Technology Support Specialist

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

Hillbrook School is seeking a full time Technology Support Specialist to provide tech support for the Hillbrook community. This position reports directly to the Director of Technology to coordinate the daily Help Desk assignments and support technical needs of the school.


Hillbrook School is a junior kindergarten-8th grade independent school located on 14 acres of oak woodland in Los Gatos, CA. Founded in 1935, Hillbrook School remains deeply connected to its historical roots as a school where children are known, learning is authentic and active, and success is measured one child at a time. During the past 85 years, we have grown and evolved from a small boarding school serving wards of the state to one of the leading independent schools in the Bay Area, and yet our vision remains the same—to inspire children to achieve their dreams and reach beyond themselves to make a difference in the world. Our talented faculty delivers a program that provides 350 students of all genders with a unique blend of challenging and engaging academics, diversity, equity, and inclusion practices, visual and performing arts, physical and wellness education, passion-driven projects, and opportunities to serve and partner with others in our community beyond campus. 


Hillbrook School is a recognized leader in innovation, earning designation since 2010 as an Apple Distinguished School. Our 1:1 iPad program, Hub Makerspace, Center for Teaching Excellence, and Scott Center for Social Entrepreneurship all stem from a commitment to implementing best practices in education. Our faculty members present at conferences across the globe each year on topics ranging from ways we have audited our curriculum for greater inclusion to research studies conducted on-campus examining the impacts of classroom design on learning. A community of highly engaged, lifelong learners, Hillbrook is intentional about, and deeply committed to, collaboration and professional growth in all facets and roles.


As noted in our Statement of Inclusivity, we strive to reflect the extraordinary diversity of Silicon Valley, and believe that educational excellence and equity depend on the creation of a diverse and inclusive community where all students, families and employees feel a full sense of membership. To live up to our JK-8 DEI Teaching Philosophy Statement, all employees contribute to developing culturally competent students and building an educational institution committed to social justice and reaching beyond. We offer a wide range of opportunities for all employees to engage in work that furthers these goals, from personal dialogues that help us understand different perspectives, to pedagogical training designed to support equitable instructional practices and build habits to disrupt bias whenever we see it. Ultimately, we hope that this work helps all of our constituents—employees, students, and families—be more aware, empathetic, globally-minded, and justice-oriented. 


A highly collaborative community, we use the following norms to guide our communication with each other:

  • Assume good will

  • Come from your own experience

  • Be more curious than certain

  • Hold yourself and others capable


Our commitment to these norms makes it possible for us to partner meaningfully, disagree productively, and lean into conversations that are both challenging and generative. 


Hillbrook is located in the heart of Silicon Valley, 35 minutes south of Stanford University, 30 minutes north of Santa Cruz, and 1 hour south of San Francisco. The Bay Area is home to world-class universities, museums and restaurants, farmers markets and wineries, and outstanding outdoor opportunities for biking, hiking, surfing and more.


Salaries are competitive. Benefits include: full medical, dental, and vision coverage; ample retirement planning with TIAA-CREF; a generous holiday schedule; religious holidays following each employee’s faith; access to the latest state-of-the-art educational technology; and a strong commitment to engaging and personalized professional development. Hillbrook School is an equal opportunity employer. Opportunities are open to all individuals without regard to race, religion, national origin, gender, sexual orientation, marital status, age, or handicap.  


As the Technology Support Specialist, the candidate will enter the community at an exciting time. The school has recently completed an ambitious strategic plan, Vision 2020, which has helped to establish the school as a leader in the Bay Area and beyond in elementary education. During the COVID-19 pandemic, the school has risen to the challenge of providing both remote and in-person learning, showcasing our flexibility and commitment to meeting our vision and mission as a school. 



  • Monitor the Help Desk and manage assigned tickets, providing first level technical support 

  • Support classroom technology, including displays, printers, Apple TVs, phones, and WiFi connectivity 

  • Troubleshoot and solve hardware and software issues

  • Set up and maintain macOS and iOS devices and peripherals

  • Install and update applications as needed

  • Support school community with audio/video setup

  • Set up equipment for special events, and assist with the technology needs of presenters and guests

  • Maintain and update JAMF inventory database

  • Create and maintain packages and profiles in JAMF to remotely manage macOS and iOS devices 

  • Basic troubleshooting of office printers, and work with printer vendor to manage repairs



  • Substantial experience working with technology

  • Experience supporting macOS computers and iPads

  • Experience with presentation systems

  • Experience with video and audio equipment

  • Working understanding of basic network infrastructure and troubleshooting network problems.

  • Experienced using and supporting Google Workspace 

  • Work effectively with Zendesk, our Help Desk ticketing system

  • Must be a “service oriented people person”: communicate with students and adults with varying levels of expertise

  • Work collaboratively with colleagues

  • Excellent organizational and time management skills, and focused on detail and accuracy

  • Must show initiative, work independently, and be an innovator with a passion for making technologies work for people

How to Apply

Interested candidates should send a cover letter and resume as .pdf files to Rozanne Schiro at