Preschool Head Teacher - Two's - Westport, CT

Job Description

Job Description

Landmark Preschool of Westport, CT  is seeking a Head Teacher for our Two’s classroom. A strong candidate will have a keen focus on interacting with and motivating students to learn and will provide a good foundation for the next grade level.  In this role you will create a flexible, fun educational program and classroom environment, and will develop strong relationships with faculty, staff and parents. 

Responsibilities (include but not limited to):

• Teach age-appropriate lessons, utilizing a course of study developed and approved by Landmark Preschool.
• Establish clear objectives for all lessons, units, and projects and clearly communicate these objectives to students.
• Develop lesson plans and instructional materials and provide individualized and small group instruction in order to adapt the curriculum to the needs of each student.
• Create an effective environment for learning utilizing the tools and resources in the classroom and building.
• Establish and maintain standards of student behavior needed to achieve a functional learning atmosphere in the classroom.
• Work with the student support team to resolve a student’s behavioral and/or academic problem.
• Plan and supervise purposeful assignments and responsibilities for the assistant teacher(s).
• Evaluate assistant teacher’s performance in accordance with policies and procedures.
• Observe and evaluate students’ academic progress and social growth, maintain appropriate records, and prepare progress reports.
• Communicate with parents through conferences and other means to discuss students’ progress and interpret the school program.
• Supervise students in out-of-classroom activities during the school day.
• Perform duties including supervising lunch and rest time and supervising student arrival and dismissal.
• Attend faculty/staff meetings, educational conferences, and teacher training workshops in order to maintain and improve professional competence. 

• Support the appropriate use of technology  such as computers, SmartBoard and audiovisual aids.
• Maintain professional competence through in-service education activities provided by professional growth activities.
• Participate in/attend events outside of the regular academic day.
• Create an encouraging atmosphere in which all students support each other.
  

Requirements:

• Teaching certification desired.
• 3+ years of classroom teaching experience.
• Strong verbal and written communication skills.

Additional Information:

• Bachelor’s degree preferred but not required.
• This is a 10-month faculty position.
• Contracted dates for the 2026-2027 academic year are August 20, 2026 - June 11, 2027.
• Hours are Monday - Friday 8:00am-3:00pm.
• Salary range is $38,000-$46,000 based on experience.
  

Interested candidates should send their resume to HR Director, Stephanie Kowalski at View email address on ziprecruiter.com

Applicants must be authorized to work for any employer in the U.S. We are unable to sponsor or take over sponsorship of an employment Visa at this time.

Ridgefield Academy/Landmark Preschool is an equal opportunity employer and does not discriminate in any employment practice on the basis of race, color, national origin, ancestry, citizenship, age, sex, sexual orientation, gender identity or expression, religion, disability, marital status, military status, veteran status, genetic information, or any other basis prohibited by federal, state or local nondiscrimination laws.