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TanenbaumCHAT is pleased to work with DRG to conduct this search. SCHOOL MISSION & CORE VALUES Mission TanenbaumCHAT is dedicated to delivering an outstanding dual curriculum that integrates exceptional general studies with rich, meaningful Jewish education. As the only community Jewish high school in the Greater Toronto Area, the school seeks to empower students with the academic foundation, Jewish identity, ethical grounding, and connection to Israel necessary to thrive as engaged citizens and committed members of the Jewish people. Core Values Academic Excellence The school maintains a rigorous academic program, offering more than 100 electives, extensive cocurricular opportunities, and pathways that support achievement and postsecondary success. Jewish Identity & Values Jewish learning, tradition, community engagement, and ethical leadership anchor the student experience. TanenbaumCHAT emphasizes character development, responsibility, and connection to the wider Jewish community. Deep engagement with Israel is woven throughout curricular and extracurricular programming. Students develop strong relationships with Israeli culture, people, and contemporary issues, fostering a lifelong bond and sense of global Jewish responsibility. Community & Inclusivity TanenbaumCHAT welcomes students from across the spectrum of Jewish backgroundsreligious, cultural, and secularand cultivates a school environment grounded in respect, openness, and belonging. The schools New Stream program further expands access for students from public and independent schools. Position Summary The Head of School (HOS) serves as the Chief Executive, Administrative, and Educational Officer of TanenbaumCHAT, responsible for articulating and advancing the schools mission; leading all facets of school operations; and representing the school to internal and external stakeholders. The HOS oversees academics, senior administration, operations, advancement, community relations, and financial management across the full institution. The role requires an inspiring educational leader and skilled institution builder who can guide curriculum excellence, lead strategic planning, support faculty and staff, and strengthen relationships within the Toronto Jewish community. KEY RESPONSIBILITIES Visionary Leadership Articulate and implement a compelling vision and mission for the school. Foster trust, positive morale, and strong relationships across all constituencies. Hire, supervise, evaluate, and support members of the senior management team. Ensure curricula and educational programs meet the highest standards and evolving needs. Serve as the spokesperson and public representative of the schools values. Build strong partnerships with UJA Federation, Jewish day schools, synagogues, camps, and other community organizations. Promote dialogue and engagement across diverse Jewish denominations. Partner with the Director of Advancement to lead annual, capital, and endowment fundraising. Engage directly in donor cultivation, stewardship, and the solicitation of major gifts. Strengthen the school''''s long-term strategy through advancement leadership. Steward relationships with key community partners including UJA Federation Finance & Operations Collaborate with the CFO to ensure sound fiscal management and efficient operations. Oversee and participate in annual budget preparation. Provide the Board with financial analysis and projections for strategic decision-making. Lead community-focused initiatives on tuition assistance and affordability. Required Qualifications Advanced degree in Education, Educational Leadership, Jewish Education, Nonprofit Management, or related fields. Minimum of 10+ years of senior leadership in educational settings, ideally in Jewish or independent schools. Experience working with Boards of Directors and complex organizational structures. Proven success in fundraising, donor cultivation, and community engagement. Strong financial management skills. Experience leading multi-campus or multifaceted educational organizations. CORE COMPETENCIES Leadership & Vision Ability to articulate big-picture direction and inspire a diverse community. Skilled at building morale, culture, and credibility. Educational Expertise Extensive knowledge of curriculum development and contemporary educational practice. Commitment to excellence in both Jewish and general studies. Strategic & Operational Management Strong operational acumen and organizational leadership. Ability to manage finance, HR, admissions, and advancement. Relationship Building Exceptional communication skills. Ability to represent the schools values internally and publicly. Effective in donor engagement and major gift strategy. Collaborative in setting and executing advancement priorities. Cultural & Values Alignment Deep commitment to Jewish identity, community, and pluralism. Strong understanding of Israel engagement and Jewish educational values. #J-18808-Ljbffr