High School Latin and Humanities Teacher
Chesterton Academy of Annapolis
Annapolis, MD
Job ID#:
11403172822
Posted:
December 10, 2025
Expires:
February 8, 2026
Category:
Secondary Education
Terms:
Full-Time Employee
Experience:
0-2 Years
Education:
Undergraduate Degree
Base Pay:
Salary
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Job Description
Chesterton Academy, a joyfully Catholic, classical high school, seeks a talented and dynamic full-time Latin & Humanities teacher to join our team starting in the 2026-27 academic year. Part-time scheduling configurations may also be available for qualified applicants.The successful candidate will be able to teach multiple levels of Latin and at least two of the following subject areas: History, Literature, Philosophy, and Theology. A bachelor's or master's degree in a related field is required. Three to five years of teaching experience is preferred, as well as experience in and passion for Catholic classical education.
The candidate must be a practicing Catholic and willing to take the Oath of Fidelity to the Magisterium. Candidates must demonstrate excellent organizational, written and verbal communication skills, and possess a track record of contributing to the vision and mission of an apostolic and educational enterprise.
In addition to their teaching responsibilities, faculty at Chesterton Academy participate in the House system, which is designed to promote character and virtue, and to help students grow in holiness. Faculty members are required to attend daily Mass with the entire student body and assist in leading spiritual retreats and school activities.
Interested candidates should submit a cover letter, resume, and three to five references to careers@chestertonannapolis.org or Chesterton Academy of Annapolis, P.O. Box 1478, Edgewater, MD 21037
Visit www.chestertonannapolis.org for more information on our academy and mission.
About the Employer
Chesterton Academy of Annapolis is a private, classical/liberal arts Catholic high school and a member of the Chesterton Schools Network. The Network Schools are part of an educational renewal reintroducing the classical, Catholic liberal arts tradition.The mission of Chesterton Academy of Annapolis is to help parents raise up a generation of joyful saints and leaders, educated in the classical arts tradition and the truths of the Catholic faith in order to serve the common good.