Careers at Trinity-Pawling

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!

Open Faculty Positions

Open Staff Positions


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Trinity-Pawling School is firmly committed to equal employment and advancement opportunities for all employees and applicants in all phases of the employment process (including recruitment, hiring, assignment, terms and conditions of employment, compensation, benefits, training, promotion, transfer, discipline and termination). We are an Equal Opportunity Employer and we do not discriminate on the basis of race, color, sex, religion, age, national origin, marital status, disability or veteran status. Discrimination based on any of the above groups is strictly prohibited. 

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