum challenges students to think critically, engage deeply with diverse perspectives, and connect the past to today’s world. Explore how innovative electives and passionate educators bring history to life in 11th and 12th grade classrooms.
Shipley’s Middle School history classrooms are alive with creativity, immersive projects, and hands-on learning. From muckraking magazines to trench art, students don’t just study history—they experience it, making meaningful connections to the past and present.
The Shipley School Board of Trustees is pleased to announce the appointment of Ian L. Craig as the next Head of School, effective July 1, 2025. Mr. Craig brings more than 30 years of leadership experience in independent schools and a strong commitment to academic excellence, community engagement, and program innovation.
Over the past five years, Shipley’s Cross Country program has surged forward, blending competitive success with a vibrant culture of personal growth and team spirit. This rise has been powered by an engaged community of runners, dedicated coaches, and a program spanning Lower, Middle, and Upper School.
On display in Shipley's Speer Gallery from January 27 - April 4, 2025, an exhibition of paintings and sculptures addressing the urban landscape of Philadelphia.
Ranked #6 in the nation for U15 squash players, Kate reflects on her journey—from her first lesson with Coach Chris to joining Shipley's varsity squash team. Learn how the Shipley Squash Academy shaped her skills, mindset, and love for the game as she continues to tackle new challenges and reach for new heights.
It's easier than ever to stay connected and in the know about all things Shipley with our new mobile app. From calendars and lunch menus to photo galleries, directories, and ShipleyNet, the app keeps everything you need right at your fingertips. It also brings you content from Shipley’s main social media accounts.
Shipley’s annual Swamp Night is on January 24! Bring your family for food and fun with the entire Shipley community. Wear your favorite Shipley gear and join the Shipley Swamp to cheer on our basketball teams!
The Shipley School is a private, coeducational day school for pre-kindergarten through 12th grade students, located in Bryn Mawr, PA. Through our commitment to educational excellence, we develop within each student a love of learning and a desire for compassionate participation in the world.