An Exciting +
Rewarding Experience

We’re looking for passionate educators who respect childhood, bring diverse experiences to our team, and would be comfortable on a dog-friendly campus. A four-year degree is required—state certification is not.

We offer competitive salaries, great benefits, professional development, some faculty housing, and tuition assistance for children enrolled at NCCS.

Questions? Reach out: employment@countryschool.net.

Faculty and Staff Benefits

Country School provides a comprehensive and competitive benefits program for all eligible employees. Our employees’ benefits package represents a substantial value of additional enhancements and compensation for all employees who are eligible to participate in the benefits.  Benefits available include:
  • Health Insurance - Plans for Employees and their families with generous subsidy from the School for eligible employees.  
  • 403(b) Retirement Plan with Employer Match
  • Group life insurance with AD&D coverage
  • Life Insurance - Employer paid life insurance
  • Sick Time - Generous sick time policy
  • Long-term disability
  • Medical/dependent care flexible spending accounts
  • Health savings accounts with generous subsidy 
  • Professional Development - Country School is a learning community, as such, we provide (and financially support) employees through a variety of professional growth activities including advanced degrees and other approved classes or workshops.
  • Fitness Facility - NCCS offers its employees the benefit of free access to the Athletic and Wellness Center Fitness Room.
  • Lunch - The school provides a generous lunch daily when classes are in session, at no cost to employees.
  • Tuition remission of 60% of the base tuition for children enrolled in the Beginners 4/5 through the 9th Grade. (All students must apply for admission. Students are accepted based on mission alignment, readiness for our program, available space, and compositional elements.)
  • Employee Assistance Program

New Canaan Country School is an Equal Opportunity Employer

New Canaan Country School is an equal opportunity employer. Decisions related to hiring, compensation, conditions or privileges of employment and termination are made in accordance with applicable local, state, and federal laws. These decisions are made without regard to race, color, age, sex, sexual orientation, marital status, national origin or ancestry, or disability.

Apprentice Teacher Training Program

This unique program gives beginning teachers the experience and training they need to go out and lead classrooms of their own. Country School is a leader in teacher training with over 1,000 apprentices coming through the program since 1952. We welcome anyone thinking of pursuing a career in education to apply.

Launch Your Teaching Career with Hands-On Training and Mentorship

The Apprentice Teacher Training Program at New Canaan Country School provides on the job training for individuals interested in becoming elementary and middle school teachers. Classroom placements range from Kindergarten to sixth grade. Each apprentice works directly alongside a mentor teacher for a complete school year, and with supportive mentoring and guidance, they work together to provide instruction to students in language arts, mathematics, and social studies. For those interested in sports, apprentices have opportunities to coach in the school’s interscholastic athletic program. On Wednesday afternoons, in addition to participating in professional development with our full faculty, apprentices attend seminars that address a variety of topics in teaching and education.

At a Glance

List of 9 items.

  • One, two, or three-year programs are possible

  • Hands-on classroom experience (Kindergarten-Grade 6)

  • Stipend ($30,000 year 1, $31,000 year 2, $34,000 year 3)

  • Housing available

  • Professional development workshops

  • Health benefits

  • Graduate school tuition assistance

  • Summer opportunities available

  • Participation in outside professional development conferences

List of 4 items.

  • Benefits

    The Apprentice Teacher Training Program provides total immersion into the teaching profession. The school pays a stipend of $30,000 to first-year apprentices with an increase for each following year of service. Housing is available for a modest fee. Some financial support is available for apprentices who wish to begin graduate work. Health benefits and 403b opportunities available to those eligible. Through this comprehensive work experience, apprentices who complete the program gain a unique stepping-stone for a career in teaching. Upon completion of the Apprentice Teacher Training Program, most apprentices either apply for full-time teaching positions or enter graduate school.
  • Who Should Apply?

    Candidates must have completed a bachelor’s degree, have an active interest in working with children, along with a desire to participate in all aspects of professional life at Country School. In keeping with its commitment to diversity, County School welcomes applications without regard to race, color, religion, sex, or national origin. Country School is committed to the development of compassionate teachers who value, accept, and respect diversity. 
  • Sample Apprentice Workshops

    • Classroom Management and Effective Classroom Design
    • Lesson Planning 101 & Differentiation in the Classroom
    • Effective Use of Technology in the Classroom
    • Best Practices in ELA and Math
    • Social Emotional Learning in a Post-COVID World
    • Diversity, Equity & Inclusion in Your Classroom
    • Authentic Assessment and Data-Driven Instruction
  • To Apply

    Please use the link below to access the full job description and application form for apprentice positions. If you have questions, please email Lacey Ramsey, Director of the Apprentice Teacher Training Program.

Preparing the Next Generation of Educators Through Hands-On Experience

New Canaan Country School admits students of any race, color, national and ethnic origin and are afforded all the rights, privileges, programs, and activities generally accorded or made available to students at the school and does not discriminate on the basis of race, color, age, sex, sexual orientation, national origin or ancestry, or disability in administration of its educational policies, admissions policies, financial aid policies or any other school-administered programs.