Executive Assistant to the Head of School

Executive Assistant To The Head Of SchoolThe Kiski School is an independent, college-preparatory, co-educational, boarding and day school serving students in grades 9–12 and post-graduate year, located on a 300-acre campus in Saltsburg, Pennsylvania, 30 miles east of Pittsburgh. Kiski is home to a close-knit community of roughly 200 students and is known for its rigorous academics and strong record of college placement. The school offers a warm, collaborative work environment grounded in tradition and a shared commitment to the growth of every student. All Kiski employees are committed to living out the school's mission of preparing students for success in college and life.Position SummaryThe Executive Assistant to the Head of School provides high-level administrative and organizational support to the Head of School and plays a central role in the daily operations of the Head's Office. This individual serves as a trusted partner to the Head, manages complex scheduling and logistics, coordinates events, and provides support across the senior leadership team. The ideal candidate is highly organized, discreet, an excellent communicator who is comfortable operating in a fast-paced environment where priorities shift and confidentiality is paramount.Key ResponsibilitiesCalendar & Schedule ManagementManage and maintain the Head of School's calendar, proactively resolving scheduling conflicts and prioritizing competing demandsCoordinate appointments, meetings, and commitments involving trustees, senior staff, parents, alumni, and external partnersAnticipate the Head's scheduling needs and prepare materials in advance of meetingsEvent Management & LogisticsPlan and coordinate logistics for events hosted by or involving the Head of School, including on-campus gatherings, meetings, and school functionsCoordinate travel arrangements, itineraries, and related logisticsManage vendor and venue coordination as needed for events tied to the Head's OfficeCommunications & CorrespondenceDraft, proofread, and manage correspondence on behalf of the Head of School with a high level of accuracy and professionalismServe as a point of contact for the Head's Office, exercising sound judgment in triaging inquiries and requestsPrepare briefing materials, agendas, and follow-up documentation for meetingsSenior Staff SupportProvide administrative and logistical support to members of the senior leadership team as neededAssist with coordination across departments to ensure alignment with the Head's priorities and school-wide initiativesConfidentiality & DiscretionHandle sensitive information regarding students, families, faculty, and school operations with the utmost discretionExercise sound judgment in matters involving confidential school, personnel, or board-related informationQualificationsBachelor's degree requiredPrior experience as an executive assistant or office manager strongly preferredSuperior attention to detail and strong organizational skillsAbility to read, write, and communicate at a high levelDemonstrated ability to handle confidential and sensitive matters with extreme discretionStrong interpersonal skills, with the ability to build trust and rapport across a diverse school communityAbility to manage multiple priorities in a dynamic, deadline-driven environmentProficiency with standard office and scheduling softwareWork EnvironmentThis is a full-time, year-round, on-campus position based at The Kiski School in Saltsburg, PA. The role may occasionally require flexibility outside standard business hours to support school events or the Head of School's schedule.