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Co Executive Headmaster - Development & Finance

The New School
Maine, United States
$45,000.00 - $50,000.00
Start date
Jun 25, 2021

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Position Type
Administrative, Business & Administrative Affairs, Community Relations & Institutional Outreach, Public Relations & Marketing (Campus)
Employment Level
Employment Type
Full Time
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Careers At The New School

The New School is a progressive, independent high school providing a unique, student-driven, democratic learning experience for youth from Southern Maine and New Hampshire. Our campus is within walking distance of downtown Kennebunk, and it is a quick drive to the coast which often serves as a classroom. The New School also operates a thrift store, Outta the Box, whose profits go directly to the school.

Co-Executive Director

LOCATION: The New School is located in Kennebunk, Maine

POSITION: This is a full time, salaried, exempt position. This is a co-leadership position with defined roles between two co-leaders.

START DATE: The preferred start date for this position is July 2021. Applications will be accepted until the position is filled.


As a private school, recruitment of students and development of additional financial resources are critical elements of the school’s success. The Co-ED will promote the financial stability and growth of The New School by engaging in and providing leadership to the school community in the areas of recruitment of new students, donor development and recognition, fundraising events and activities, publicity, and nonprofit administration. The Co-ED will also assist the Board of Trustees to fulfill its role in raising financial resources to sustain and enhance the school.

The New School is looking for a candidate with demonstrated strengths in development and fiscal management, external relationship building, and nonprofit administration and leadership. The successful candidate will have prior experience working in a nonprofit organization and preferably in an educational setting. A strong background in nonprofit administration is required.

This role will work closely with the present Co-Director known as the Educational Director, who is responsible for the educational programing of the organization. The Co-Directors work closely with one another and with the Board of Trustees.


  1. Development
  • Foster ongoing relationships with funders
  • Identify funding opportunities and lead efforts to secure adequate funding
  • Research grant opportunities, (delegate grant person) ensure grant compliance and complete grant reporting
  • Work with Board of Trustees to contribute to fundraising efforts
  • Marketing
    • Develop and implement strategies for promoting The New School and Outta the Box
    • Develop and implement strategies for recruitment of students
    • Expand the current website and social media platforms to reach students, family and the community
  • Finance
    • Responsible for fiscal management, prioritizing diversified funding streams, ensuring maximum resource utilization and operating within the organization’s budget
    • Develop annual operating budget and projections
    • Develop systems to support program staff in monitoring spending
    • Complete all day-to-day financial management tasks
    • Approve and monitor contract agreements with administration, consultants, and Outta the Box
    • Oversee tax filings and maintenance of 501c3 status
    • Commitment to increasing staff salaries and benefits across the organization to enhance staff sustainability
  • Nonprofit Administration
    • Support and enhance the Board of Trustees
    • Continue The New School’s mission-driven, democratic process for decision making.
    • Ensure staff have the supplies and resources needed to do their jobs
    • Collaborate with Co-Director on hiring decisions
    • Support the development of internal administrative and HR policies and ensure the organization is compliant with policies
    • Develop and refine administrative systems within the organization
    • Work with Outta The Box to develop management and operating policies


    • Genuine dedication to working with youth and teens
    • Educational background and/or equivalent work experience in nonprofit administration or development preferred
    • Experience with organizational development and strategic planning
    • Experience or aptitude for fiscal management including budget development, day-to-day oversight, and regular reporting
    • Effective fundraiser, including direct cultivation and solicitation of donations or grants from individual donors, foundations, and government
    • Strength in leading with a collective mindset and approach, including supporting other people’s leadership, taking direction from community, youth, staff, and Board; experience with consensus-based decision making is preferred
    • Ability to think critically and use a strengths-based approach to problem solving
    • Marketing, public relations, and fundraising experience
    • Strong written and verbal communication skills
    • Ability to work effectively in collaboration with diverse groups of people and work collaboratively with a team
    • Highly organized and ability to multitask
    • Must satisfactorily pass a comprehensive background check.


    This is a full-time, salaried position at $45,000 to $50,000 annually, with some flexibility in schedule and hours. This position is considered Exempt under the Federal Fair Labor Standards Act.


    If our work and this position resonates with you, please submit a cover letter and resume to You must submit both a cover letter and a resume to be considered for this position. Applications will be accepted until the position is filled. Only candidates who are invited for an interview will be contacted.

    The New School is an equal opportunity employer. The New School does not discriminate on the basis of gender, gender expression, gender identity, sexual orientation, race, color, sex, religion, national origin, immigration status, age, or physical or mental ability.

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