High School Latin and Humanities Teacher

Overview

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
• 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 (Use the "Apply for this Job" box below). or Chesterton Academy of Annapolis, P.O. Box 1478, Edgewater, MD 21037.

Visit  for more information on our academy and mission.