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Humanities Teacher

The Chesterton Schools Network

The Chesterton Schools Network

Bend, OR, USA
Posted on Jan 28, 2026

Job Description

Position: 9th/10th Grade Humanities Teacher (Full Time)

Job Description
Join Us in Shaping the Future of Catholic Classical Education
Chesterton Academy of Mater Dei is a joyfully Catholic classical high school in Bend, Oregon, entering its second academic year. We are accepting applications for the 2026-2027 academic year and seeking a dedicated educator to join our growing faculty.

We invite candidates drawn to the mission of Catholic classical education and eager to form students in truth, goodness, and beauty, cultivating joyful leaders, faithful Catholics, and thoughtful scholars within a close-knit school community.

Responsibilities
Join our ninth- and tenth-grade Humanities team, teaching an integrated curriculum that includes Latin, Literature, History, Theology, and Philosophy, following the curriculum provided by the Chesterton Schools Network.
Grade 9: Ancient World
Grade 10: High Middle Ages
Prepare and deliver engaging lessons with fidelity to the curriculum
Assess student learning and maintain records using the school's online grading system
Provide clear written feedback and student reports
Collaborate with department colleagues and the Head of School
Participate in faculty meetings, professional development, and in-service training
Take an active role in the House system, supporting virtue, leadership, and student formation
Attend daily Mass with students and faculty; assist with retreats and school activities, including Frassati Days and Works of Mercy Days
Supervise students as needed outside the classroom
Contribute to student life through extracurricular involvement, as gifts and availability allow
Foster a joyful, faith-filled community consistent with Catholic classical education

Requirements & Qualifications
Practicing Catholic in good standing, willing to make a Profession of Faith and take the Oath of Fidelity to the Magisterium
Ability to teach Latin through at least Latin II
Bachelor's or Master's degree in History, Literature, Philosophy, or a closely related humanities field
Strong verbal and written communication skills, classroom management, and charitable engagement with students
Appreciation for an integrated classical curriculum, particularly the unity of humanities, theology, and the liberal arts
Passion for teaching the ninth- and tenth-grade humanities sequence
Teaching experience (0-5 years) welcomed; experience in Catholic classical education preferred but not required
Willingness to contribute to student life beyond the classroom
Strong initiative and ability to work collaboratively in a mission-driven environment
Positive rapport with students, parents, and colleagues
Clean background check required for work with minors

A Calling, Not Just a Career
If you feel called to teach truth, goodness, and beauty, desire to serve in a joyfully Catholic, mission-driven community, and seek to help form the next generation of saints and scholars, we invite you to apply.

Please send the following to jcardwell@chestertonmaterdei.org:
1. Resume
2. Cover Letter
3. Letters of Reference/Recommendation

Teaching at Chesterton Academy of Mater Dei is more than a job. It is a vocation, shared in partnership with families, faculty, and the Church.
Chesterton Academy of Mater Dei is a religious 501(c)(3) organization.

About Chesterton Academy of Mater Dei
Chesterton Academy of Mater Dei is a joyfully Catholic classical high school in Bend, Oregon, rooted in the Catholic intellectual tradition and faithful to the Magisterium. As a member of the Chesterton Schools Network, the Academy offers a rigorous, integrated liberal arts education centered on the Incarnation of Jesus Christ.
Our school culture is marked by daily Mass, strong faculty-student relationships, and a unified curriculum that forms the whole person: mind, body, and soul. In partnership with parents and the wider Church, Mater Dei seeks to raise up joyful leaders and saints, prepared to serve family, Church, and society and to help build a culture of life.
Send applications or inquiries to: jcardwell@chestertonmaterdei.org

About the Employer

Inspired by Saint Pope John Paul II, we take as our motto Cultura Vitae, the culture of life. We make it our mission to prepare our students to triumph over the materialism and despair that pervade our culture and to accept our Lord's offer to have life and have it abundantly. Our classical curriculum combines a broad liberal arts education with a strong emphasis on the cultivation of Christian virtues and an appreciation of beauty.