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Career Opportunities

Oldfields School is committed to the intellectual and moral development of young women. In a culture of kindness and mutual respect, we encourage each student to make the most of her academic and personal potential. We seek to guide each student to grow in character, confidence, and knowledge by encouraging her to embrace the values of personal honesty, intellectual curiosity, and social responsibility.

Our motto – Fortezza, Umilitade, e Largo Core - Courage, Humility, and Largeness of Heart, are the core values and beliefs that define our school culture.

Oldfields School is an equal opportunity employer, and is constantly seeking to provide our students with the best faculty and administration available. We seek applicants who are open to professional growth and are committed to our mission and motto.

Interested candidates should send resume, cover letter and references in pdf format to Human Resources, The Oldfields School at Oldfields School offers a dynamic and supportive work environment, competitive salaries, and a generous benefits package.


Director of Development

Report: Head of School

Oldfields School, an all-girls international boarding and day school, grades 8-12, located in northern Baltimore County, is looking for an experienced Director of Development. This is an outstanding opportunity for a person with a high degree of integrity and a keen interest and deep commitment to the value of a single-sex independent school education.

The Director of Development supervises a staff of four and serves as a liaison to the Development & Alumnae Committee and Governance Committee on the Board of Trustees. The Director will create and oversee important aspects of the School’s strategic alumnae and development plan such as the Oldfields Fund, parent and alumnae relations, prospect/donor management, events, advancement-related communications, and budget. This position reports to the Head of School and serves on the School’s Advancement Team and Leadership Team. 

This is a full-time, year-round position requiring frequent travel and work outside of normal business hours.

Specific responsibilities include:

Leadership in Fundraising and Stewardship:

The Director oversees operating and capital fundraising for the School, coordinating and directing the work of a team of internal and external resources to support Oldfields’ short- and long-term needs. In addition, the Director works to engage the larger Oldfields School community by implementing and utilizing cultivation and stewardship strategies.

  • Design, implement, and manage—in collaboration with the Head of School and Board of Trustees—a comprehensive development program to successfully raise annual, capital, and endowment support to achieve the School’s mission and strategic goals.
  • Oversee the Oldfields Fund, in conjunction with staff, the Head of School, and the Development and Alumnae Committee.
  • Personally cultivate and solicit gifts that result in the financial support of Oldfields School.
  • Provide leadership and direction in building and executing programs to support prospect research, major gifts, planned giving, and stewardship.
  • Engage the global Oldfields School community by traveling to cultivate and steward relationships.
  • Participate in conversations about the School’s strategic direction.

Management and Administration:

The Director manages and contributes to a series of important advancement-related processes, while managing and coordinating a team of internal and external professionals.

  • Oversee the development office budget and administrative systems to accurately manage donor/prospect information, gift processing, acknowledgment, accounting, data, and reporting systems.
  • Oversee hiring and development of staff responsible for annual and capital giving, alumnae relations, international relations, annual auction, events, database management, and prospect research.
  • Serve as staff liaison to Board committees, including the Development & Alumnae and Governance Committees. Provide regular fundraising reports to the Board of Trustees. 
  • Assist the Head of School with trustee candidate identification.
  • Oversee the planning and execution of constituent-related activities and special events.
  • Provide a development perspective to the School’s communications and marketing efforts.


Oldfields School seeks an individual who can balance a wide range of experiences in fundraising, along with a willingness to become an active member of our community. The following qualifications are encouraged but not mandatory requirements:

  • Bachelor’s degree and/or three to five years of progressive development experience in a non-profit organization, preferably in a school/college setting.
  • Demonstrated ability to establish, develop, and maintain meaningful and authentic relationships with prospects, donors, parents, alumnae, trustees, and other constituents of the School to strengthen relationships and grow financial support.
  • Strong leadership and team-building skills, and the ability to work in collaboration with a wide range of colleagues and constituencies.
  • Proven management experience with demonstrated success as a development professional.
  • Comfortable in a strategic capacity, management role, and/or hands-on contributor.
  • Excellent writing, editing, and public speaking skills. 
  • Proven organizational skills, attention to detail, and respect for confidentiality.
  • Proficient with fundraising/donor management software and administrative systems.
  • Understands and supports the mission and motto of Oldfields School.
  • Skilled in promoting a vision, communicating a strategy, and implementing goals.
  • Respects the traditions and purpose of an all-girls secondary school education.

Interested candidates should send resume, cover letter and references in pdf format to Oldfields School to Oldfields School offers a dynamic and supportive work environment, competitive salaries, and a generous benefits package. Oldfields is an Equal Opportunity Employer.

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1500 Glencoe Road
Sparks Glencoe, Maryland 21152

Each Girl's Success

At no other school will so many caring individuals be focused on a young woman’s success as a student, a leader, an athlete, an artist, or an adventurer!


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The Oldfields Difference

From our unique academic schedule to our one-of-a kind May Program, there are benefits to OS students that cannot be found elsewhere.

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Undeniable Results

High standards, low pressure, and a supportive environment result in confident, successful young women.

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A Sporting Life

Experience a different approach to coaching and team building, one where sportsmanship matters and there is a place on the team for everyone.

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Unleash Creativity

In the spotlight or behind the scenes, in the studio or behind the camera, find your creative outlet.

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A Girl and her Horse

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Total Life Balance

Students’ days are intentionally planned to nurture mind, body, and spirit – and have fun!

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Each new experience and every time-honored tradition we share with Oldfields girls is made possible by the gifts you send.

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