Employment Opportunities

Cushing Academy encourages résumés from teacher candidates with successful teaching experience as well as those who have earned their bachelor's, master's, and/or doctoral degrees, and who possess strong academic training in relevant subject areas.

Cushing seeks teacher candidates interested in the full life of our boarding school beyond the classroom. Teachers at Cushing typically work with 50 or fewer students divided among four classes. Faculty members generally coach two seasons each year and live in a dormitory where they supervise and counsel students.  
Cushing provides faculty with generous benefits, including health insurance, TIAA or Nationwide retirement annuities, and housing and dining privileges.

We encourage all qualified candidates to pursue career opportunities at Cushing. Unless otherwise instructed in the job postings below, please submit a letter of interest, résumé, and our application to:

Cushing Academy
Human Resource Office-Attention:  Stacey Christiano
39 School Street
Ashburnham, MA 01430
or email to humanresources@cushing.org

Cushing Academy seeks candidates who share our commitment to diversity in all aspects of our school. It is the policy of Cushing Academy to provide equal employment opportunities to all qualified individuals without regard to race, color, religious creed, age, sex, pregnancy, marital status, disability, national origin, ancestry, sexual orientation, veteran's status, genetic predisposition or any other legally protected status.  Cushing is fully accredited by The New England Association of Schools and Colleges.

Academic Year Employment Opportunities

List of 5 items.

  • Academic Support Teacher/Learning Specialist

    Cushing Academy seeks to hire an experienced Academic Support teacher/Learning Specialist to start August 15, 2020. The position requires teaching five classes in Cushing's Academic Support Program. Candidates should have familiarity with college prep curricula; knowledge about a range of learning disabilities (e.g., dyslexia, dyscalculia, dysgraphia, etc.), health impairments (e.g., ADHD), test anxiety, and general executive functioning challenges and their impact; the ability to individualize the teaching of learning skills and strategies for improving reading, writing and mathematical problem solving; the ability to help students implement effective study, organizational, time management and planning skills and tools; familiarity with student learning profiles, needs, goals and individual academic plan; and the capacity to relate to, establish rapport with and motivate students to succeed, become self-advocates, and take advantage of resources and support.   
    Responsibilities also include coaching two seasons of athletics as well as dormitory supervision. Housing is provided. 

    Qualified candidates will hold a bachelor's degree in a relevant field; master's degree is preferred. Successful candidates will display alignment with Cushing's commitment to diversity, equity, and inclusion in all aspects of school life. 
    Please submit a cover letter and resume to: David A. Stone, Dean of Faculty, at dstone@cushing.org
  • Assistant/Associate Director of Community Life

    The Assistant/Associate Director of Community Life is responsible for managing all matters related to the student experience at Cushing Academy. This leadership position supports all aspects of Cushing’s residential community, residential life programming and day students. The Assistant/Associate Director of Community Life leads weekly dorm head meetings, assists with faculty and student orientation, attends weekly academic/student life leadership meetings, and assists in organizing, creating, and managing various student activities on campus, including community weekends, meals, class activities, and assemblies. Duties include teaching two sections of classes, supervising one season of afternoon activities, and serving as an advisor and Dean on Duty. This is a 12-month position reporting to the Director of Student Affairs. Housing is provided. Bachelor’s degree required; advanced degree is preferred. Related experience in an independent boarding school is preferred. Please send cover letter and resume to: Josh Doyon, Director of Student Affairs, at jodoyon@cushing.org.  
  • Director of Development and Alumni Relations

    Cushing Academy seeks an experienced and dynamic development professional with a collaborative nature to contribute to the Academy’s fundraising growth and engagement of its alumni community. The Director of Development and Alumni Relations will join the Academy during a period of excitement and growth with increasing enrollment and several donor-funded capital projects recently completed and in progress. The Academy is fiscally sound, enrollment is growing, and it is well-positioned to embark on a major fundraising campaign for its future sustainability.
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  • Director of Academic Support

    The Director of Academic Support will oversee Cushing Academy's well established Academic Support program and its faculty of seven learning specialists, who work with approximately eighty students altogether (20% of the student population).  The director will serve as the representative of the department to all constituencies, including the administration, faculty, potential families and consultants, and current students and families. As such, the director ensures that systems are in place for positive outcomes for students through overseeing a budget, teaching Academic Support and Academic Coaching classes, preparing information for board reports, and supporting professional development and evaluation of program faculty. The position includes serving as SSD coordinator for standardized testing accommodations and may include supervision of afternoon activities. An understanding of educational testing and IEPs, high school curriculum, and best practices in teaching and learning are required. Familiarity with independent high schools is necessary, and boarding school experience is particularly helpful.  Housing is provided with associated residential life duties. Successful candidates will have good verbal and written communication skills and a philosophical alignment with Cushing's commitment to diversity and inclusion in all areas of school life. Master's degree in a relevant field is required. The position reports to the Director of Teaching and Learning.

    Interested candidates should send a cover letter and resume to: David A. Stone, Dean of Faculty, dstone@cushing.org.
  • English Teacher

    Cushing Academy seeks to hire a passionate, creative, and collaborative teacher of English to start August 15, 2020. The position requires teaching four sections of high school English. Additional responsibilities include living in and supervising a dormitory, serving as an advisor, and coaching or supervising an afternoon activity for two seasons. 

    Qualified candidates will have a bachelor's degree in English or related field (master's degree preferred) and at least 3-5 years of classroom teaching experience. Successful candidates will share Cushing's commitment to diversity in all aspects of school life.

    Please send a letter of interest and resume to David A. Stone, Dean of Faculty, at dstone@cushing.org

Cushing Academy

39 School Street
Ashburnham, Massachusetts 01430

Cushing Academy

Cushing Academy exists for students and develops curious, creative, and confident learners and leaders. Founded in 1865, Cushing is a co-ed, college preparatory boarding and day school for students in grades 9-12 and PG. Our students, who come from over 30 states and 30 countries, excel in our outstanding academic, art, and athletic offerings. We welcome you to visit our community and beautiful 162-acre campus in Ashburnham, Mass., just one hour from Boston, to experience all that Cushing has to offer.