Over 6,000 brothers strong.

All alumni of Trinity-Pawling School are members of the Alumni Association. The Association works to connect classmates with one another and the School, offer services for alumni to network personally and professionally, and foster loyalty and pride for the School through annual events. Check out our Flickr to see photos from past alumni events and stay connected with us on LinkedIn!

Homecoming & Reunion Weekend

Thank you for joining us on campus to reminisce and reconnect!

Recap & Photos

Golf Outing 2019

Thank you for joining us on the links at Southward Ho!

Recap & Photos

Get Involved

Refer a Student


Alumni are our best representatives of a Trinity-Pawling education and our most persuasive Admission recruiters. As a graduate of Trinity-Pawling, you not only understand the student experience, but you can attest to the value of your time spent on campus. Help us recruit the next generation of Trinity-Pawling alumni by referring a student today. 

To refer a student, please reach out to JP Burlington ’95, Director of Admissions, 845-855-4822.

Pride College Mentor


Pride College Mentors serve as informal resources to current Trinity-Pawling students who have an interest in the mentor’s college alma mater. Through email, phone, Skype, or the occasional campus tour, alumni can offer advice to students about the realities, challenges, and rewards of college life. Your service as a Pride College Mentor will help build students’ confidence and will strengthen the brotherhood.

If you are a Trinity-Pawling alumni interested in serving as a Pride College Mentor to a current Trinity-Pawling student, please contact Peter Lockwood '10, Assistant Director of Alumni Relations, 845-855-4881.

Reunion Chair


Alumni, are you interested in encouraging your classmates to come back to campus to celebrate your Reunion? Consider volunteering as a Reunion Chair! Email for more details.

Senior Independent Project Mentor

Senior Independent Project Mentors

Senior Independent Project (SIP) Mentors is matched with a Trinity-Pawling student who is interested in pursuing a passion or career similar to that of his mentor.

Mentors may provide advice and relay personal experience from their own career or vocation to help students hone their own unique set of leadership skills. For example, if a student is interested in filmmaking, he may be matched with an alumnus in the film industry who can offer feedback on a screenplay drafted by the student. A student who wishes to explore a passion for urban planning may be linked with a parent or alumnus in architecture or city planning who can help that student create his own plan to develop an urban area. Every student has the opportunity to develop his own set of questions related to his area of research to help drive the conversation and collaboration with his mentor.  

The extent of involvement as a mentor is flexible; however, at a minimum, all students will send their mentors five questions via email, which the mentor will answer.

If the student has more questions, and the conversation becomes more substantial, we encourage the mentor and student to maintain a dialogue. This could take the form of phone or email exchanges, or in some instances may lead to an experience such as a face-to-face meeting or even an internship. If this is the case, mentors must let their staff contact know that they have completed their email exchange but wish to continue to mentor the student, so that the student’s parent is informed.

If you are a Trinity-Pawling alum interested in serving as a SIP Mentor to a current Trinity-Pawling student, please contact Peter Lockwood '10, Assistant Director of Alumni Relations, 845-855-4881. 

Class Volunteer

Class Volunteer

Connect your class to each other and back to the school! Class volunteers help in many ways, motivating peers during giving challenges, updating contact information, and sharing news. For more information, contact Kate Vengrove, Director of the Trinity-Pawling Fund, 845-855-4833.

Trinity-Pawling builds this incredible brotherhood and support system. There’s really nothing else like it.
 Tomas Rodriguez ’15