Job Summary: The Executive Assistant to the Head of School plays a vital role in the smooth and effective functioning of the Head’s Office. This individual is responsible for a wide range of administrative and operational support duties, serving as a key point of contact for internal and external stakeholders. The Executive Assistant may also provide essential support to the Board of Trustees and the Assistant Heads of School as needed.

Job Duties and Responsibilities:

• Head of School Support
  • Manage the Head of School’s calendar, appointments, travel arrangements, and correspondence.
  • Act as the primary liaison between the Head of School and faculty, staff, parents, students, and external partners.
  • Organize and coordinate logistics for school events hosted by or involving the Head of School.
  • Maintain confidential files and sensitive information with discretion and integrity.
• Board of Trustees Support
  • Coordinate all logistics for Board of Trustees meetings, retreats, and events, including scheduling, room setup, materials preparation, and catering.
  • Serve as the point of contact for Board members, ensuring timely communication and follow-up on action items.
  • Maintain and ensure accurate record-keeping of Board policies, minutes, and governance documents.
• Support to the Assistant Heads of School
  • Provide administrative and logistical support to the Associate Head, including scheduling, project management, and communications.

Job Education & Requirements:

• Bachelor’s degree is required
• Minimum of 1-3 years of relevant experience.
• A desire to work collaboratively in a team environment while also being comfortable with autonomy.
• Excellent interpersonal and counseling skills, and the ability to work effectively with both young people and adults.
• Outstanding communication (oral and written) abilities and organizational skills.
• Strong cultural competency skills and commitment to fostering inclusivity in a diverse community. Ability to work collaboratively and independently, as needed, and appropriate.
• The capacity to take initiative, work independently, think critically, and solve problems.
• Strong computer skills, including email communication and electronic submission of documents. Flexibility, and the capacity to adapt to the dynamic and ever-evolving college admissions landscape.
• Able to travel to different colleges and universities during the year (when conditions permit).
• Valid driver’s license.
• Demonstrate support for South Kent’s commitment to Diversity Equity and Inclusion.

About South Kent School

South Kent School, established in 1923, is a college preparatory school for boys in grades 9 through 12, nestled in the hills of picturesque northwestern Connecticut. South Kent School prepares young men to succeed in college and thrive as thoughtful and engaged citizens in a rapidly changing and intensely competitive world. Guided by our mission, South Kent School’s academic, athletic, and community life programs work together to develop thriving young men. Using our contemporary expertise in male adolescent education, we are constantly evolving and adapting our instruction to ensure we are providing students with the skills and developing the character they will need to succeed in college and the world beyond. Features of South Kent School: Unique block schedule designed to focus on South Kent School’s characteristics of a thriving young man: critical thinking, emotional intelligence, resilience & agility, spiritual awareness & mindfulness, and collaboration. 550-acre campus A strong international student presence offering unique opportunities for cross-cultural learning and the development of international contacts. High performance athletic programs that foster an... overall environment of physical and mental fitness. Principles of Learning: South Kent School’s Principles of Learning create a unifying framework by which we understand how to teach our students effectively. Through these principles, the faculty guide students in an adaptive and supportive environment to grow in mind, body, and spirit: Boys learn best when their instruction is differentiated to their individual physical, emotional, and cognitive development. Boys learn best in a loving, supportive community where they have meaningful relationships with inspiring and dedicated adults. Boys learn best when skills are developed as the building blocks toward mastery. Boys learn best when they experience their curriculum through vivid and intense activities with frequent practice and thoughtful feedback. Boys learn best through self-reflection, resulting in a deep understanding of their learning and their value within the community. Boys learn best through healthy habits of mind that build a strong sense of self and character. Boys learn best when they imagine, innovate, and create in a community founded on tradition and values.

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Connections working at South Kent School