Director, Jewish School Leadership Enterprise

Job Description: Director, Jewish School Leadership Enterprise (JSLE)
Position Overview
The Director of the Jewish School Leadership Enterprise (JSLE) serves as the chief executive
responsible for leading the organization into its next phase of growth and impact. Candidates
who served successfully as a Jewish day school head of school are preferred, but all candidates
with other significant and successful senior leadership experience in Jewish day schools who
otherwise meet the experience and core competency requirements are eligible for consideration.
About JSLE
JSLE is identifying, developing, and preparing potential Jewish day school heads of school,
currently through its national outreach initiative and mentorship program and in the near term
through its prospective internship program.
The Jewish School Leadership Enterprise is dedicated to addressing one of the most pressing
challenges in Jewish education: building a robust, diverse, and highly capable pipeline of future
school leaders. Through innovative programs and personalized leadership development, JSLE is
shaping the next generation of leaders who will guide Jewish day schools into the future.
Key Responsibilities
Organizational Leadership & Strategy
? Lead JSLE through its next stage of growth, transitioning from a startup phase to a
sustainable, high-impact organization
? Articulate and execute a clear strategic vision aligned with JSLE’s mission and long-term
goals
? Partner closely with the Founder and report to the Board to ensure strong governance and
strategic alignment.
Program Design & Execution
? Oversee all aspects of JSLE’s core programs, including the Career Advisor Program
? Further develop programs such as the Centers of Excellence and the JSLE Heads’
Playbook
? Lead program design, implementation, and continuous improvement
? Recruit, select, and develop Fellows and Mentors
? Ensure high-quality participant experiences and measurable leadership outcomes.
Fundraising & Financial Sustainability
? Secure and steward funding from foundations and individual donors
? Build long-term financial health to support and expand core programs
? Develop and execute a comprehensive fundraising strategy.
Field Building & External Relations
? Serve as a leading voice in the Jewish educational community
? Build strong relationships with Heads of School, educational organizations, and
community stakeholders
? Increase awareness, visibility, and adoption of JSLE programs across North America
? Act as a “connector” and ambassador, bringing diverse stakeholders into the
organization’s mission.
Operations & Infrastructure
? Oversee all operational functions, including budgeting, systems, and program logistics
? Manage external vendors and build toward a future internal team structure
? Ensure organizational effectiveness, efficiency, and scalability.
Key Stakeholders
? JSLE Board and Founder
? Fellows and Mentors
? Jewish day school leaders and institutions
? Philanthropic partners and donors
? Broader Jewish educational ecosystem
Success Metrics
? Financial sustainability and growth of funding base
? Expansion in number and quality of Fellows and program participants
? Demonstrated impact on leadership pipeline in Jewish day schools
? Strengthened reputation and visibility of JSLE in the field
Exceptional success in this role will be defined by the ability to inspire and attract others to the
mission, build meaningful relationships across the field, and translate vision into sustained
organizational growth.
Candidate Profile
Experience
? Significant leadership experience, ideally as a Head of School or senior educational
leader
? Background in leadership development and/or nonprofit management preferred
Core Competencies
? Exceptional relationship-building and interpersonal skills
? Strategic and big-picture thinking
? Proven fundraising and donor engagement ability
? Entrepreneurial mindset with strong ownership and initiative
? Ability to execute across strategy, programs, and operations
Personal Qualities
? Mission-driven with deep passion for Jewish education
? High energy, resilient, and adaptable
? Natural “connector” with the ability to inspire and mobilize others
Jewish & Field Expertise
? Strong foundation in Jewish knowledge and practice
? Deep familiarity with the North American Jewish day school landscape
? Credibility as a thought leader and voice in the field
Compensation & Logistics
? Salary range: Commensurate with experience plus benefits
? Location: remote from North America preferred
? Travel: Within North America and, from time to time, to Israel, required to visit schools,
communities, conferences, and for fundraising.