Careers at Trinity-Pawling

An aerial view of Trinity-Pawling School's campus during the spring

Join the Trinity-Pawling community! Trinity-Pawling School is a leading independent boys boarding school with a close knit community of 100 employees and 300 students. We are committed to the School’s mission to provide an educational experience that makes a transformational difference in the lives of its students by enabling them to discover and pursue their distinctive gifts and talents. Our work environment is one that values character traits such as perseverance, effort, zest, resiliency, global-awareness, will power, and learned optimism. The holistic, student-centered nature of the Trinity-Pawling community is committed to prepare students for the 21st century and lifelong learning — we invite you to join us!

Faculty Positions

Staff Positions


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All job offers at Trinity-Pawling are contingent upon the candidate’s successful completion of a background and fingerprint check, reference checks, and pre-employment screening, as applicable.

At Trinity-Pawling, we know that excellence in learning is achieved by embracing the diversity of individuals, encouraging dialogue, and cultivating global perspectives. We are committed to fostering a welcoming and inclusive community where applicants and employees feel respected, supported, and empowered through all phases of the employment process. We are an equal opportunity employer, and we do not discriminate based on race, color, religion, sex, pregnancy (including related medical conditions), national origin, age, physical and mental disability, marital status, sexual orientation, gender identity, gender expression, genetic information (including characteristics and testing), military and veteran status, and any other characteristic protected by applicable law.

A Trinity-Pawling teacher holds class outside with three students
Leading the Way: The Future of Boys' Education

Trinity-Pawling is constantly reimagining what’s possible in boys’ education. Our faculty and staff are adapting and creating new and dynamic programs and pedagogies based on how modern boys learn and grow. Learn more from our panel of expert educators in our recent Pride Perspectives webinar, spotlighting our transformational results.

Watch Webinar >

Questions? Reach Out!

Laurie DelBalzo
Director of Human Resources