Date Posted: May 19, 2025 Start Date: August 18, 2025 Description: 10-month, part-time, exempt position 

The Cambridge School of Weston seeks an academic support teacher in our Evening Support Program (ESP). We are looking for a qualified, experienced educator who is well-versed in academic support practices, culturally responsive teaching, and equity literacy skills. is opportunity is open to current employees of the school as well as external candidates. 

A successful candidate will have strong interpersonal skills; will value progressive, student-centered education; will demonstrate an ability to make strong connections with students; will be passionate about teaching creative students in a boarding and day school environment; and will have experience in differentiating and working in multiple modalities with all learners. In addition to these qualifications, our ideal candidate values collaboration among colleagues in our vibrant, art-infused school. 

Essential Functions of this Position Include: 

• Participate in an August training with the Director of the Skills Center and Assistant Head of School for Academics 
• Provide support to students from 7:00 p.m. to 8:30 p.m., Monday through Thursday evenings (while school is in session) that focuses on the following executive function and academic skills:
  • meta-cognition (evaluating one’s own learning process)
  • active reading (highlighting, annotating, audio commenting, etc.)
  • pre-writing exercises (idea generation, thesis statements, outlining, essay planning, etc.)
  • expository writing (drafting, organizing, improving clarity & precision, revising, & editing)
  • grammar skills
  • research skills (including avoiding plagiarism and addressing AI use)
  • organizing materials, space, etc.
  • note taking (various methods including the Cornell method and mapping)
  • discipline-specific test preparation skills
  • time management/life skills
  • basic numeracy competence (higher math knowledge a plus)
  • re-teaching of content when necessary 

• Implement effective classroom management techniques 
• Maintain ongoing communication with the Skills Center Director, teachers, advisors, dorm parents, and families regarding  the progress of enrolled students 
• Participate in academic interventions as needed 
• Read Learning Plans and implement specific items/accommodations as needed 
• Evaluate each student’s ability to meet basic standards in their content courses 
• Document and communicate progress to students, advisors, and dorm parents regarding students’ progress 
• Participate in modly departmental meetings prepared to discuss student concerns, teaching pedagogy, and curriculum developments. 
• Assist with departmental representation at school outreach events 
• Write end-of-mod comments and communicate proactively concerning lack of progress (as needed)
• Demonstrate a willingness to learn and share new pedagogical techniques and develop specific curricular expertise 
• Read and stay abreast of current topics in neurodiversity and cultural competency 

Skills and Qualifications: 

• Bachelor of Arts or equivalent required 
• Relevant professional experience working one-on-one with students 
• Relevant professional experience helping students to develop and apply essential time and task management skills using a strengths-based model 
• Relevant professional experience providing content-specific academic support 
• Excellent interpersonal skills and commitment to strong collaboration across and within departments 
• Interest and ability in meeting individual students’ learning needs using a relational approach 
• Commitment to the values of progressive, student-centered education 
• Passion for teaching creative students with a variety of learning methods, preferences, and talents 

Benefits of Working at CSW: 

• Collegial faculty and working environment 
• Curricular agency valuing creativity, innovation, and collaboration 
• Funding and institutional support for professional development 
• Innovative daily and annual schedule that values reflection and relationship-building 
• Provided hot lunch, as well as access to state-of-the-art fitness center 
• Wooded, 65-acre campus located just 12 miles from Boston and Cambridge, in close proximity to scenic walking trails and excellent local restaurants and shops. 
• Easy access to Kendal Green MBTA station, with on-campus parking and EV charging stations 

To Apply for the Position: 

Interested candidates should send a cover letter, résumé, contact information with email (phone optional) for three to five references (including one from a current supervisor/professor), and a personal/teaching statement focusing on their interest in the role of Evening Support Program Teacher within a high school progressive education setting. Please submit files in PDF format and include how you heard of the opening in your email to EveningSupport@csw.org. No phone calls, please. 

Application Dates: 

Applications will start to be considered on May 23, 2025, and the position will remain open until filled.

Pay/compensation: $19,200 ($3,200 per 6-week module, six modules total)

About The Cambridge School of Weston

A leader among America’s progressive independent schools, The Cambridge School of Weston (CSW) has been at the forefront of educational innovation since 1886. At this day and boarding high school located in Weston MA, creative, motivated students embrace challenging work and address complex questions — with curiosity and courage. Inspired by the diverse perspectives and high expectations of our justice-minded community, they find and develop what is extraordinary in themselves and in the world around them. CSW's mission is to provide a progressive education that emphasizes deep learning, meaningful relationships, and a dynamic program that inspires students to discover who they are and what their contribution is to their school, their community, and the world. The Cambridge School of Weston does not discriminate on the basis of race, color, religious creed, retaliation, national origin, ancestry, sexual orientation, gender, gender identity/expression, disability, mental illness, genetics, choice of health insurance, marital status, age, veteran status, or any other basis prohibited under applicable law. We are an equal opportunity employer and we encourage candidates who will in...crease our diversity to apply. Other resources:http://www.csw.org http://www.csw.org/Page/About-Us/Heads-Corner

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