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Careers at CSN

Thank you for your interest in Community School of Naples, southwest Florida's premier independent, college-preparatory day school. Check out the information about the job category that you might be interested in. 

Faculty Positions  Substitute Teaching

Job Openings at CSN

Dean of College Counseling

Director of the Juliet Collier Sproul Center for Community & Global Impact

Long-Term Substitute Kindergarten Teacher

Dean of College Counseling

Community School of Naples seeks a Dean of College Counseling to start summer 2020. The College Counseling office is responsible for implementing a sophisticated, well-articulated program for the 310 students in grades 9-12. Reporting to the Head of the Upper School, the Dean of College Counseling will be a dynamic member of the school community, working effectively with students and their families from their first meeting through college admission. Please view our College Counseling webpage here:

The Dean of College Counseling will coordinate all aspects of the college search and application process, including writing letters of recommendation. In addition, he or she will work with groups of students and parents as they explore the college application process, in particular by assisting with college counseling sponsored programs and events for both groups. The Dean of College Counseling will coordinate communication to the school community via innovative use of web-based tools and will also maintain and enhance relationships with college and university representatives. Travel out of state will vary from year to year.

Given the importance of this position within the school community, exceptionally strong interpersonal, organizational, and writing skills are essential, as is an ability to work effectively in a highly collaborative environment. The Dean of College Counseling must be committed to ongoing professional development and will enthusiastically participate in professional organizations, conferences, and college visits.

Community School of Naples, with over 800 students in prekindergarten through grade twelve, is one of the top independent schools in Southwest Florida. Many of CSN’s dedicated teachers have served the school for more than ten years, some more than twenty. A generous compensation and benefits package are among the many advantages of a career at Community School of Naples, which include engaged students, a beautiful campus and a supportive community atmosphere. Located on the Gulf of Mexico in Southwest Florida, Naples is well known for its abundance of family-oriented and outdoor activities, world-class culture, and spectacular beaches.

A Bachelor's degree is required; a Master’s degree is preferred. A minimum four years of experience in college counseling and/or college admissions in a selective admissions environment is essential. College counseling experience in an independent, college preparatory school is preferred, and tenure in a leadership position will receive greater consideration.

 Application materials should include:

  • Cover Letter
  • Resume/CV
  • Two recommendation letters you’ve written on behalf of your students (ideally one for a top student and one for an average student). Names can be removed to ensure anonymity.
  • At least two professional references, either with contact information or recommendation letters

Please do not mail, email or fax your resume. Our selection committee will review applications submitted to


Director of the Juliet Collier Sproul Center for Community & Global Impact

Community School of Naples seeks a Director of the Juliet Collier Sproul Center for Community & Global Impact. This new position of would lead community outreach and student awareness efforts to help promote civic leadership, outreach, and the development of strong community and global connections, fostering the conviction that student awareness of civic responsibilities and global perspectives are essential to solving the challenges of the modern world, and indeed can enhance the quality of our lives.

Starting in August 2020, this position will report to the Head of Upper School and may involve a part-time teaching load. The program would consolidate certain outreach initiatives which already exist at CSN, while researching and implementing new ones for both the students, faculty, and parent body. Generating, maintaining and communicating excitement about this expanded program are essential to this position.

Serving over 800 PK-12 students, Community School of Naples is one of the top independent schools in Southwest Florida. The many advantages of a career at CSN include; generous compensation and benefits, engaged students, plentiful resources, supportive atmosphere and a beautiful campus.

Areas of Concentration and Responsibilities:  


  • Develop and manage an intentional, K-12 approach to service and service learning, including fostering neighborhood partnerships, and coordinating the efforts of service coordination in each school division
  • Develop division-specific service learning curriculum, with special attention to cultivating core competencies relating to a deep understanding of community service, self-reflection, and each individual’s potential for impact.
  • Develop and maintain relationships with a range of community members, including non-profits, civic groups and agencies, to identify additional opportunities for students to engage meaningfully at the local level
  • Deepen key partnerships (including the Greater Naples Chamber of Commerce, Leadership Collier, Holocaust Museum, Habitat for Humanity, Honor Flight, Conservancy of Southwest Florida, Naples Botanical Garden, FGCU Water School and others), ensuring that these relationships are sustainable and mutually beneficial
  • Expand existing community relationships, further identifying and coordinating mutually beneficial service learning and volunteer opportunities for CSN students, faculty, staff, and parents
  • Guide and support students, teachers, and parents who are seeking external service learning, volunteering, or other external engagement opportunities
  • In partnership with other personnel, support execution of the internship program


  • Manage and coordinate an intentional, K-12 approach to global engagement and international travel
  • Develop a vision and plan for integrating an appreciation for multiple perspectives and global understanding more deeply into the curriculum, including supporting faculty towards this end
  • Provide coordinated oversight of international travel opportunities, including providing planning support to trip leaders in all aspects of proposing, creating, managing risk, and executing international trips; effectively promote student participation in international travel and hosting of international students
  • Oversee all aspects of the CSN Global Exchange Program. (currently Valencia and Munich)
  • Develop relationships that result in additional opportunities for students to engage globally through immersive travel, study, service learning, and internships
  • Further refine and execute existing risk management policies and procedures and stay abreast of risk concerns
  • Serve as primary contact for membership in the Global Education Benchmarking Group (GEBG)

A Bachelor's degree is required, a Master’s degree preferred. A minimum of 2 years’ experience in a school setting is required with independent school experience preferred. Strong skills in web use and technology are required, especially in social media and international travel requirements. Experience interfacing with government entities and representing the non-profit sector are desired. Highly considered qualifications include; teaching Social Studies, Civics or History, school principal or leadership experience, team and/or club leadership, community volunteerism and/or outreach background.

Compensation and Benefits:

This full-time position is paid on an annual salary commensurate with experience, degree attainment and other qualifications. This position is eligible for CSN’s competitive benefits package, which includes medical, dental, vision, disability, life insurance, 403(b) retirement program, Aflac and Legal Shield offerings. Breakfast and lunch are offered on all school days.  Additional benefits include generous time-off and the use of the school’s state-of-the-art recreational facilities. Please visit our website for more details about the benefits of a career at CSN.


Application materials should include:

  • Cover Letter
  • Resume/CV
  • At least two professional references, either with contact information or recommendation letters


Long Term Substitute Kindergarten Teacher

Position Description and Requirements

The Community School of Naples, an independent, college preparatory school, is currently seeking a Long Term Substitute Kindergarten Teacher starting January 2, 2020 through approximately March 31, 2020. The position requires a bachelor’s degree in education and a minimum of 2 years elementary teaching experience. The successful candidate should be comfortable teaching in the early childhood education environment. All early childhood classrooms have a Classroom Assistant available to help with classroom management and support. 

At the direction of the Head of the Lower School, essential job functions include but are not limited to; the ability to provide instruction for all students in the class, ability to infuse technology into lessons, ability to monitor and administer appropriate assessments on an ongoing basis.

Expectations include but are not limited to; knowledge of trends in education, collaboration with the Head of the Lower School to ensure consistent and cohesive pedagogical practices, after hours and weekend monitoring of electronic communications with parents, support of all literacy, writing and math teaching methods currently in place, attendance at all weekly faculty and grade level meetings and collaboration with all support coordinators. 

Compensation and Benefits

This position will be open until filled and is a full time, temporary posting for 10 to 14 weeks. The appointment is paid at a higher rate set for Long Term Substitute Teachers. This position does not qualify for participation in CSN's regular benefits program, however other benefits include breakfast and lunch served on all school days, a beautiful 77-acre campus and a supportive and collaborative working environment.


Please apply via our online application portal only. Please do not mail, fax, email, or drop off your resume/application.




  • Community School of Naples is an Equal Opportunity Employer.
  • Fingerprinting and background checks are required in CSN’s employment eligibility process.
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