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CAREER Opportunities

Working at Trinity-Pawling School

Are you an individual who believes that education takes place anywhere faculty and staff interact with students? Do you embrace the challenges of an ever-changing world? Do you have a passion for lifelong learning? Are you proud to be a positive role model? If yes, you have come to the right place!

A Committed Community

At Trinity-Pawling, we are committed to the School’s mission to educate and instill a value system that prepares young men to be contributing members of society amidst the challenges of an ever-changing world.

Trinity-Pawling’s work environment is one that values character traits such as perseverance, effort, zest, resiliency, will power, and learned optimism. The holistic, student-centered nature of the Trinity-Pawling community is committed to prepare students for the 21st century - we invite you to join us!

What’s in it for you?

At Trinity-Pawling, you'll have the opportunities to...

  • Pursue professional development goals.
  • Share your gifts and talents – and explore your potential for greatness.
  • Belong to a family-like community of faculty, staff, and students.
  • Inspire students who are talented, living their potential, and finding joy in learning!

Be a part of the Trinity-Pawling community and apply today! 

Trinity-Pawling seeks applicants who meet the position qualifications and are globally aware and culturally sensitive.

Administrative Positions

School Chaplain

Questions? Reach Out!

Laurie DelBalzo
Director of Human Resources

Faculty Positions

There are currently no open academic positions at this time.

Questions? Reach out!

Todd Hoffman
Dean of Faculty


If you have questions regarding employment at Trinity-Pawling School, please reach out to Laurie DelBalzo, Director of Human Resources. Thank you!

Equal Employment Opportunity

Trinity-Pawling School is an Equal Opportunity Employer.  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.  This policy applies to all aspects of employment, including, but not limited to, hiring, placement, compensation, promotion, transfer, training, leave of absence, and termination.

A Commitment to Character

As we prepare young men for the world beyond Trinity-Pawling, we seek to convey this fundamental lesson: Character is the single most influential force to propel us forward - whether academically, physically, socially, or spiritually.

Trinity-Pawling has so much to offer!

Check out everything you can do and be in the pages on our site.  And if you'd like to contact us, we'd be happy to hear from you.  You can reach the admission office at 845-855-4825 or by email at

Not Just In the Classroom

What makes Trinity-Pawling unique? The Effort System is at the heart of everything we do.

The Pride

At Trinity-Pawling, every boy is a three-season athlete.  Whether he is learning the basics or has been excelling for years, he is part of the School's century-old athletic tradition.  T-P competes in the Founders' League, a highly competitive arena showcasing some of the nation's best prep school talent. T-P offers 13 interscholastic sports with 30 teams.

We're Seriously Creative

The Arts are an integral part of every Trinity-Pawling student's education. Whether they wish to develop existing talents or experiment with an entirely new form of expression, each student will have at least one year of music, theater, visual art or art history.


As a parent or guardian of a Trinity-Pawling student, you are a welcome member of the community. Your involvement through event attendance, participation in the Parents' Association, or simply staying connected is appreciated.

This could be you!

Over 100 years ago, Frederick Luther Gamage, Trinity-Pawling's Founding Headmaster, said, "Whether a boy succeeds or fails in the first instance at everything he tries is irrelevant.  The only boy who truly fails is the boy who fails to try."  Today, a century later, 315 boys live learn and grow together in an environment that fosters commitment, effort and character across the board.

Stay Connected!

Trinity-Pawling has a rich tradition of alumni connectivity. We want you to participate in the life and vitality of the School. Through this engagement, alumni will help Trinity-Pawling propel forward.

Stay Connected!

Trinity-Pawling has a rich tradition of alumni connectivity. We want you to participate in the life and vitality of the School. Through this engagement, alumni will help Trinity-Pawling propel forward.

As a convenience, Trinity-Pawling School links to Google Translation which provides an automated translation of our website. The tool is not perfect, and the context of the copy may not be precise when it is translated. As a result, sometimes the translation may lose some of its intended meaning. Therefore, Trinity-Pawling School cannot guarantee the accuracy of the converted text. Where there is any question, the English version is always the authoritative version of the website.

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