Executive Director / Head of School Job at The Skola, Whitefish, MT

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  • The Skola
  • Whitefish, MT

Job Description

Position Overview:

The Skola is an innovative, nature-based school serving students ages 3 through 4th grade. We are seeking a dynamic and visionary leader to serve as the Executive Director. This leader will be responsible for driving the school’s strategic growth, operational excellence, and financial sustainability. This role is not focused on the day-to-day management of classrooms but rather on expanding the school’s impact, securing resources, and ensuring long-term success. The ideal candidate has a strong leadership background—potentially in education, nonprofit management, or business—with expertise in strategy, operations, and fundraising.

The Executive Director will work closely with the school community to ensure high academic standards, foster a culture of innovation, and provide an enriching educational experience for all students. The ideal candidate will also be inspired by our approach to bringing an innovative learning approach to our school community.

Key Responsibilities:

Strategic Leadership & Growth

  • Develop and implement a long-term vision for the school in partnership with the Board of Directors.
  • Lead strategic initiatives to grow enrollment, expand programs, and enhance the school’s reputation.
  • Cultivate partnerships with like-minded organizations, community leaders, and educational institutions.
  • Identify and pursue opportunities for expansion, including campus development, programs, or collaborations.
  • Provide visionary leadership and strategic direction for the school, in alignment with the mission and values.
  • Works with the Board President to plan and organize all board meetings.
  • Regularly provide the board with detailed and accurate organizational and financial reports.
  • Work with the Board of Directors to develop and implement policies and procedures relating to school administration, human resources, and fiscal operations.

Operational Oversight:

  • Oversee all elements of Skola’s operations, administration, HR management, financial management, and fund development. 
  • Oversee the development and implementation of a rigorous academic program that is research-based and aligned with best practices in education. This includes experiential learning and project-based learning elements.
  • Via the experts on staff, stay current on trends and research in education, particularly in the areas of nature-based learning and progressive pedagogy.
  • Conduct regular and systematic reviews of curriculum implementation, finances, and staffing. 
  • Support educators and staff in delivering high quality instruction and student support services. 
  • Establish and maintain strong relationships with students, families, and community stakeholders.

Financial Performance & Development

  • Work with the board Finance Committee and staff team to develop and implement a board-approved, balanced annual budget.
  • Ensure finance policies are adhered to in order to maintain fiscal integrity and safety of finances. 
  • Manage the school's budget and resources effectively to support the academic and operational needs of the institution.
  • Work with the board’s Fundraising Committee and appropriate staff members to develop and implement a board-approved fundraising plan.
  • Lead fundraising efforts, including major gifts, grants, and community campaigns.
  • Engage donors, foundations, and corporate sponsors to secure financial support.

Leadership & Culture 

  • Serve as the face of the school, advocating for its mission and values as an innovative, nature-based education..
  • Inspire and support the school’s leadership team while empowering educators to carry out day-to-day operations.
  • Foster a culture of collaboration, inclusion, and innovation within the school community.
  • Engage with parents, alumni, and community stakeholders to build a strong, supportive network.
  • Collaborate with external partners and organizations to enhance the school's academic programs and extracurricular offerings.
  • Oversee public relations, including media contacts and communication with the public. Act as primary media contact. Delegate media communications to the Board Chair, when necessary.
  • Oversee marketing and communications to elevate the school’s profile and attract support

Qualifications and Experience

  • Proven leadership experience in a nonprofit, educational, or business setting (ideally, 10 years of experience in a leadership role). Startup or early stage business growth experience preferred.
  • Strong background in strategic planning, operational management, and organizational growth.
  • Master's degree in a business management, leadership, or a related field
  • Passion for outdoor education, experiential learning, innovative educational approaches and/or childhood development.
  • Excellent communication, interpersonal, and problem-solving skills
  • Demonstrated ability to lead and inspire an innovative team, staff, and school community
  • Strong personnel management skills including delegation and goal setting, building and retaining a highly functioning team, and ensuring a vibrant and positive work environment
  • Strong financial management skills including budget preparations, analysis, decision making, and reporting
  • Strong public speaking and writing ability
  • Experience in fundraising, donor engagement, and financial oversight.

Job Tags

Outdoor,

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