Employment

The Dean of Admission is a member of Berkshire’s senior leadership team, reporting directly to the Head of School, and is responsible for providing strategic leadership of student recruitment, financial aid, and admission efforts; oversight and coordination of the current admission program and initiatives; and support for Berkshire’s continued institutional growth through enrollment. As a central member of the School’s leadership team, the Dean of Admission should expect to be involved in every aspect of the School’s program. The ideal candidate will bring to the position the ability to energize, inspire, and lead others; demonstrated experience with and understanding of strategic enrollment management and current trends; and a passion for engaging in all aspects of school life. The Dean of Admission is a full-time, exempt, full-benefits, 12-month senior administrative faculty position. Salary and benefits are competitive and include year-round, school-provided housing. Professional development funding is available to support advanced degree work and student loan repayment assistance, as well as participation in professional conferences, workshops, and summer study.

Roles and Responsibilities

• Lead a comprehensive and strategic committee process designed to admit and enroll Berkshire's strongest cohort of incoming students.
• Manage and lead the admission process from inquiry to enrollment, especially focusing on outreach and yield strategies.
• Mentor and develop an admissions team of 12 admission officers and support staff to ensure the strongest experience for families as they engage in the admission process.
• Attend school fairs, visit feeder schools, serve regularly on panels, and attend other admission events.
• Develop and maintain relationships with feeder schools, consultants, and current families to determine effective markets, both domestically and internationally.
• Partner with the Head of School, Chief Financial Officer, and Board of Trustees to support the School’s strongest enrollment effort.
• Partner with the Head of School, Associate Head of School, Dean of Students, Dean of Faculty, Dean of Academics, Director of Athletics, and Director of College Counseling to design enrollment and retention strategies that support the holistic development and success of all students.
• Partner with the communications and marketing office to design and develop effective print, digital, website, and social media platforms in support of admissions.
• Liaison with the Trustee Committee on Admissions and Marketing throughout the year, including three trustee meetings annually.
• Track national and school-specific admission trends and analyze data to support strategic, innovative, and data-driven decision making.
• Commit to professional development, maintain a presence for Berkshire, and present at leading national conferences within the industry.
• Serve as an Advisor to 4-6 students.
• Coach one season in the athletic/afternoon program.
• Serve as a Duty Administrator.

Requirements

• Minimum of Bachelor’s Degree; advanced degree preferred.
• Five years of previous experience with admission, financial aid, and enrollment management.
• Previous experience and familiarity with independent boarding schools is preferred.

Qualifications and Personal Attributes
The strongest candidates are likely to have the following experiences and skills:

• Demonstrated ability and willingness to participate broadly in the life of the school as an advisor, and coach/program director.
• Demonstrated ability to build, shape, and steward a strong class of incoming students to Berkshire School.
• Demonstrated commitment to diversity, inclusion, and belonging in all aspects of their work and leadership.
• Models leadership, collaboration, flexibility, and growth for all members of the community.
• Demonstrated ability to interact in a comfortable, professional and positive level with applicants of all ages, and their parents/guardians, as well as with all internal and external constituents.
• Ability to supervise and manage a high-functioning team of Admission Officers.
• Organization and the ability to address multiple issues simultaneously in a busy office atmosphere.
• Excellent written and verbal communication skills, in English; additional languages a plus.
• Strong technological, database, and presentation skills.
• Willingness and ability to travel domestically and internationally.

Start date July 1, 2025

To apply, please contact:

Peter Quilty
Associate Head of School
pquilty@berkshireschool.org
413-229-1221

The Dean of Inclusion and Belonging is a member of Berkshire’s senior leadership team, reporting directly to the Associate Head of School, and is responsible for providing strategic leadership to sustain and strengthen the School’s current diversity and inclusion initiatives and to innovate new practices and programs in the areas of diversity, equity, inclusion, and belonging.  The Dean plays a central role in engaging with students in Berkshire’s classrooms, afternoon programs, advisories, residential spaces, and throughout the community.  The Dean is a strategic partner with school leadership and other campus administrators in the design and implementation of student-centered programs and systems that support Berkshire’s most inclusive community and strongest school culture.

The ideal candidate will have an ability to engage, educate, and inspire others; experience in developing inclusion and belonging initiatives in secondary school settings; and demonstrated success in establishing and fostering meaningful relationships with students and adults.

The Dean of Inclusion and Belonging is a full-time, exempt, full-benefits, 12-month administrative senior leadership position.  Salary and benefits are competitive and include year-round, school-provided housing.  Professional development funding is available to support advanced degree work as well as participation in professional conferences, workshops, and summer study. 

Department:  Senior Administrative Leadership 

Reports to: Associate Head of School

Roles and Responsibilities

• Serve as a resource, mentor, advocate, and support to students throughout the community to ensure that they are seen, heard, respected, valued, and empowered.
• Serve as a member of the senior leadership team to identify and assess the needs of the student community and to promote the values of equity, inclusion, and belonging.
• Work with Head of School, Associate Head of School, Dean of Faculty, and Director of Human Resources to support inclusion and belonging training and professional development for all adult employees.
• Lead the Inclusion & Belonging Team of adult school leaders from academics,  afternoon programs, student life, residential life, admissions, and advancement.
• Work with the Director of Admission and admissions team to recruit and support a diverse student body at Berkshire. Manage, together with the Director of Financial Aid, an annual discretionary budget to support access to a common experience at Berkshire for students receiving financial aid.
• Work with the Dean of Academics and Department Chairs to ensure diversity, equity, inclusion, and cultural competency are central to Berkshire’s pedagogy, classroom practices, curriculum development, and assessment models.
• Work with the Dean of Students, Student Life Office, Student Health Services, and Counseling to ensure that our care of students is inclusive, equitable, and supports healthy identity development and conflict resolution.
• Serve as a resource for students who experience discrimination, marginalization, or bias and ensure appropriate support services are provided. 
• Serve as a member of the Hiring Committee and participate in interviews, campus visits, and hiring decisions for all prospective members of the faculty. Assist with identifying and developing new hiring markets, recruitment and retention initiatives, and employment strategies in support of Berkshire’s most talented, diverse, and mission-appropriate employees.
• Participate in the weekly Department Chairs, Form Deans, and Administrative Team meetings.
• Partner with Associate Dean to oversee nine (9) campus affinity groups, including training and support for each group’s student and adult leaders.
• Partner with both the Trustee Committee on Inclusion and Belonging and the full board to provide leadership, perspective, experience, and strategic planning support for the diversity, equity, and inclusion objectives of Berkshire’s 2025 Strategic Plan.

• Partner with Berkshire’s DEI Alumni Council to engage alumni affinity groups and promote alumni mentorship of current students.
• Partner with Associate Dean to oversee nine (9) campus affinity groups, including training and support for each group’s student and adult leaders.
• Develop and oversee ongoing evaluation of the school’s inclusion and belonging initiatives to support future recommendations for integrating these commitments into curriculum, pedagogy, policies, practices, and training.
• Partner and collaborate with local community groups, organizations, and schools.
• Teach one section in an academic department and coach one season/afternoon activity.

Requirements

• Minimum of Bachelor’s Degree; advanced degree preferred. 
• Previous experience and familiarity with independent boarding schools is preferred.

Qualifications and Personal Attributes

The strongest candidates are likely to have the following experiences and skills:

• Demonstrated ability and willingness to participate broadly in the life of the school as a teacher, coach/program director, and advisor.
• Demonstrated ability to build, shape, and steward a positive and empowering school culture among both students and adults.
• Demonstrated skill, experience, and sensitivity in working with and within diverse communities and in developing trust and rapport with students.
• Demonstrated ability to communicate with clarity, transparency, timeliness, and empathy to engender trust and confidence throughout our adult community.
• Highly detailed oriented and outcome-based.
• Highest standards of integrity, discretion, and trust.
• Strong interpersonal skills, oral and written communication skills, mediation and conflict resolution skills, and ability to build relationships with diverse stakeholders as part of an effective, collaborative team.
• Creative, organized, self-directed, and capable of effectively coordinating multiple ongoing and one-time tasks simultaneously.
• Knowledge of current best practices and relevant laws regarding diversity, equity, and inclusion work in schools.
• Demonstrated commitment to continued professional development and personal growth in the areas of equity, inclusion, belonging, and school leadership.

Start date: July 14, 2025

To apply, please contact:

Peter Quilty
Associate Head of School
pquilty@berkshireschool.org
413-229-1221

Berkshire School seeks an experienced Director of Human Resources for a full-time position beginning July 1, 2025. Berkshire has over 200 adult employees across the faculty, staff, and administration. This is a year-round position with a competitive salary and excellent benefits.

The primary responsibility of the Director of Human Resources is to directly support the recruitment, retention, and development of Berkshire’s strongest adult community. The Director is a strategic partner with school leadership and other campus administrators in the design, assessment, and refinement of programs and policies that support employee excellence at Berkshire.  The Director works closely with school leadership and other administrators to support employee orientation, morale, school culture, professional development, recognition, retention, and workplace satisfaction. 

Working closely with the CFO and Head of School, the Director monitors and benchmarks benefits and compensation within the industry, working to keep the School competitive and well-regarded to both current and prospective employees. The Director reviews, updates, and presents school policies and programs for all employees, provides guidance regarding applicable regulatory requirements and legal issues pertaining to employees, and also develops, recommends, and evaluates ongoing HR policies, programs, functions, and initiatives that reflect and meet the overall strategic objectives of the School. The Director of Human Resources is a full-time, exempt, full-benefits, 12-month administrative senior leadership position.

Department:  Business Office

Reports to:  Chief Financial Officer

Roles and Responsibilities

• Work with the Head of School, Associate Head of School, and Dean of Faculty to coordinate professional development and performance evaluations for instructional faculty, administrative faculty, and staff as requested/required.
• With the Head of School, CFO, and Associate Head of School, meet annually to review and recommend all instructional faculty salaries.
• Serve as a member of the Hiring Committee.  Identify and develop new hiring markets, recruitment and retention initiatives, and employment strategies in support of Berkshire’s most talented, dedicated, diverse, and mission-appropriate employees.
• Assist and coordinate appointment/reappointment letters and compensation sheets, including the annual review of teaching, coaching, dorm, advising, and other formal responsibilities, for all instructional faculty.
• Participate in the weekly Institutional Leadership Meeting, chaired by the Head of School.
• Serve as a member of and liaison to the Trustee Committee on Human Resources and prepare research, analysis, and reports as requested or needed.
• Coordinate and oversee the School’s annual adherence to the MA Pay Transparency Act.
• Plan, direct, and supervise all activities relating to administration and maintenance of payroll and employee benefits programs. Recommend compensation and benefits offerings that are competitive, non-discriminatory, and equitable across all employees. Make recommendations regarding the development and implementation of programs to ensure cost effectiveness, market effectiveness, and internal salary and benefit equity among employees.

• Administer benefits programs, including conducting analysis and serving as primary contact, along with the Chief Financial Officer, with providers, including group health and life, workers’ compensation, unemployment and retirement plans.

• Serve as a liaison between the School and legal counsel on matters pertaining to employment and policies and advise the administration, trustees, employees, and retirees accordingly. Maintain and expand knowledge and understanding of existing and proposed federal and state laws/regulations affecting human resource management. Identify trends that could affect organizational objectives and/or operational resources.  

• Assist supervisors as requested to advertise, recruit, interview, and hire for open positions and communicate with all applicants for those positions.
• Meet with and interview applicants for Staff positions.
• Serve as a member of the Fiduciary Committee.
• Serve as a member of the Risk Management Committee.
• Serve as the School’s primary EEO officer, lead all internal EEO investigations, and prepare and submit annual EEO Report.
• Manage requests for leaves of absence such as sick leave, medical leave, FMLA, MAPFML, and Short Term Disability.
• Provide back-up support for Payroll & Benefits.
• Oversee background checks as required by state and federal law and school policy, store all information as required, track information and conduct periodic audits.
• Arrange for annual training on Sexual Harassment Prevention and maintaining appropriate student/adult boundaries; monitor attendance and participation of all employees.
• Develop, prepare, generate, and analyze ongoing and ad-hoc special reports pertaining to employee personnel information and data.

Requirements

• Minimum of Bachelor’s Degree in a related subject; advanced degree preferred.  
• Previous experience and familiarity with independent boarding schools is preferred.

Qualifications and Personal Attributes

The strongest candidates are likely to have the following experiences and skills:

• Demonstrated ability to communicate with clarity, transparency, timeliness, and empathy to engender trust and confidence throughout our adult community.
• Excellent oral and written communication skills in English.
• Highly detailed oriented and outcome-based.
• Highest standards of integrity, discretion, and trust.
• Demonstrated ability to build, shape, and steward a positive and empowering school culture among our adult employees.
• Demonstrated skill, experience, and sensitivity in working with and within diverse communities.
• Business acumen, global and cultural competencies, and commitment to ethical practice.
• Strong interpersonal skills, mediation and conflict resolution skills, and ability to build relationships as part of an effective, collaborative team.
• Previous leadership experience in human resources, employee relations, talent recruitment, and/or talent management.
• Experience with Word, Google, Microsoft Office computer programs, and ADP experience preferred.
• Creative, organized, self-directed, and capable of effectively coordinating multiple ongoing and one-time tasks simultaneously.
• Ability and willingness to work occasional evenings and weekends as job duties demand.
• Willingness to obtain professional development and training as needed and/or requested. 

Start date: July 1, 2025

To apply, please contact:

Cheryl Geerhold
Director of Human Resources
cgeerhold@berkshireschool.org
413-229-1201

Berkshire School seeks a School Counselor to begin during this current school year (2024-25).  As a member of the Counseling Department and reporting to the Director of Counseling, this full-time, ten-month position will help support approximately 430 students at Berkshire School. In addition to providing direct support and referrals for students, they will partner with the Director of Counseling in building and sustaining the school’s systems and programs that support well-being and mental health.

Successful candidates for this position will:

• Have five or more years of relevant experience providing counseling and therapeutic support services to adolescents
•  Have relevant experience implementing developmentally appropriate, and prevention-oriented social-emotional programs and initiatives, ideally within an independent school setting
•  Act as a resource for teachers and administrators, partnering closely with various departments across school life, and broadly assisting the faculty’s efforts to best serve students
•  Be open to the opportunity to teach a course on social emotional health
• Co-lead the Peer Listener Program, a leadership group focused on expanding the accessibility of care through a peer-to-peer support model
• Partner with the Director of Counseling in providing consultation and trainings for employees and resources for parents
• Serve on-call in a rotation with other members of the Counseling Office
• Serve as an advisor to a small cohort of students and participate in one season of the Afternoon Program

Qualifications:

• We will consider psychologists, mental health counselors, and clinical social workers.
• Potential candidates should have earned a Master's Degree or PsyD/Ph.D. in psychology, social work, school counseling, or a related field.
• Potential candidates should hold a Massachusetts state license in their field or be license eligible.
• Experience and expertise working with upper school students both individually and in groups is required.
• All clinical theoretical orientations are welcome.

Berkshire School seeks to hire a dynamic, full-time Arts Department Chair (for Visual and Performing Arts) who can teach with-in the visual arts curriculum, beginning in the 2025-26 school year.  The individual will oversee the art curriculum and manage department operations. This role involves mentoring fellow teachers, developing engaging art curriculum, and promoting a culture of creativity and artistic exploration among the department and the students. They are expected to have relevant teaching experience with the affection for adolescents, capacity for teamwork, and disposition that such a life demands. In addition to teaching, applicants should expect to be actively involved in all aspects of the School's programs, including living and working in a dormitory and participating in the school's athletic and/or co-curricular programs as a coach or program director.  A bachelor's degree in a closely related field is required and a master's degree or higher is preferred. 

Berkshire School seeks to hire a dynamic, full-time, Grade 9-12 Mathematics teacher beginning in the 2025-26 academic year. The ideal candidate will have an advanced knowledge of mathematics, experience teaching a variety of high school mathematics courses, and capability of teaching all levels through AP Calculus BC and Linear Algebra or Multivariable Calculus. Candidates should possess the skills to teach in a small classroom setting, use multiple representations to present information, and adapt to students' learning needs.  In addition to teaching, applicants should expect to be actively involved in all aspects of the School's programs, including living and working in a dormitory and participating in the school's afternoon athletic and/or co-curricular programs as a coach or program director.  A bachelor's degree in Mathematics or a closely related field is required and a master's degree or higher is preferred.

Now hiring a Floater/Toddler teacher position at Undermountain Child Care Center on the campus of Berkshire School, Monday through Friday.  Experience is preferred, but we are willing to train the right person.Teacher certification a plus but not required. CORI and other background checks required.

Submit resume and letter of interest to Tammy Wysocki, Director of UMCC, Berkshire School. twysocki@berkshireschool.org. Phone: 413-229-1850.

Berkshire School has an opening for a Full-Time Registered Nurse in our Student Health Service to work the day shift.  Berkshire’s Student Health Service provides medical care to approx. 420 high school boarding and day students. 

Successful candidates must be kind and able to communicate well with high school students and their families. Requirements: Current MA RN license, CPR/AED certification. Minimum 3 to 5 years of pediatric or school nursing. Knowledge in Electronic Medical Record keeping.  

Interested candidates should send resume and cover letter to Brooke Humes, Director of Student Health Services, bhumes@berkshireschool.org.

Berkshire School has an opening for an individual to perform routine seasonal outside maintenance and grounds work, and event set-ups and breakdowns.  This position requires heavy lifting and the ability to work as an effective member of a team.  Some weekend and holiday hours are mandatory. This is a full-time, year round position with excellent benefits. Interested parties should contact Gabe Starczewski, gstarczewski@berkshireschool.org, 413-229-1211.

• Provides quality customer service by providing one-on-one attention to detail.
• Participates in the preparation and service of food and beverage items in adherence to company food standards for presentation, sanitation and safety (meeting HACCP and OSHA guidelines) and portion control.
• Cleans work area and equipment used in food preparation and service.
• Follows all safety and sanitation procedures. Delivers food items to and from main kitchen.
• Promotes clean, safe and neat environment for residents, self and staff.
• Cooperates with staff of other departments in performing job duties.
• Contributes to the team; exhibits professionalism with customers, fellow employees and others.
• Performs other duties as assigned.

• Scrapes and rinses food from dirty dishes and washes them by hand or places them in racks or on conveyor to dishwashing machine depending on assigned equipment. Ensures complete cleanliness and sanitation.
• Washes pots, pans and trays based on assigned procedures. Ensure complete cleanliness and sanitation.
• Polishes silver using burnishing machine tumbler, chemical dip, buffing wheel and hand cloth depending on assigned equipment and procedures. Ensures complete cleanliness and sanitation.
• Ensures compliance with outlined safety procedures.
• Maintains temperatures and chemical levels as outlined by provided standards.
• Keeps dish area orderly and in compliance with safety standards.
• Sweeps and mops kitchen floors to ensure compliance with safety and sanitation standards.
• Washes worktables, walls, refrigerators, meat blocks and other food prep surfaces.
• Removes trash and places it in designated containers. Steam cleans or hoses out garbage cans.
• Transfers supplies and equipment between storage and work areas.
• Helps load and unload supplies and product.

Learns to assists in the preparation and cooking of various food items prior to being considered a qualified, skilled cook. Maintains food safety and sanitation standards in the preparation and kitchen areas.

• Learns to read menu to estimate food requirements. Orders food from supplier or procures it from storage.
• Prepares and cooks food in accordance with company production records and standardized recipes.
• Learns to adjust thermostat controls to regulate temperature of ovens, broilers, grills, roasters and steam kettles.
• Helps measure and mix ingredients according to recipes using a variety of kitchen utensils and equipment.
• Bakes, roasts, broils and steam meats, fish, vegetables and other foods under guidance. Adds seasoning to food during mixing or cooking under the instruction of others.
• Tests food by tasting, smelling and piercing to determine that it is cooked.
• Carves meat, portions food on serving plates, and adds gravies, sauces and garnishes to fill orders as directed.
• Washes, peels, cuts and shreds fruits and vegetables and fruits.
• Butchers chicken, fish and shellfish as directed.
• Bakes bread, rolls, cakes and pastry as course of instruction permits.
• Maintains work station