Position: Penn Residency Teaching Fellow - English

Department: Upper School, English Department

Location: Milton Academy Campus, Milton, MA

Hours: Part-time with the flexibility to work nights and weekends

FLSA: Exempt

Classification: Faculty (Academic Year)

Salary: $29,500 per year. Additionally, Milton Academy will pay 80% of your University of Pennsylvania tuition for the academic year. Campus housing is provided for these roles.

Milton Academy is an independent college preparatory K–12 school, boarding and day in grades 9–12, located just outside of Boston.

Milton Academy cultivates in its students a passion for learning and a respect for others. Embracing diversity and the pursuit of excellence, we create a community in which individuals develop competence, confidence and character. Our active learning environment, in and out of the classroom, develops creative and critical thinkers, unafraid to express their ideas, prepared to seek meaningful lifetime success and to live by our motto, “Dare to be true.”

Summary of Position:

Milton Academy seeks Teaching Fellows with a concentration in English starting the summer of 2026 to participate in the Independent School Teaching Residency master's program in partnership with the University of Pennsylvania Graduate School of Education. This program enables aspiring and early-career teachers to complete a rewarding and hands-on two-year teaching fellowship at Milton Academy while receiving a master’s degree in education. To support our boarding student population, campus housing will be provided for fellows.

The Penn Fellows will teach a reduced load (two sections of English in year one, three sections of English in year two) while they complete their graduate coursework, and will engage with Milton’s residential life community and co-curricular and/or athletics programs. They will be mentored by an experienced member of the faculty in the English department and will have a cohort of Penn Fellows in their first and second years with whom they will share and strategize about their successes and challenges.

With an innovative and comprehensive curriculum designed specifically for independent schools’ unique settings, the program features intensive on-site sessions in combination with collaborative online learning.

Interested candidates must apply online. Accepted candidates will be required to complete an online application to the UPenn Graduate School of Education no later than May 1.

Questions regarding BSTR Fellow opportunities at Milton Academy may be directed to the onsite Director of the Penn Fellows Program, David Nurenberg, at david_nurenberg@milton.edu; for further information regarding the Independent School Teaching Residency program, please visit https://www.gse.upenn.edu/academics/independent-school-teaching-residency-msed.

Essential Functions and Responsibilities:

Teaching and Curriculum

• Teach two sections of English classes in the 2026-27 academic year and three sections in the 2027-28 academic year.

• Plan, develop, and implement engaging curriculum.

• Create a student-centered learning atmosphere that fosters critical thinking and historical analysis, as well as a positive classroom environment that encourages student participation and discussion.

• Incorporate multiple modalities and adapt instruction to meet students where they are with skills and content knowledge.

• Stay informed about the latest developments in education trends and innovations, and incorporate these into the program work with students.

• Learn about diversity, equity, and inclusion in education; incorporate related principles when designing curriculum, teaching, and engaging with students.

• Collaborate with colleagues to develop inter-departmental and cross-disciplinary projects and initiatives.

• Actively support students, providing mentorship and academic guidance.

• Assess and evaluate student performance through assignments, projects, and exams.

• Generate timely and comprehensive comments for each student three times a year, providing a well-rounded perspective on their academic performance.

• Communicate effectively with students, parents, and colleagues regarding academic progress.

Community

• Be a visible, accessible presence around campus.

• Contribute to creating a positive community culture that ensures students are heard, seen, valued, and cared for.

• Share in the enforcement of our expectations for students.

• Complete all chaperone and/or supervisory duty, as assigned; facilitate weekend programming / activities and supervise recreational activities both on and off campus.

Residential Life (if residing in on-campus housing)

• Act as a mentor and role model in all areas of the residential program, demonstrating a commitment to the success of each student, especially in the areas of social and emotional development.

• Contribute to creating a positive community culture within the dorms that ensures students are heard, seen, valued, and cared for.

• Be on call (on duty) as a dorm parent in a residential dorm once a week and on rotational weekends and ensure that all responsibilities and rules outlined in the faculty handbook around dorm supervision are adhered to.

• Facilitate and oversee programming when on duty and supervise recreational activities as assigned.

• Communicate regularly with other house staff as an opportunity to check in about the students in the dorm.

• Attend at least two dinners per week with the dorm community.

Other Professional Expectations and Responsibilities

• Work cooperatively with students, parents, peers, administration, and community members.

• Act in a manner that is respectful, generous toward others, supportive of colleagues, and based in a belief in the competence and good intentions of all members of the community.

• Communicate openly and promptly, supporting colleagues, students, and the integrity of the institution in conversations with students and parents.

• Create and maintain classroom and campus environments that are open and flexible, reflecting the school’s values related to diversity, equity, and belonging.

• Strive to grow and improve professionally, demonstrating a commitment to continuing professional development in alignment with the upper school’s growth statements.

• Exhibit skills in collaborative problem-solving, critical thinking, and teamwork.

• Meet deadlines.

• Attend all school-wide, divisional, and faculty meetings and events and serve on committees as required.

• Prepare for and participate in opening of school programming, family visit days, graduation, and all other key student/family moments that are part of the school calendar.

• Complete school-required training.

• Abide by the school’s policies and procedures as outlined in the provided handbooks.

• Communicate with the appropriate supervisor when unable to meet any professional obligation.

Supervision to be received: Supervised by the English Department Chair and Director of the Penn Fellows Program.

Supervision to be exercised: None.

Education/Certification/Licensure

Required: A bachelor’s degree in English or a closely related field.

Competencies

Required:

• Excellent verbal and written communication skills.

• Demonstrated computer expertise, including GoogleSuite and Microsoft Word.

• Ability to work collaboratively with internal and external constituencies.

• Understanding of confidentiality and related issues.

• Receptive to supervision and professional development.

• Desire to be a part of a dynamic educational community.

Physical Abilities

Required:

• Must be able to work at a computer for up to 8 hours each day in conjunction with OSHA requirements.

• Must be able to teach in a classroom setting and use relevant instructional technology.

• Must be able to move around the Milton Academy campus without restriction.

• Must be able to lift up to 10 pounds.

All interested internal candidates must complete an application for promotion or transfer and inform your supervisor as soon as possible.

The essential functions and basic skills have been included in this job description; it is not intended to be construed as an exhaustive list of all functions, responsibilities, skills and abilities. Additional functions and requirements may be assigned by supervisors as deemed appropriate. This position description is subject to change at any time.

Milton Academy is an equal opportunity employer. All qualified applicants will receive consideration for employment and will not be discriminated against on the basis of any category protected by federal, state, or local law, including but not limited to race, color, sex, sexual orientation, gender identity, gender expression, religion, disability, age, genetic information, veteran status, ancestry, citizenship or national or ethnic origin.