Oldfields School in Sparks Glencoe, Maryland is an international all-girls boarding and day school, grades 8-12, established in 1867. In a culture of kindness and mutual respect, the School is committed to the intellectual, moral and social-emotional development of young women. We  embrace the values of personal honesty, social responsibility, inclusivity and collaboration. Courage, Humility and Largeness of Heart are the core values and beliefs that define our school culture.

We are looking for a Dean of Students & Residential Life, a full-time senior administrator to begin July 1, 2026. The Dean of Students and Residential Life provides strategic leadership and daily management of all aspects of community and residential life by helping to create a positive, inclusive, and developmentally appropriate environment that supports both boarding and day students. The Dean oversees student attendance, conduct, co-curricular and residential programming, student leadership development, and the advisory and prefect programs. They manage all residential operations such as rooming assignments, roommate conflict resolution, moving in/moving out logistics and weekend programming. They work collaboratively with faculty, advisors, residential staff, families, and students to cultivate a safe, engaging, and mission-aligned Oldfields experience.

General Responsibilities:

• Lead disciplinary processes with fairness, consistency and through a restorative and educational lens
• Maintain accurate records of student disciplinary actions and communications
• Provide leadership development opportunities tailored to adolescent girls
• Recruit, train and supervise residential faculty, dorm parents and prefects.
• Coordinate all residential programming/activities and residential life policies
• Record daily attendance and absences
• Oversee student government and clubs
• Plan and supervise major student events (assemblies, traditions, spirit events, etc.)
• Supervise and evaluate student life staff, including residential faculty/staff and advisors
• Partner with counseling, health services and learning support to promote and support student well-being

• Serve as a primary point of contact for families regarding student and residential life matters 
• Communicate proactively and transparently with parents/guardians
• Participate in admissions events, coordinate opening-of-school orientation, and represent the student and residential life programs to prospective families
• Serve on the Executive Administrative Team
• Manage student and residential life budgets
• Update School Handbooks 
• Ensure compliance with applicable laws and independent school best practices
• Demonstrate a visible, approachable, and relationship-centered leadership style

Other Required Duties/Expectations:

• Teach one class or coach one/two sports

• 12-month administrative role
• Ability to live on campus and participate fully in the life of the School, including evenings and weekends
• Occasional travel availability for professional development or school-related events.

• Effectively use Google Suites Apps and the School’s LMS 
• Perform other duties as assigned by the Head of School 

Qualifications:

• Bachelor’s or Master’s degree in education, educational leadership, counseling, or related field
• Minimum 3-5 years of leadership experience in student or residential life, ideally in an independent school setting
• Demonstrated commitment to girls’ education and adolescent development.
• Strong interpersonal skills including excellent communication, conflict resolution, collaboration and organizational skills
• Experience supervising diverse teams is preferred
• Sound integrity, judgment, discretion and confidentiality

How to Apply/Contact: 

Interested candidates should send a resume, cover letter, and references as one PDF document to careers@oldfieldsschool.org. Please reference the position being applied for in the subject line. Onsite interview is required.  Background checks are performed on all new hires.  Oldfields School offers a dynamic and supportive work environment, competitive salaries, and a generous benefits package. The salary range is between $65,000 and $67,000 based on experience and school budget. Oldfields School is an Equal Opportunity Employer.

At Oldfields School, each girl’s success is enhanced as we celebrate the personal experiences that often are informed by socio-economic status, race, age, nationality, ideology, sexual orientation, gender identity, expression and ethnicity. We honor and respect the opportunity to learn and grow from the multitude of valuable life experiences and personal beliefs from every member of our community. The community is committed to a continuously active and innovative process of creating a welcoming, inclusive, and safe environment for everyone.

Non-Discrimination Statement

Oldfields School prohibits discrimination based on the following characteristics: race, color, religion, national origin, sex, marital status, disability and age in its admission procedures, educational programs, services, activities or employment policies.

About Oldfields School

Oldfields School is an all-girls boarding and day school, grades 8-12, in beautiful northern Baltimore County, Maryland.

Connections working at Oldfields School