We Are Dedicated to
Building Extraordinary

Student Technology Support Specialist

Website Windward School

Windward School, a grade 7-12 college-preparatory, independent day school in vibrant West Los Angeles, is currently seeking an experienced, highly organized, and detail-oriented Student Technology Support Specialist to join our Technology Department.

A nationwide leader in educational models and practices that excite students about learning, Windward is committed to building a nurturing, inclusive culture. We welcome teachers and staff members who bring skills, qualities, and experiences that demonstrate an understanding of and ability to support our work fostering a diverse school community.

At Windward, we are dedicated to cultivating an environment that encourages and supports growth and belonging amongst all community members. Windward teachers, parents, and administrators work together to inspire our students to be responsible, caring, well-informed, ethical, prepared, and well-balanced young adults.

For more information on what Windward has to offer, please visit windwardschool.org/about/careers.

The Student Technology Support Specialist reports to the Director of Information Systems and assists in the support of all projects aligned to the Windward Technology Plan. The Student Technology Support Specialist is responsible for deployment, configuration and maintenance of all iPads and AppleTvs, as well as providing 1st level customer service for calls received via the Helpdesk.  This position will be responsible for developing working deployment plans using Apple School Manager and Jamf Pro. They will be able to troubleshoot all hardware, operating systems, networks, Wi-Fi, PC & Mac software, audiovisual, and printing issues. They will be able to effectively prioritize and escalate helpdesk calls, and provide support for presenters, events, activities, clubs, functions, and summer programs.

The Student Technology Support Specialist will be responsible for supporting the technological effectiveness of Windward School to support and enhance its academic and community mission.  The Student Technology Support Specialist will demonstrate and exercise leadership in the following key functional areas:

▪        Implementation and support for existing and new campus technologies.

▪        Recommending best practices that balance the benefits of innovation while remaining consistent with the School’s objectives, mission and strategic plan.

▪        Understanding and promoting the use of information and communications technologies to support differentiated learning and individual learning styles, both within the school and in the regional/national professional community.

This is a position that requires excellent skills in clear communication, interpersonal exchanges with colleagues, managing expectations, tact, patience and a service-oriented attitude.  A good strategic sense, sound technological judgment, and exceptional interpersonal skills are all important to the success of the Student Technology Support Specialist.

Primary Responsibilities Include:

Technology Support

●       In conjunction with the Director of Information Systems, provide faculty and staff support for educational and administrative technology in an iPad 1-to-1 environment.

●       Serves as the primary contact for students with a wide range of technological needs; be available to help during student free times such as before school, lunch, etc.

●       Ensures the mobile device software and hardware operate smoothly on campus and in the classroom environment.

●       Manages JAMF the Mobile Device Management (MDM) system. Configures and maintains all iOS devices, including student and faculty iPads and Apple TVs; deploys iOS apps as requested and required by faculty and students.

●       Maintains and manages iOS inventory, device assignments, device and accessory overstock, replacements, etc.

●       During summer, supports the iPad ordering process, sets up and configures iPads, deploys software for students using a device management system, configures various student accounts, and facilitates the distribution of devices.

●       Updates and establishes standard procedures/guidelines every quarter; uses said procedures to respond, identify, and resolve device failures or performance issues; if no resolution can be met, reaches out to various support avenues.

●       Handles all Apple Cares related to the iPad program (ie. iPad, keyboard, etc.)

●       Assists in end-of-lease cycle procedures, collection, and management of devices, including maintaining an inventory of all peripherals relating to mobile equipment.

●       Utilize Apple School Manager (ASM) for Device Enrollment Program (DEP) and Volume Purchase Program (VPP)

●       Works with the Helpdesk team to identify and mitigate technology issues for faculty, staff, and administrators.

●       Provides 1st-level customer service for all calls received via the Helpdesk.

●       Provides support for presentations, events, and functions (this will require an occasional shifting of hours)

●       Provides support for activities, clubs, and summer programs.

●       Will be expected to learn troubleshooting for network (wired and wireless) and campus audiovisual setups.

●       Supports the ongoing activities and mission of the school.

●       Other duties as assigned.


●       Creates a welcoming environment in the HelpDesk area that reflects the school’s mission, as a college preparatory school, to challenge each student to achieve academic excellence within a nurturing atmosphere.

●       Advises the Director of Information Systems on advancements in fields related to campus technology.

●       Maintains current awareness of the rapidly changing technology environment.

●       Trains individuals on new or existing technologies.


●       Bachelor’s Degree in Technology, Education, or a related field, ideally with appropriate certifications and a minimum of two to three years’ work experience in a relevant field.

●       Demonstrated proficiency in using MAC O  S, Windows, iOS, Microsoft Office 365, and Google Apps for Education.

●       Experience utilizing and maintaining an  MDM, JAMF preferred

●       Ability to deal effectively with and represent the school to a wide range of groups and individuals.

●       Agility to be self-directed, handle multiple tasks and priorities, solve problems, and work within a team environment.

●       Strong verbal and written communication skills.

Salary Range: $75-87k

This is a great chance to be part of a dynamic, close-knit, independent school culture and community.

We offer competitive compensation and benefits, including:

●          Medical, dental, vision insurance

●          Paid Holidays, Vacation and Wellness days

●          Retirement Plan, including up to 6% employer match

●          School-paid Life and Disability Insurance

●          Flexible Spending Account Plans

●          Annual $2,000 FlexCheck

●          Annual $2,500 Lunch Allowance

●          MetLife Group Home & Auto Group Discount

●          Access to Peak Performance Center to promote physical and mental health

●          Wellness Initiatives, including Chair Massages, free Wellness Coaching, Self-Care Reimbursement, and much more!

●          Employee Assistance Program

●          Tuition Remission

●          Nurturing, supportive and inclusive community

●          And much more!

To Apply: All interested candidates should send a resume and a cover letter via the Application link.


To apply for this job please visit recruiting.paylocity.com.

Student Technology Support Specialist
Scroll to top