Middle School Administrative Assistant (Immediate Hire)

Key School; Annapolis (MD); On-site; USD 57,000 - 60,000; Full time

Benefits offered by this job

Health, dental and vision insurance

Generous 403(b) Plan

And much more benefits

Job summary

Key School in Annapolis, MD is seeking a proactive, highly organized Middle School Administrative Assistant for the 2026-2027 academic year to support the Middle School office, faculty, students and families.

This full-time, 12-month role requires strong writing, confidentiality, and Google Workspace skills, with duties spanning calendar management, email communications, attendance support, schedule coordination, and preparation of announcements.

Qualifications

• High School Diploma or GED and two years of office experience required.
• Bachelor’s Degree preferred.
• Organized and systematic thinker.

Responsibilities

• Maintain calendars and appointments for the Middle School Head.
• Coordinate all email communications to families.
• Support attendance process by checking emails, voicemails, and calls regarding student attendance.
• Collect and prepare Daily News announcements each day.
• Assist with break/recess duties to provide student support and a safe environment.
• Provide administrative support for grade reports and records in Senior Systems.

Skills

Writing and editing

Independent work

Collaboration

Confidentiality

Google Workspace proficiency

Education

High School Diploma or GED

Bachelor’s Degree preferred

Tools

Google Workspace

Gmail

Google Calendar

Zoom

Google Meet

Job description

Job Details

Job Location: Annapolis, MD 21403

Position Type: Full Time

Education Level: High School

Salary Range: $57,000.00 - $60,000.00 Salary

Job Category: Admin - Clerical, Full-Time, 12 months, Staff - Salary Non-Exempt

Position Overview

Key School is seeking a proactive, welcoming, and highly organized full-time (12-month) Middle School Administrative Assistant for the 2026-2027 academic year. This position will provide direct support to the Middle School office, faculty, students, and families to ensure the effective operation of the Middle School.

Job Responsibilities

Daily Responsibilities

• Provide support to the Middle School Head such as maintaining calendars and appointments.
• Coordinate all email communications to families.
• Support attendance process by checking emails, voicemails, and fielding phone calls regarding student attendance.
• Collect and prepare Daily News announcements each day.
• Assist with break/recess duties to provide student support, maintain a safe and positive environment.
• Partner, coordinate and provide administrative support to the other office administrative assistant.

Ongoing Responsibilities

• Maintain spreadsheet of Middle School budget in Google Docs
• Faculty support:
• Ordering supplies
• Coordinating and sending email communications
• Ensuring permission forms are posted on Key's website
• Provide administrative support for grade reports and record keeping
• Maintain trimesters and records in Senior Systems with support from IT
• 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 do all corresponding communication with parents and Faculty
• Cover for the other Middle School office administrative assistant responsibilities as needed

Annual Responsibilities

• Support Faculty in ordering their 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 Scheduling Team to create overall Middle School master schedule
• Import all scheduling data into Student Information System prior to the start of school and produce printed schedules for teachers and students
• Create Lunch / Recess Duty Schedule prior to beginning of each academic year
• Provide organizational support for special division and community events (e.g. Back to School Night)
• Provide administrative support for opening of school

Ideal Candidate characteristics

• Strong writing and editing skills
• The ability to work independently and be self-motivated
• The ability to work collaboratively and cooperatively with the other administrative assistant in the Middle School Office
• A demonstrated commitment to confidentiality and professionalism
• Solid technical skills in Google Workspace and the ability to use the school’s database (Student Information System)
• A high level of cultural responsiveness Friendly, patient and calm disposition, especially with children
• Demonstrated ability to handle multiple tasks at once with attention to detail

Qualifications

• High School Diploma or GED and two years of office experience required
• Bachelor’s Degree preferred
• Organized and systematic thinker

Physical Requirements

The demands described here represent those that an employee must meet to perform the essential functions of this job successfully. Reasonable accommodations may be made to enable individuals with disabilities to perform essential functions.

Daily desk work, including significant amounts of telephone and computer time; as part of daily routines, the ability to move around a mid-size campus with uneven pavement and manage stairs; frequent walking inside and outside responding to campus issues and/or checking on various departmental progress.

Compensation & Benefits

Key School offers competitive salaries and a comprehensive benefits package, including health, dental and vision insurance, a generous 403(b) Plan, and much more.

• health, dental and vision insurance
• a generous 403(b) Plan
• and much more

Salary range: $57,000-$60,000 and is based upon several factors that include, but are not limited to, the candidate’s work, experience and education. Additional compensation for other duties can be granted.

Technical Competencies

Key is a Google Workspace for Education school. Candidates should be proficient in using Google applications, have a solid understanding of cloud-based storage and file-sharing platforms, and efficiently manage email and scheduling using Gmail and Google Calendar. They should be proficient in virtual communication tools such as Zoom or Google meet and have basic troubleshooting skills to resolve common technical issues that may arise in the classroom.

Work Schedule/Travel

Occasionally, there may be business and school functions that will require your presence to work flexible hours, including nights and/or weekends and travel outside of Annapolis.

About the School

Founded in 1958 by professors from St. John's College, Key School engages children from 2.5 years of age through grade 12 in a progressive, coeducational, college-preparatory program on its picturesque 15-acre campus 4 miles from downtown Annapolis.

Key School is a dynamic, tight-knit community deeply committed to ensuring students are supported and challenged to excel educationally and personally and be confident, courageous, critical thinkers prepared to engage with the world. Our Community is as diverse as it is warm and welcoming.

Commitment to Diversity, Equity, Inclusion, and Belonging

Key is particularly interested in candidates with experience in creating inclusive school settings and who are culturally responsive. We are seeking candidates with a commitment to educational equity and justice. We learn and grow both as individuals and as a school community when students and adults of diverse backgrounds, abilities and identities develop an understanding of and respect for our commonalities and differences. Together, we have created a community that reflects diversity across a broad spectrum and will help fulfill Key's promise to prepare our students for the challenges and responsibilities they will assume in an increasingly connected yet diverse and pluralistic world. The diverse student body is 39% students of color, and 32% of our students receive financial aid to create a socioeconomically diverse community. Learn more about our Diversity, Equity, Inclusion, and Belonging at Key.