Join Our Team: Employment Opportunities

March 2026

Early Childhood Educator

Program for Young Children

About Us

St. Anne's School of Annapolis offers an exceptional Reggio Emilia-inspired, project-based learning experience for students from two years old through eighth grade. Through inquiry and research, students are actively engaged in projects and topics that are relevant and meaningful to them.

Our Program for Young Children serves Two Year Olds, Preschool (three year olds), and Prekindergarten (four year olds). Early literacy, mathematics, science, and social studies are designed to be learned in an interdisciplinary way that honors how young children naturally explore and make sense of their world. Social-emotional learning and development, along with the values of inclusion and diversity, are hallmarks of our school. This constructivist, Reggio Emilia-inspired educational environment enables students to forge their own learning paths.

Program Structure

Each grade level consists of two classes ranging in size from 12 students (Twos) to 16 students (Prekindergarten). Two highly qualified teachers—one lead and one assistant—work collaboratively in each classroom and are joined by support staff each afternoon for two hours.

Available Positions

We are accepting applications for Lead Teacher, Assistant Teacher, and Support Staff positions in anticipation of openings for the 2026-2027 school year and beyond.

Ideal Candidate Profile

Lead Teacher:

• Bachelor's or Master's degree in Early Childhood Education
• Minimum of three years of teaching experience with young children
• Sound understanding of developmentally appropriate practices and child development
• Experience in Reggio Emilia-inspired programs required
• Experience working with two year olds highly valued

Assistant Teacher:

• Minimum of 90 credit hours in child development or related field
• Priority given to candidates with early childhood degrees (Associate's, Bachelor's, or Master's)
• Experience in Reggio Emilia-influenced settings strongly preferred
• Demonstrated commitment to young children's learning and development

Support Staff:

• Experience working with young children in educational settings
• Understanding of and commitment to developmentally appropriate practices
• Flexibility, warmth, and enthusiasm for supporting classroom routines

Essential Qualities (All Positions)

• Deep commitment to students' academic and social-emotional growth
• Collaborative mindset and ability to work effectively with a teaching partner
• Strong relationship-building skills with children, families, and colleagues
• Respectful, collegial approach that fosters a healthy, positive school culture
• Gentle, nurturing interaction style that creates a safe and supportive environment for young learners
• Growth mindset and willingness to engage in ongoing professional development
• Authentic communication skills and ability to navigate challenges with grace and professionalism

What We Offer

• A collaborative, intellectually vibrant community of educators
• Ongoing professional development in Reggio Emilia practices and early childhood education
• Supportive leadership and mentorship
• The opportunity to work in a beautiful, well-resourced learning environment
• A commitment to your growth as an educator

To Apply

Please submit a cover letter, resume, and three professional references to [email protected]

St. Anne's School of Annapolis is an equal opportunity employer committed to fostering a diverse and inclusive community. We welcome applicants from all backgrounds who share our commitment to excellence in early childhood education

February 2026

Head of Upper School (Grades 5–8)

St. Anne’s School of Annapolis is a two-year-old through Eighth Grade, co-educational, independent Episcopal day school located in scenic Annapolis, Maryland. Annapolis is a vibrant, historic seaport city within close proximity to Washington, D.C. and Baltimore. St. Anne’s School is recognized as a leader in progressive, inquiry-based education, deeply rooted in a robust social-emotional learning framework and a commitment to whole-child development.

Our faculty are energetic, reflective lifelong learners who value collaboration, innovation, and student-centered teaching. We are celebrated for our joyful and inclusive community, our future-focused mindset, and our ability to be responsive and nimble as education continues to evolve. At St. Anne’s School, faculty serve as mentors, guides, and champions for every student—both inside and beyond the classroom.

The strength of St. Anne’s School’s academic program lies in its research-informed, project-based, and progressive approach to teaching and learning. Curriculum is grounded in educational neuroscience, child development, and learning research, ensuring students are intellectually challenged and emotionally supported. Our program integrates project-based learning, interdisciplinary studies, intentional advisory, experiential field experiences, civic-minded education, and a strong social-emotional learning framework. Students are encouraged to reflect on their goals, develop self-awareness, and grow into confident, compassionate, and ethical leaders.

St. Anne’s School of Annapolis seeks a creative, joyful, and visionary Head of Upper School to lead Grades 5–8. This role is responsible for the thoughtful implementation of the School’s mission across the Upper School division, supporting faculty, students, and families, and fostering a warm, stable, and growth-oriented community. The Head of Upper School will serve as a “warm demander,” balancing high expectations with deep care, and will work collaboratively with school leadership to guide programmatic growth, faculty development, and student success.

See the Full Head of Upper School Job Profile Here.

Duties and Responsibilities

• Lead and support a dynamic Upper School program rooted in the School’s mission, values, and educational philosophy
• Cultivate a safe, inclusive, and student-centered community that supports adolescent development
• Serve as a champion for faculty through coaching, professional growth opportunities, and regular collaboration
• Foster strong, transparent partnerships with parents and caregivers, guiding expectations with clarity and care
• Support student academic, social, and emotional development in collaboration with learning specialists and the School Psychologist
• Oversee student behavior systems with consistency, empathy, and clear expectations
• Collaborate with Admissions to thoughtfully grow and sustain a mission-aligned Upper School community
• Partner with the Director of High School Placement to guide students and families through the transition to secondary school
• Strengthen key student transitions, including Grades 4–5 and Grades 8–9, and support the unification of new and returning students
• Support signature Upper School programs, including the Capstone Research Project and the Seventh Grade Costa Rica Leadership Program
• Participate in school events, faculty meetings, and leadership initiatives beyond the school day

Preferred Experiences and Qualifications

• Bachelor’s degree required; Master’s degree or higher preferred
• Relevant leadership and management experience in an independent school setting
• Deep understanding of adolescent development
• Demonstrated knowledge of project-based learning and progressive education
• Strong organizational, communication, and problem-solving skills
• Ability to balance multiple priorities while maintaining equanimity and professionalism
• Experience using data to inform planning and decision-making
• Commitment to equity, belonging, and purpose-driven education
• Strong belief in independent school education and alignment with the mission of St. Anne’s School of Annapolis

Start Date

July 2026

To Apply

Educational Directions is assisting St. Anne’s School of Annapolis with this search. Interested candidates should submit a resume, letter of interest, statement of educational and leadership philosophy, and three professional references to:

Highley Thompson
Educational Directions
[email protected]

Please do not contact the School directly.

Extended Care Staff Position Description

St. Anne’s School of Annapolis is hiring an Extended Day Staff member who will supervise, instruct, and guide children two years old through Eighth Grade in a warm and nurturing environment before and/or after their regular school day.  With the support of the Director, this teacher will establish a safe and caring classroom community in which each child’s strengths, opinions, actions, and thoughts are valued. The Extended Day Staff member will promote the School’s mission and conduct him/herself in a professional manner in all interactions with children, families, and staff.

Duties and Responsibilities

• Participates in Arrival and Dismissal duties daily.
• Supervises all children, always maintaining proper staff/child ratios.
• Maintains the cleanliness, organization, and safety of the classroom (sweeps, wipes tables, washes art materials and dishes, returns used materials to proper places, etc.).
• Chooses and prepares snack; returns unused snack to snack cabinet in pantry.
• Communicates with parents regarding daily happenings.
• Attends and participates in new staff orientation and weekly planning meetings held by the Director.
• Plays group games, creates simple art projects for children.
• Changes diapers and/or assists with toileting as necessary.

Requirements

• Acquires and maintains CPR/First Aid certification (School will cover the cost).
• Acquires ADA and Basic Health & Safety certification (School will cover the cost).
• Completes mandatory Federal & State Background Check.
• Meets the physical demands of child supervision such as lifting children, standing for long periods of time, and assisting children on the playground.
• Childcare or babysitting experience preferred.

Hours

• Before Care hours are 7–8:30 a.m. and After Care hours are 3–6 p.m. You may apply to work Before Care and After Care (encouraged) or choose one option. Extended Day Staff may be asked to provide care for full faculty professional and conference days.

St. Anne’s School seeks inspiring, engaging, and encouraging on-campus substitute teachers to help serve the academic needs of our students in all grades (Twos through Eighth Grade). Substitute teachers will be responsible for the direct supervision and instruction of students in the case of a teacher or instructional assistant absence and may serve in any other duties as assigned by division head including recess supervision, helping with lunches in classrooms, and assisting with carpool pick-up and drop-off. Guest Teachers are expected to comply with all building procedures, expectations, and schedules including, but not limited to, wearing necessary personal protective equipment (PPE) and maintaining social distancing. The ideal candidate will have leadership experience and hold an undergraduate degree in education or related field.