Top Tech Jobs & Startup Jobs in Boston, MA

Leads K-12 academic strategy, curriculum and pedagogical renewal across three school divisions. Oversees interdisciplinary academic centers, teacher development, summer programming, and the school’s artificial intelligence strategy. Partners with senior leadership, faculty, students, families, and trustees on strategic initiatives, professional development, equity, data-informed achievement, fundraising, and residential life. Supervises directors and supports institutional change, collaboration, and educational excellence.

The Dean of Students leads the Upper School Office of Student Life for more than 700 boarding and day students. Responsibilities include student wellness, discipline, crisis management, leadership programming, handbook and policy oversight, family communication, staff supervision, budgeting, and residential administration. The role collaborates with academic, counseling, equity, residential, and faculty leaders; supervises several program directors and coordinators; advises students; and participates in weeknight and weekend administrator-on-duty responsibilities while living on campus.

Leads Milton Academy’s HR function for more than 500 employees, overseeing recruitment, compensation, benefits, payroll, performance management, employee relations, compliance, training, HR systems, workforce planning, and HR budgeting. Supervises the HR team, advises senior leaders, manages organizational change, supports Workday implementation, and ensures employment practices align with legal requirements and institutional priorities.

Provides tier-one technical support to faculty, staff, and students across Windows, Mac, Apple, and Chrome devices. Installs, configures, maintains, repairs, and upgrades hardware, software, operating systems, and peripherals. Troubleshoots Help Desk requests, documents resolutions, manages equipment inventory, supports technology upgrades, researches tools, and assists with user training. The role requires strong customer service, communication, problem-solving, teamwork, and the ability to manage shifting priorities in a school environment.

Onboard and process newly hired employees for the 2026–2027 year at Milton Academy; coordinate application/onboarding support with HR contact provided.