Gilman Teaching Fellowships

Each year, Gilman School offers fellowships to recent college graduates who have a strong interest in teaching. Fellows benefit from the coaching of a mentor teacher and a range of unique professional development experiences. They also participate in regular seminars dedicated to the exploration of critical issues in education. To help assess and demonstrate growth, fellows maintain a digital teaching portfolio that highlights the tools, documents, and experiences that both represent and inspire their learning.

Specific classroom responsibilities for fellows vary based on both divisional placement and demonstrated readiness. Some initially observe and shadow their mentor, gradually assuming instructional leadership as the fellowship unfolds. Other fellows, particularly those placed in the Middle or Upper School, teach a section or two of their own students for the duration of the fellowship.

Fellows coach interscholastic and intramural sports and support co­-curricular programs, in addition to their work in the classroom. They often assist with advising as well.

Penn Fellowship Opportunities

For questions about the Penn Fellows program at Gilman, contact:

Brian Ledyard

Assistant Head of Upper School and Director of the Penn Fellows Program at Gilman

410-323-3800, ext. 391

Additional Fellowship Opportunities

For questions about additional teaching fellowship opportunities, contact: 

Peter O. Kwiterovich, III

Assistant Head of School 

410-323-3800, ext. 177



Meet our current Fellows


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Rya Inman, Middle School Foreman Fellow, Science

As a member of the Middle School science department, Rya spent the last several years working at the Center for International Earth Science Information Network at Columbia University as a research assistant and at NASA’s DEVELOP National Program, SSAI, Inc. She is looking forward to teaching science. Rya earned a joint Bachelor of Arts degree from Sciences Po Paris, Campus of Menton in Social Sciences with a Law Concentration, and a Bachelor of Arts degree from Columbia University in Earth Sciences.

Jaakirah Reid, Middle School Cooper Penn Fellow, Mathematics

Jaakirah got her start in education by co-creating and acting as the program director at Young Scholars Charter School in Philadelphia and as a tutor at Waterville Junior High School. Having graduated from Colby College with a Bachelor of Science in Educational Studies and Government and Mathematics this past spring, she will teach mathematics in the Middle School as one of our new Penn Fellows. While at Colby College, she was involved in the student government and worked as the Director of Operations for the varsity women’s softball team.

Kate Bradley, Upper School Callard Penn Fellow, Mathematics

Kate spent the last two years working at the Massachusetts Institute of Technology as a research fellow working on the School Effectiveness and Inequality Initiative. Prior to that, she was an undergraduate student at Yale University where she received her Bachelor of Arts in Economics. Kate will teach Upper School mathematics as one of our new Penn Fellows. Her interest in education started during her time involved in the program Enroot as a mentor for Cambridge Public Schools and teaching in the summer for Breakthrough Collaborative Austin.

Jalin Jackson, Upper School Callard Penn Fellow

Jalin is in his second year as the Upper School Penn Fellow. He graduated from Davidson College with a Bachelor of Arts degree with a double major in Latin American Studies and African Studies. Along with his accomplishments in the classroom, Jalin was a member of the varsity track team. While in college, his interest in education was evidenced by his participation as a Spanish Teaching Assistant, an ESL Volunteer Teacher at YMCA Lake Norman, and a Counselor/Teaching Assistant at Northwestern University’s Summer Institute for the Gifted. Jalin will teach Spanish in the Upper School and coach varsity indoor track in the fall and varsity track in the spring.

Erika Cabrera, Middle School Cooper Penn Fellow

As a second-year Penn Fellow this year, Erica is joining us after graduating from Dartmouth College with a Bachelor of Arts in Sociology modified with African and African American Studies. While at Dartmouth College, she had the opportunity to expand her educational experience by studying for a semester at Webster University in Ghana. Erica’s interest in education is exemplified by summer internships at Success Academy Charter School, Urban Science Academy, and The Equity Project Charter School. She will teach Geography in the Middle School. Erica played rugby in college and is also looking forward to coaching in the Middle School.

Annelise Royles, Inaugural Bridges Fellow, English Department

As a graduate of Kenyon College with a Bachelor of Arts in English and Women’s & Gender Studies, Annelise will be the Bridges Fellow and Upper School English Teacher.

After college, she worked for City Year at East Technical High School in Cleveland, Ohio as an AmeriCorps Member. She also spent time studying abroad at the University of Exeter in England and as a camp counselor at the Great Books Summer Program in Palo Alto, California.

Penn Fellows 

Gilman is a partner in the Penn Fellows Independent School Teaching Residency (ISTR), an innovative collaboration between the Graduate School of Education of the University of Pennsylvania and a consortium of the nation’s leading independent day schools.

The other consortium schools include Greenwich Academy, Hopkins School, North Shore Country Day, Princeton Day School, Riverdale Country School, Roxbury Latin School, The Shipley School, St. Anne’s Belfield, and Trinity School.

Learn more about the Penn Fellows at Gilman.

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Gilman teaching FELLOWS

Successful candidates share several traits. They:
  • Have an excellent academic record and show sustained interest in teaching and learning as demonstrated by work in camps or youth programs, teaching internships, or advanced academic study in their discipline.
  • Exhibit a commitment to Gilman’s mission to educate the whole boy and a capacity to develop healthy relationships with students and colleagues.
  • Demonstrate excitement about joining an inclusive community and supporting the School’s many programs.
  • Express enthusiasm about teaching and have the capacity to reflect on and learn from experience.

What to Expect

Teaching Fellows receive support from experienced teachers and special programming throughout the fellowship year.

Former Fellows, Current Faculty

Gilman teaching fellowships, by design, encourage young professionals to build careers in education. Several chose to do so here at Gilman.
John Xanders '77

Michael Howard Cooper Teaching Fellow

Donell Thompson '91

Michael Howard Cooper Teaching Fellow

Owen Daly

Michael Howard Cooper Teaching Fellow

John Rowell

Reginald S. Tickner Writing Fellowship

Matthew Tully '02

Michael Howard Cooper Teaching Fellow

Christopher Bendann '03

Class of 1955 Henry Callard Teaching Fellow

Hannah Kolkin

Class of 1955 Henry Callard Teaching Fellow

Essie Smith

Michael Howard Cooper Teaching Fellow

Bryn Holmes

Michael Howard Cooper Teaching Fellow

Christopher Flint '07

Michael Howard Cooper Teaching Fellow

Richard Shock '08

Class of 1955 Henry Callard Teaching Fellow

Alex DeWeese '11

Class of 1955 Henry Callard Teaching Fellow