Middle School Administrative Assistant (Immediate Hire)

Key School•Annapolis, MD

1d•Onsite

About The Position

Key School is seeking a proactive, welcoming, and highly organized full-time, 12-month Middle School Administrative Assistant for the 2026–2027 academic year. The position provides direct administrative support to the Middle School office, faculty, students, and families to help ensure the effective operation of the Middle School. The role supports the Middle School Head and office team with daily communications, calendars, attendance, announcements, student support, record keeping, scheduling, and events. The assistant also handles recurring and annual administrative tasks, including maintaining budget spreadsheets, coordinating faculty supplies and communications, supporting reports and records, preparing schedules, and helping with the opening of school. The successful candidate will be organized, collaborative, professional, discreet, culturally responsive, and comfortable managing multiple tasks with attention to detail. Key School is a Google Workspace for Education school, and the role requires proficiency with Google applications, email and scheduling tools, cloud-based storage and file sharing, and virtual communication platforms. Occasional school or business functions may require flexible hours, including nights or weekends, and travel outside of Annapolis.

Requirements

High school diploma or GED.
At least two years of office experience.
Strong writing and editing skills.
Ability to work independently and be self-motivated.
Ability to work collaboratively and cooperatively with the other Middle School office administrative assistant.
Demonstrated commitment to confidentiality and professionalism.
Solid technical skills in Google Workspace and ability to use the school’s Student Information System.
High level of cultural responsiveness.
Friendly, patient, and calm disposition, especially when working with children.
Demonstrated ability to handle multiple tasks at once with attention to detail.
Proficiency with Google applications, cloud-based storage and file-sharing platforms, Gmail, and Google Calendar.
Proficiency with virtual communication tools such as Zoom or Google Meet.
Basic troubleshooting skills for common technical issues that may arise in the classroom.
Ability to perform daily desk work involving significant telephone and computer use, move around a mid-size campus with uneven pavement, manage stairs, and walk frequently indoors and outdoors.

Nice To Haves

Bachelor’s degree.
Experience creating inclusive school settings and cultural responsiveness.
Commitment to educational equity and justice.

Responsibilities

Support the Middle School Head by maintaining calendars and appointments.
Coordinate email communications to families.
Support attendance processes by checking emails and voicemails and responding to phone calls regarding student attendance.
Collect and prepare Daily News announcements each day.
Assist with break and recess duties to support students and maintain a safe, positive environment.
Partner with and provide administrative support to the other Middle School administrative assistant.
Maintain a spreadsheet of the Middle School budget in Google Docs.
Support faculty by ordering supplies, coordinating and sending email communications, and ensuring permission forms are posted on the school website.
Provide administrative support for grade reports and record keeping.
Maintain trimester information and records in Senior Systems with IT support.
Maintain Middle School bulletin boards in common areas.
Provide administrative support for faculty meetings.
Set up PickATime software with IT for parent-teacher conferences and coordinate related communications with parents and faculty.
Cover the other Middle School office administrative assistant’s responsibilities as needed.
Help faculty order yearly supplies by setting up profiles under a school account.
Schedule faculty evaluations and class visits with the Middle School Head and Director of Curriculum.
Work with the Scheduling Team to create the overall Middle School master schedule.
Import scheduling data into the Student Information System before the start of school and produce printed schedules for teachers and students.
Create the lunch and recess duty schedule before each academic year begins.
Provide organizational support for division and community events, such as Back to School Night.
Provide administrative support for the opening of school.