Digital Learning Specialist

Harvard-Westlake School is seeking applications for the Digital Learning Specialist position. This is a full-time, exempt, 12-month staff position supporting faculty across grades 7–12.

Harvard-Westlake believes that great teaching is at the heart of student learning and that the right technology, used thoughtfully, can deepen it. The Digital Learning Specialist supports that work by partnering with faculty on Canvas implementation, instructional design, educational technology integration, and practical classroom-based coaching.

This is a highly relational role grounded in adult learning, faculty support, instructional design, and implementation. The ideal candidate brings strong technical fluency, sound instructional judgment, excellent communication skills, and the ability to build trust with teachers at all levels of comfort with technology. This position also plays an important role in helping faculty navigate AI in education in ways that are thoughtful, ethical, human-centered, and aligned with Harvard-Westlake’s educational values.

Classroom teaching experience is a strong differentiator, particularly experience designing lessons, supporting students, developing assessments, and understanding the daily rhythms of school life.

Essential Duties and Responsibilities

Canvas Support and Course Design

• Coach faculty individually and in small groups on Canvas course design, organization, communication tools, modules, and student-facing resources.
• Support teachers in meeting school-established Canvas expectations and standardization requirements.
• Partner with faculty to design Canvas pages that are clear, purposeful, accessible, and easy for students to navigate.
• Create and maintain guides, templates, screencasts, video resources, and other practical tools for faculty.
• Serve as a first point of contact for faculty Canvas questions and concerns.

• Strong technical fluency and sound instructional judgment.
• Excellent communication skills and ability to build trust with teachers.
• Classroom teaching experience, particularly experience designing lessons, supporting students, developing assessments, and understanding the daily rhythms of school life.
• Ability to navigate AI in education in ways that are thoughtful, ethical, human-centered, and aligned with Harvard-Westlake’s educational values.