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Greenwich Country Day School

<p></p><div><p>Greenwich Country Day School is an independent, co-educational day school with a current enrollment of over 1400 students in grades N-12, and a faculty and staff of over 350. The original Old Church Road campus is home to grades N-8. The High School, established in 2019, is located less than two miles away on Stanwich Road. Founded in 1926, Greenwich Country Day School is a family school where innovative teaching is encouraged as teachers model and foster a love of learning, challenge and inspire children toward academic excellence, and cultivate students&rsquo; interests and talents outside of the classroom. We value purposeful and personal learning in a joyful environment, with emphasis on the development of character, creativity, and a sense of personal value, along with strong academic skills. GCDS is committed to graduating ethical, confident leaders who possess a strong sense of purpose.</p><p>
Greenwich Country Day School seeks a <b><i>Head of Upper School, Grades 9-12, to begin July 1, 2026</i></b>. The Upper School currently enrolls approximately 460 students in Grades 9&ndash;12. The Head of Upper School is a member of the Senior Administrative Team and is responsible for the strategic leadership, daily operation, and overall programmatic direction of the Upper School.</p><h3 class="jobSectionHeader"><b>
Key Responsibilities</b></h3><h3 class="jobSectionHeader"><b>
Academic Leadership &amp; Program Coherence</b></h3><ul><li>
Oversee the design, articulation, and alignment of the Upper School academic program.</li><li>
Supervise and develop Program Leads to build strong instructional leadership across disciplines.</li><li>
Approve new courses and program initiatives; partner with Program Leads to pursue research-based innovation.</li><li>
Maintain a visible instructional presence through classroom engagement and the teaching of one course.</li><li>
Promote a culture where intellectual rigor and joyful engagement are mutually reinforcing in the classroom experience.</li><li>
Use student performance data and trends to inform program adjustments and resource allocation.</li></ul><h3 class="jobSectionHeader"><b>
Faculty Growth &amp; Professional Culture</b></h3><ul><li>
Recruit, supervise, onboard, and evaluate faculty using the GCDS growth goal process.</li><li>
Foster a collaborative and reflective professional culture grounded in trust, teamwork, and continuous improvement.</li><li>
Provide coaching and feedback to deepen instructional practice and support faculty leadership.</li><li>
Strengthen cross-disciplinary collaboration and nurture faculty leadership capacity</li></ul><h3 class="jobSectionHeader"><b>
Student Experience, Belonging &amp; Wellbeing</b></h3><ul><li>
Partner with the Dean of Student Life to ensure a culture of safety, accountability, connection, and care.</li><li>
Build strong relationships with students and remain a visible, accessible leader in daily school life.</li><li>
Collaborate with the Director of Wellness and Student Support, Learning Specialists, and Advisors to ensure responsive systems of student support.</li><li>
Reinforce Upper School structures and routines that promote character, agency, and community participation.</li></ul><h3 class="jobSectionHeader"><b>
Partnership with College Counseling &amp; Admissions</b></h3><ul><li>
Align academic pathways and advising structures to complement college counseling guidance.</li><li>
Work closely with the Admissions Office to articulate the vision of the Upper School and support mission-aligned enrollment.</li><li>
Represent the division at admissions, college counseling, and family engagement events.</li></ul><h3 class="jobSectionHeader"><b>
Operational &amp; Community Leadership</b></h3><ul><li>
Oversee day-to-day operations of the Upper School, including scheduling and faculty coordination, in partnership with the Assistant Head of Division.</li><li>
Communicate proactively with families to promote transparency, understanding, and a strong home&ndash;school partnership.</li><li>
Represent the Upper School internally and externally, reinforcing a &ldquo;one school&rdquo; identity.</li><li>
Contribute to strategic planning, accreditation work, and institutional stewardship as a member of the Senior Administrative Team.</li></ul><h2 class="jobSectionHeader"><b>
Qualifications &amp; Leadership Attributes</b></h2><h3 class="jobSectionHeader"><b>
Professional Qualifications</b></h3><ul><li>
A Master&rsquo;s degree <b>or </b>higher in education or a related field.</li><li>
A minimum of five years of senior leadership experience in an Upper School or equivalent institutional setting.</li><li>
Demonstrated success supervising and developing faculty, including instructional leaders/Program Leads.</li><li>
Experience approving or managing curricular design, implementation, and innovation at the high school level.</li><li>
Proven ability to cultivate and leverage external partnerships with higher education institutions and industry or community organizations to enhance student learning in a project-based environment..</li><li>
Strong capacity for data-informed decision-making and systems-level thinking.</li></ul><h3 class="jobSectionHeader"><b>
Leadership Style &amp; Disposition</b></h3><ul><li>
A strategic, student-centered leader who connects vision with practical execution.</li><li>
A relational educator who builds trust through clarity, follow-through, and presence.</li><li>
An adaptive thinker with high emotional intelligence and the ability to navigate complex situations with poise and integrity.</li><li>
A culture-builder who models optimism, professionalism, and deep respect for adolescent learning and development.</li><li>
A visible joy in the work of schools and belief in the limitless potential of young people.</li></ul><p>
Interested candidates are invited to use the link provided to submit a cover letter and resume to Raquel Salcedo, Director of Recruiting &amp; Talent</p><br>
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Head of Upper School, Grades 9-12

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Greenwich Country Day School

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Head of Upper School, Grades 9-12