Technical Support Specialist

Job Level
Entry-level position
Job Category
Specialist / Associate
  • Information Technology
Job Status
Areas of Responsibility
  • Support / Help desk

Westtown School is currently seeking a highly motivated and self-directed Technology Support Specialist with strong problem-solving, communication, customer service, technical, and organizational skills. Reporting to the Director of Information Technology, this technical support professional will assist teachers, students, families, staff, and administrators to facilitate the successful use of technology in all school programs. This is a full-time, year-round position. 


Westtown School is a Quaker independent, co-educational, pre-K to 12, college preparatory day and boarding school located in suburban West Chester, PA, approximately 30 miles from Philadelphia. Situated on a beautiful 600-acre campus, Westtown offers a challenging and diverse curriculum that emphasizes action-based education, critical thinking, collaboration, service, and social action. Committed to character innovation since 1799, Westtown inspires and prepares students to become stewards and leaders of a better world.


As Westtown strives to fulfill our commitment to being an anti-bias, anti-racism (ABAR) school, we are seeking culturally competent candidates with a demonstrated commitment to and ongoing professional development in the areas of diversity, equity, inclusion, and social justice.


Position Description


The Technology Support Specialist will provide technical support and training to students, families, faculty, and staff. This position requires a combination of technical expertise and interpersonal/communication skills. The ideal candidate should have extensive knowledge of computing and audiovisual equipment, computer and mobile operating systems, and productivity and educational software. They will need to be excellent learners and problem solvers who can quickly familiarize themselves with unfamiliar software to diagnose and resolve issues for community members. They should also be good listeners and effective communicators who can deliver exceptional in-person training and clear written technical instructions to a wide variety of end-users. Specific job responsibilities include:


  • Managing a caseload of technical support requests - receiving, responding, resolving - that are submitted via phone, email, and the school’s technology ticketing system; 

  • Creating and updating online support tips, directions, tutorials, and documentation;

  • Developing and leading training sessions for faculty, staff, and students;

  • Supporting school-wide use of Google Workspace software;

  • Managing user accounts across multiple software platforms;

  • Configuring, imaging, deploying, and inventorying school-owned devices;

  • Troubleshooting classroom AV technology issues;

  • Facilitating repairs with third party vendors and monitoring warranty work.




  • BA or BS degree required

  • A minimum of three years’ experience providing technical support, preferably in an academic environment

  • Excellent oral and written communication skills

  • Experience developing and delivering technical training

  • Strong customer service orientation

  • In-depth knowledge of computer and mobile operating systems (Windows, MacOS, Chrome OS, iOS, Android)

  • Familiarity with an array of educational software platforms, including Learning Management Systems and Student Information Systems

  • A demonstrated commitment to using technology to enhance an inclusive school community based on cultural competence, commitment to social justice, and respect for all voices;

  • A strong character with a team-oriented spirit, and the ability to connect meaningfully with all constituents throughout our diverse community.


Guided by the Quaker belief that there is that of God in all persons, Westtown School is a community of learners who value, and are themselves strengthened by, the rich diversity of its members. As a school, we seek to prepare students for living and leading in a diverse and complex world. As a community, we aspire to inclusivity and respect. To these ends, we welcome qualified students, faculty, staff, and trustees of any race, color, national or ethnic origin, citizenship status, religion, ancestry, sex, gender, gender identity and expression, sexual orientation, age, disability, genetic information, military or veteran status, family structure including marital or parental status, and socioeconomic status. Westtown School does not discriminate against individuals on the basis of these characteristics in any of its policies, procedures, or practices relating to admission, access to activities or programs, hiring, or other employment-related decisions.

How to Apply

Interested, qualified candidates should send a cover letter and resume to: Sherri Farenwald, Director of Human Resources, at and select Show All Job Openings.