Assistant Head of Upper Elementary School, Grades 3-5

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’ 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.

Greenwich Country Day School seeks an Assistant Head of Upper Elementary School, Grades 3-5, to start July 1, 2026.

With a current enrollment of 267 students, the Upper Elementary School is housed on the Old Church Road campus.  Position Summary The Assistant Head of Upper Elementary School (UES) is a key academic and community leader who ensures a developmentally aligned and mission-centered experience for students in Grades 3–5.

In close partnership with the Head of Division, this leader advances a culture in which students are known, supported, and challenged, and in which faculty are equipped to grow in their practice and thrive in community.

The Assistant Head serves as a connective bridge between day-to-day divisional life and schoolwide priorities, reinforcing coherence in instructional practice, student experience, and community expectations in alignment with the Portrait of a Learner.

Key Responsibilities Strengthen Coherence and Alignment  Support vertical and horizontal alignment across classrooms and grade levels to foster continuity of experience for students.

Collaborate on student grouping and placement processes to ensure developmentally appropriate and mission-aligned learning environments.

Use academic and SEL data (MAP, reading benchmarks, summative assessments) to inform intervention, enrichment, and instructional reflection.

Partner with Lower Elementary, Middle School, and the Assistant Head of School to strengthen curricular alignment across divisions.

Partner with Lower Elementary, Middle School, and the Assistant Head of School to  align academic calendar, class lists, cross divisional teacher and course assignments Support Faculty Growth & Professional Culture Serve as a coaching partner to faculty through observation, reflection, and feedback grounded in shared expectations for practice.

Reinforce Responsive Classroom and restorative approaches in classroom community and school culture.

Support the supervision, development, and evaluation of co-teachers, including onboarding and mentoring.

Help cultivate professional collaboration within and across grade-level teams to build instructional alignment and collegial culture.

Partner in Student Success, Belonging & Wellbeing Lead Student Focus Meetings and collaborate with the Student Support Team to coordinate proactive and responsive interventions.

Meet with students and families to address more complex academic, social, or behavioral concerns in partnership with teachers and UES counselor.

Maintain a visible presence during the school day and in community programming to support belonging, safety, and joyful engagement.

Support divisional programming such as Tiger Time, Tiger Cup, Community Times, 5th grade Student Leadership, and signature UES traditions (Field Day, Birthday Celebrations, Morning announcements, etc).

Operational Stewardship & Division Leadership Serve as acting division lead in the Head of Division’s absence to ensure consistent operation and communication.

Provide leadership and guidance for Grade Level Facilitators as they work with their teams.

Partner on scheduling, staffing, safety procedures, and readiness planning.

Coordinate assessment logistics (including MAP) alongside teachers and the Student Support Team.

Coordinate logistics for grade-level newsletter creation and quarterly distribution to families Serve as an accessible and responsive liaison for families, helping to maintain clarity, consistency, and alignment across home and school.

Professional Qualifications Advanced degree in education or a related field, and a demonstrated commitment to ongoing professional learning.

Successful classroom teaching experience at the elementary level with a strong understanding of child development and age-appropriate pedagogy.

Familiarity with Responsive Classroom, restorative practices, and frameworks that support whole-child development.

Experience supporting teacher growth through coaching, mentorship, supervision, or structured feedback processes.

Demonstrated ability to use student data to guide instructional decisions and monitor student progress.

Experience partnering with families in a school setting, with the ability to foster trust and shared purpose.

Strong technology and organizational skills with disciplined follow-through, with the capacity to manage multiple priorities while centering student experience.

Leadership Style & Disposition A relationship-centered leadership style grounded in care, clarity, and high standards.

High emotional intelligence with the ability to navigate student, faculty, and family needs with empathy and professionalism.

A collaborative, reflective problem-solver who invites perspective and builds shared ownership of solutions.

Visible joy in the life of the school and enthusiasm for working with elementary-aged children and the adults who serve them.

A growth mindset and a steady, optimistic presence.

Excellent written and spoken communication skills, with the ability to maintain confidentiality and generate trust.

A commitment to fostering a learning environment where every student is known, included, challenged, and connected to the Portrait of a Learner.   Interested candidates are invited to use the link provided to submit a cover letter and resume to Raquel Salcedo, Director of Recruiting & Talent   Powered by JazzHR