Executive Assistant to Headmaster

Executive Assistant to the Headmaster

The Executive Assistant to the Headmaster is a full-time, salaried, category two position with a 12-month work schedule beginning July
1. Reporting directly to the Headmaster, this combined role provides confidential, consistent, and professional support while also serving as a secondary receptionist at the Summit Park campus. The Executive Assistant plays a crucial part in administrative and executive duties, overseeing special projects and initiatives, and ensuring a warm, welcoming environment for students, families, staff, and visitors.

• Manages the Headmaster's schedule and calendar according to school priorities
• Coordinates and prioritizes meetings, ensuring the efficient use of the Headmaster's time
• Handles incoming calls, emails, and inquiries, redirecting or responding as appropriate
• Drafts memorandums and letters for signature based on notes or other direction given
• Prepares monthly "State of the School Report" for meetings of the Board of Directors
• Prepares and distributes agendas, minutes, and other materials for A-Team meetings and School Leadership Team meetings
• Manages all arrangements for faculty/staff meetings and employee events
• Assists the Headmaster with work and events related to the Board of Directors, Friends of Cincinnati Classical, and the Parent Service Organization
• Assists in the planning and execution of school events, meetings, and special functions
• Collaborates with other administrative staff to ensure successful events
• Conducts research and gathers information as needed for various initiatives
• Assists Headmaster with preparing materials for coursework as needed
• Coordinates job search committees and schedules interviews for prospective faculty and staff
• Monitors and directs special projects as assigned
• Uses independent judgment in performing the responsibilities of the position

• Serves as an assistant receptionist for the Summit Park campus, providing a warm and welcoming atmosphere for students, staff, parents, and visitors
• Answers incoming phone calls in a pleasant, informed manner, projecting a positive first impression of the school
• Greets all incoming students, families, and guests respectfully and professionally, determining their needs, checking scheduled appointments, and directing them to the proper person
• Checks voicemail messages in the school's general mailbox on a routine basis and distributes or responds to those needing attention
• Maintains current knowledge of school activities, programs, and events related to the school calendar
• Answers door with remote access and/or in person; admits visitors, requires all visitors to identify themselves and sign in; provides appropriate visitor passes and badges following school protocol
• Checks students in and out, issues passes, and monitors requests for early dismissals
• Works closely with the School Nurse and administration regarding care for students, especially in emergencies

• Proficiency in Microsoft Office Suite and primary social media platforms

• Bachelor's degree in business administration, communications, public relations, English, or a related field
• Experience in a school setting (preferred but not required)
• Capacity to take initiative and be self-directed while working independently
• Excellent verbal and written communication skills
• Flexibility, organization, decision-making, and problem-solving skills
• Highly organized and detail-oriented with strong project management skills
• Ability to meet deadlines, work on multiple projects, and coordinate work with others
• Demonstrated ability to handle sensitive information with discretion and confidentiality
• Knowledge of good telephone etiquette with the ability to deal tactfully and confidently with callers and visitors
• Courteous and pleasant personality with the ability to work with tact and diplomacy as part of a team

• The tenets of classical, liberal arts education
• Community and partnership in the common pursuit of forming intelligent, virtuous citizens
• Excellence in teaching and learning
• The virtues we aim to teach our students: prudence, justice, fortitude, humility, gratitude, perseverance, and compassion

Pay is competitive and commensurate with experience and qualifications. Benefits offered for full-time employees include health benefits, paid vacation, personal days, paid holidays, and SERS retirement plan with employer contribution. Children will receive enrollment priority if a parent is a full-time employee at the time of enrollment. All employees will be required to pass background checks.

• Position Type:
  Secretarial/Clerical/ Executive Assistant to the Headmaster
• Date Posted: 2/24/2026
• Date Available:
  
  School Year
• Closing Date:
  When Filled