Whippany, New Jersey
Posted: 16-Apr-25
Location: Pawling, New York
Type: Full Time
Salary: $40,000 - $60,000.
Categories:
Preferred Education:
We call ourselves The Pride:
Trinity-Pawling School has been shaping young men since 1907. Nestled in the scenic town of Pawling, New York—just 60 miles north of New York City—we’re more than just a school; we’re a close-knit community where everyone supports each other as we chase our goals and dreams.
Our students come from all over the country and the world, bringing a wide range of cultures and perspectives that make campus life vibrant and dynamic. Here, we value more than just academics—we’re all about building leaders, forging lifelong friendships, celebrating athletic success, and encouraging each boy to discover and develop his unique gifts and talents.
At Trinity-Pawling, we know that boys learn differently, and we’ve built an environment that reflects that understanding. Our focus on experiential learning means education doesn’t stop at the classroom door. We believe that boys learn best by doing, which is why hands-on, real-world experiences are woven into everyday life. Whether it’s working on our farm, experimenting in the Maker Space, riding the mountain bike trails, or studying in the pond house classroom, our students have endless opportunities to explore, grow, and connect with the world around them.
The Opportunity: Teacher of Spanish
For the 2025-2026 academic year, we are seeking a dedicated educator who can design and deliver a curriculum that emphasizes authentic communication, develops students’ linguistic fluency, and deepens their cultural understanding of the Spanish-speaking world. This role goes beyond the classroom—you’ll be an active part of our community as an Advisor, Dorm Parent, and Coach, helping to shape students’ experiences both academically and personally.
Teaching Spanish
- Develop and deliver engaging lesson plans that build proficiency in the four core language skills: reading, writing, speaking, and listening—with a strong emphasis on real-world communication and cultural context, as taught through storytelling and Comprehensible Input methodologies.
- Encourage students to express themselves confidently in Spanish through conversational practice, listening comprehension, and interactive speaking strategies.
- Foster a deep appreciation for the Spanish language and the diverse cultures of the Spanish-speaking world, incorporating literature, history, food, music, and traditions into classroom experiences.
- Cultivate cultural competence, helping students understand, respect, and connect with perspectives and practices from a variety of Hispanic cultures.
Mission, Vision & Strategic Alignment
- Advance the School's mission by enthusiastically engaging in experiential and project-based learning, promoting, and contributing to the School's signature Institute programming, and actively supporting Winter Session initiatives.
- Support and advance the School's commitment to a student-centered environment by engaging in campus-wide mentorship and advocating for student growth and development.
- Participate in the continual assessment and iteration of signature programs to ensure innovation and excellence in boys' education.
- Collaborate with faculty and administration to enhance curricular offerings and optimize technology for a forward-thinking educational experience.
Advising and Role Modeling
- Advise students one-on-one regularly, addressing academic goals and promoting age-appropriate life skills such as interpersonal communication, conflict resolution, and time management.
- Serve as a mentor and positive role model, encouraging student autonomy, self-expression, and intellectual curiosity while maintaining healthy and professional boundaries.
Building Relationships
- Build strong relationships with students, parents, and colleagues through regular updates, meaningful conversations, and constructive feedback.
- Participate fully in campus life, engaging in extracurricular activities to connect with students beyond the classroom.
- Instill a strong sense of belonging and connectedness that promotes personal growth and mutual support.
Residential Life
- Foster a warm and supportive residential environment that becomes a home away from home for students.
- Supervise and engage with students in the residential setting, promoting personal responsibility, interpersonal skills, and community values.
- Facilitate activities and initiatives that build a sense of belonging and connectedness, encouraging personal growth and mutual support.
- Support students in their daily routines, including evening study sessions, dorm meetings, and informal check-ins.
Athletics and Extracurricular Involvement
- Coach assigned athletic teams, planning and attending all practices, teaching strategies and techniques, and fostering sportsmanship throughout the season and/or
- Engage with students beyond the classroom through regular participation and attendance in extracurricular activities, school traditions, and community events
Your Qualifications & Strengths:
To thrive in this role, you will be fluent in Spanish, possess a Bachelor’s degree (Master’s degree preferred), have a deep understanding of Spanish and Latin American cultures, and prior teaching experience, ideally in an independent school setting
And you can:
- engage adolescent boys in learning in ways that manifest support, understanding, and empathy;
- empower and embody the Trinity-Pawling mindset through education, communication, and encouragement;
- communicate clearly, effectively, and compassionately (orally and in writing) with students, parents, and colleagues;
- deal effectively with ambiguity and change;
- build relationships with students, parents, and colleagues;
- give and receive constructive feedback;
- demonstrate a clear interest in being part of a community that is committed to diversity and inclusion;
- coach athletics and/or lead extra-curricular activities;
- establish and reinforce clear boundaries while being a positive role model for students;
- follow procedures by adhering to the School’s policies,
- multi-task and meet deadlines,
- commit to the frequent evening & weekend activities and responsibilities that occur on a routine basis,
- meet the physical demands which may include traveling on uneven terrain, climbing/descending stairs, standing for long periods of time, and carrying up to 50 pounds.
All job offers are contingent upon the candidate’s successful completion of a background & fingerprint check, reference checks, and pre-employment screening, as applicable.
The annual salary range for this position is $40,000 - $60,000. This range represents our good faith estimate for this position. We consider additional factors such as education, experience, skills as well the needs of the School at the time of the offer.