Demo

IT Support Specialist

Key School Inc
Annapolis, MD Full Time
POSTED ON 1/7/2026
AVAILABLE BEFORE 3/7/2026

Full-time, 12 months, Exempt - Staff (Immediate)

Key School is seeking a service-oriented and technically skilled IT Support Specialist. This role serves as the first line of support for our faculty and staff. The candidate will have at least 2 years of relevant experience and a passion for fostering an environment where technology is used to support teaching and learning.

Reporting to the Director of Information Technology, Key’s next IT Support Specialist will be responsible for maintaining the daily health of the digital ecosystem, troubleshooting hardware and software issues, and providing a warm, helpful presence for users.

Job Responsibilities:

Help Desk & Technical Support

  • First Response: Serve as the primary point of contact for all tech support requests via email, phone, walk-ins, and the ticketing system.
  • Triage & Troubleshooting: Diagnose and resolve issues related to hardware, software, network connectivity, and audio/visual equipment. Escalate complex issues to the Director of IT when necessary.
  • User Accounts: Manage user lifecycle events, including creating accounts, resetting passwords, and managing permissions within Google Workspace and Active Directory.
  • Classroom Support: Provide rapid response to classroom technology emergencies (e.g., smartboard and sound issues, internet connectivity issues, inability to print) to minimize instructional downtime.

Device Management

  • Hardware Maintenance: Troubleshoot, repair, or coordinate repairs for school-owned devices, including MacBooks, iPads, Windows laptops, Chromebooks, and Smartboards.
  • Deployment: Assist in the annual summer imaging, configuration, and deployment of faculty and student devices.
  • Inventory: Maintain accurate inventory records of hardware assets and software licenses.

Training & Documentation

  • Knowledge Base: Create and update "How-To" guides and FAQ documentation for the school community.
  • Onboarding: Assist in the technology orientation for new faculty, staff, and students.
  • Maintain confidentiality and handle sensitive information with discretion

Required Skills and Experience:

  • At least 2 years of professional IT support experience.
  • Associate’s degree in a technical field or equivalent certifications (CompTIA A , Google IT Support, etc.).
  • Strong proficiency in managing Google Drive, Gmail, Calendar, Docs, and the Admin Console.
  • In-depth knowledge of macOS and iOS troubleshooting, configuration, and management (MDM experience is a plus).
  • Proficiency in supporting Windows 10/11 environments.
  • Exceptional customer service skills with the ability to explain technical concepts to non-technical users with patience and empathy.
  • Excellent time management skills and a proven ability to meet deadlines and manage multiple priorities and deadlines.

Preferred Qualifications:

  • Prior experience working in a K-12 or higher education environment.
  • Familiarity with Mobile Device Management systems (e.g., Jamf, Mosyle, Google Admin).
  • Experience troubleshooting interactive displays (SmartBoards), projectors, and sound systems.

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.

  • Ability to lift and carry equipment up to 40 lbs (e.g., computers, printers, monitors).
  • Ability to move frequently across campus to support various buildings and classrooms.
  • Ability to crawl under desks or work in tight spaces to manage cabling.

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.

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.

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 and Inclusion at Key.

Please submit a letter of interest, resume, completed application, and three professional references by selecting the link.

Salary.com Estimation for IT Support Specialist in Annapolis, MD
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