
Careers

Gill St. Bernard’s School is a diverse community rooted in the values of courage, integrity, respect, compassion, and excellence.
We believe that education takes place not only in our classrooms, but on the stage, in the studios, on the fields, and wherever faculty, staff, and students interact. We believe in lifelong learning, and we support the development of individual and collective talents.


Founded in 1900, Gill St. Bernard's is situated on a 208-acre campus, with collegiate-like facilities that include more than 20 buildings, a performing arts center, an athletic center, turf field, tennis courts, a working farm, a two-acre garden, and orchard. The campus is conveniently located just north of Interstate 287 and Route 206 in Gladstone, NJ. It is easily accessible from Morristown, Summit and Bridgewater.
GSB is committed to recruiting, retaining, and supporting an exceptional faculty and staff who are dynamic educators seeking to bring out the best in all students, foster a love of learning, are guided by our mission, and understand that a sense of balance permeates all that we do.
Diversity, Equity, Inclusion, and Community
Diversity, Equity, Inclusion, and Community at GSB.
Employee Benefits
Benefits to All Full-Time Employees.
Professional Development
Professional Development at GSB.
Open Positions
Faculty Positions
Substitute Teacher
If you are interested in being a substitute teacher, please submit your resume and cover letter to careers@gsbschool.org with the subject line: Substitute Teacher.
Daily stipend up to $128.
Staff Positions
Assistant Groundskeeper
JOB TITLE: Building and Grounds Maintenance Staff – Asst. Groundskeeper
REPORTS TO: Director of Facilities and Operations
PRIMARY FUNCTION:
The Assistant Groundskeeper, within the Facilities and Operations Office, reports to the Director of Facilities and Operations and is a full-time, 12-month position. This position helps to maintain school buildings and grounds in outstanding condition to ensure full and productive use of School facilities. Grounds work is performed when needed and requested on the school campus, including the Head of School’s house and Home Winds Farm. To accomplish these tasks the Assistant Groundskeeper must work closely with faculty, staff, and administration.
ESSENTIAL FUNCTIONS AND RESPONSIBILITIES:
- Perform all grounds work as requested and needed.
- Maintain School buildings and grounds in outstanding condition to ensure full and productive use of the facilities as well as optimum appearance.
- Ensure that all activities confirm to School requirements.
- Communicate effectively with all members of the School and School community.
- Provides exceptional customer service to all members of the School community.
- React to change productively and handle other tasks as assigned.
- Works at School events as needed.
- Appropriately operate all equipment and machinery.
- Operate in a team environment effectively interacting with maintenance, farm, and security personnel.
- Perform set-ups and breakdowns for School events which includes but limited to, tables, chairs, risers, stages, banners, signage, etc.
- Perform internal moves which includes furniture, boxes, books, deliveries, and other School equipment.
- Requires some work outside of normal work hours as needed.
GENERAL RESPONSIBILITIES
- Assist in maintaining School grounds and buildings in top condition.
- Assist in promoting the safety, health, and comfort of students, employees, families and guests in School buildings and grounds.
- Maintain a high standard of safety, cleanliness, and efficiency in all maintenance and repair projects.
- Perform all grounds work as needed.
- Move equipment and materials within and between School buildings.
- Work when emergencies arise in order to prevent disruption of the School and other specific events such as Commencement, Family Day, Alumni Reunion, and others.
- Involvement in snow removal from sidewalks, driveways, and parking lots.
- Spread sand, salt, and calcium on sidewalks, driveways, and parking lots during icy conditions.
- Act as a substitute custodian when necessary.
- Adhere to all school health and safety policies, including all precautions of the Bloodborne Pathogens Exposure Control Plan and the Asbestos Management Plan.
- Participate as part of the School’s Emergency Management Team under the direction of the Director of Campus Safety and Emergency Management.
- Perform farm work as needed which includes, but is not limited to, livestock management, pruning trees, harvesting and weeding in the garden.
- Perform other duties as assigned by the Director of Facilities and Operations, Chief Financial Officer and Head of School.
KNOWLEDGE, SKILLS, AND ABILITIES
- Requires prolonged sitting and standing
- Requires physical exertion to manually move, lift, carry, pull or push objects or materials up to 50 lbs. unassisted.
- Requires stopping, kneeling, crawling, bending, turning, and reaching.
- Requires use of machinery including, but no limited to, mowers, weedwhackers, tillers, tractors, backhoe, snowblowers, and trucks.
- Requires climbing and balancing.
- Must work indoors and outdoors year-round.
- Must work in noisy and crowded environments.
- Must work in and around dust, fumes, and odors.
- Must be able to work in high places such as rooftops and ceilings.
TRAINING AND EXPERIENCE
- A high school diploma.
- Minimum of 5 years’ experience in grounds work.
- Working knowledge of smart phones, walkie-talkies, and computers.
- Ability to read product labels and assembly instructions.
- Ability to read material safety data sheets (MSDS)
- Ability to initiate and complete work orders.
- Valid driver’s license and ability to drive under the school’s insurance.
- CDL preferred.
- Experience in a school setting is preferred.
- Ability to understand and follow oral and written directions and communication effectively with supervisors, faculty, staff, students, and parents, with or without reasonable accommodation.
Compensation range: $37,000 – $42,000. Further consideration may be given to candidates with significant experience, education, or certifications.
Gill St. Bernard’s offers a comprehensive benefits package to full-time employees which includes medical, dental, and vision coverage; retirement plan with employer match; tuition remission and tuition assistance; sick, personal, and vacation days.
Interested candidates should send a resume and cover letter to careers@gsbschool.org, with the subject line Assistant Groundskeeper.
Director of Major Gifts
About Gill St. Bernard's School
Founded in 1900, Gill St. Bernard's School (GSB) is a PS–12 independent school rooted in the values of courage, integrity, respect, compassion, and excellence.
Set on a remarkable 208-acre campus in Gladstone, New Jersey, GSB provides an educational experience that is both ambitious and deeply human. Students are challenged academically, artistically, athletically, and personally within a community where relationships matter and where being known is considered essential to growth.
Education at GSB extends beyond the classroom. Through rigorous academics, meaningful mentorship, leadership opportunities, athletics, the arts, experiential learning, and the unique resources of Home Winds Farm, students develop the skills, character, and confidence needed to thrive in college and beyond.
Today, Gill St. Bernard's serves families from throughout northern and central New Jersey who seek a school where students are both deeply challenged and deeply known.
Why Gill St. Bernard's? Why Now?
Gill St. Bernard's School is in a period of extraordinary opportunity and forward momentum.
Guided by a new strategic framework—Depth, Purpose, and Possibility—the School is strengthening the student experience, clarifying its identity, expanding its visibility, and investing in its long-term sustainability. As GSB enters its next chapter, philanthropy will play an increasingly important role in advancing the school's aspirations and ensuring access, innovation, and institutional strength.
This is a unique opportunity for a relationship-driven and entrepreneurial fundraiser to help build the future of philanthropy at Gill St. Bernard's.
While the School has a strong tradition of generosity and community support, the major gifts program remains in an important stage of development. The Director of Major Gifts will have the opportunity not simply to inherit a mature fundraising operation, but to help shape and strengthen it—building systems, cultivating new philanthropic relationships, developing a disciplined pipeline, and securing transformational support for the future.
Working in close partnership with the Director of Advancement, Head of School, Assistant Head of School for Strategy and External Engagement, trustees, and volunteers, the Director of Major Gifts will help translate institutional vision into philanthropic investment.
This role is strategic, visible, relational, and highly entrepreneurial. It offers the opportunity to build, influence, and lead while helping position Gill St. Bernard's School for its next generation of philanthropic growth.
What Would I Do?
As Director of Major Gifts at Gill St. Bernard's School, you would help design, strengthen, and advance the School's major gifts program while building meaningful relationships with donors who care deeply about the future of education and the mission of GSB.
You would serve as a key partner to the Director of Advancement, helping to create a disciplined, relationship-centered approach to philanthropy that supports both immediate fundraising priorities and long-term institutional goals.
This role combines strategy and execution, vision and action. You would:
- Identify and manage a portfolio of major gift prospects and donors capable of making significant philanthropic investments in Gill St. Bernard's School, including five-, six-, and transformational gifts.
- Identify, qualify, cultivate, solicit, and steward leadership and major gift donors.
- Develop individualized donor strategies and moves-management plans.
- Partner with the Head of School, Director of Advancement, Assistant Head of School for Strategy and External Engagement, trustees, and volunteers on significant cultivation and solicitation efforts.
- Build a disciplined major gift pipeline that increases donor engagement, philanthropic investment, and long-term fundraising capacity.
- Prepare proposals, briefing materials, and donor communications that inspire support and deepen engagement.
- Help establish best practices, metrics, systems, and reporting structures that strengthen the effectiveness of the major gifts program.
- Identify, qualify, and develop prospects capable of making transformational investments in the School's future.
- Support campaign readiness and help position GSB for future comprehensive fundraising initiatives.
- Partner across Advancement, Admissions, Marketing & Communications, Finance, and academic leadership to align philanthropic opportunities with institutional priorities.
This role is both strategic and enterprising. You will build relationships, build systems, build momentum, and help build the philanthropic engine that supports the next chapter of Gill St. Bernard's School.
Position Summary
Reporting to the Director of Advancement, the Director of Major Gifts is responsible for identifying, cultivating, soliciting, and stewarding leadership and major gifts of $25,000 and above from alumni, parents, grandparents, friends, foundations, and other supporters of Gill St. Bernard's School.
The Director of Major Gifts works closely with the Head of School, Director of Advancement, Assistant Head of School for Strategy and External Engagement, trustees, and other school leaders to develop and implement individualized strategies for prospects and donors, fostering enduring relationships built upon an understanding of each donor's interests, passions, and philanthropic priorities.
The Director of Major Gifts will play a foundational role in expanding and formalizing the School's major gifts program, helping to build the systems, processes, donor strategies, and philanthropic culture necessary to support ambitious fundraising goals and future campaign initiatives.
Success in this role will be measured by donor engagement, portfolio movement, solicitations, gifts secured, the growth of the major gifts pipeline, and the overall advancement of the School's fundraising capacity.
Performance Expectations
The Director of Major Gifts will:
- Build and qualify a robust portfolio of major gift prospects and donors.
- Manage a portfolio of approximately 90–120 major gift prospects and donors.
- Conduct approximately 125–150 substantive donor meetings annually.
- Develop and maintain written donor strategies and moves-management plans.
- Submit 20–25 major gift proposals annually.
- Increase the number of qualified prospects, active solicitations, and leadership-level donors.
- Build greater discipline around prospect management, pipeline development, and fundraising forecasting.
- Contribute meaningfully to annual fundraising, endowment growth, campaign readiness, and planned giving efforts.
- Help create the infrastructure and fundraising culture necessary to support future capital, endowment, and comprehensive campaign initiatives.
Who Are You?
You are a relationship-builder, strategist, and fundraiser who understands that philanthropy is ultimately about connecting people's values and aspirations to a mission they believe in.
You are energized by the opportunity to build something meaningful. You enjoy identifying opportunities, cultivating trust, moving relationships forward, and helping donors make a lasting impact.
You bring:
- Demonstrated success securing significant philanthropic commitments.
- Experience managing donor portfolios and advancing prospects through the donor cycle.
- Strong strategic thinking paired with disciplined execution.
- Excellent communication and relationship-building skills.
- Comfort working with senior leaders, trustees, volunteers, and donors.
- A belief that fundraising is both an art and a discipline—grounded in relationships, stewardship, strategy, and asking.
You are known for being:
- Entrepreneurial and resourceful.
- Relational and highly collaborative.
- Organized and accountable.
- Curious and persistent.
- Optimistic, mission-driven, and deeply professional.
You are comfortable building systems, creating structure, and helping an organization grow its fundraising capacity while simultaneously securing meaningful philanthropic support.
Qualifications
- Bachelor's degree required.
- Minimum of 3–5 years of progressively responsible experience in major gift fundraising, advancement, development, or related fields.
- Demonstrated success cultivating, soliciting, and closing significant charitable gifts.
- Experience managing donor portfolios and moves-management systems.
- Knowledge of Raiser's Edge or comparable constituent relationship management platforms.
- Exceptional interpersonal, communication, presentation, and relationship-building skills.
- Strong organizational skills with the ability to manage multiple priorities simultaneously.
- High degree of professionalism, initiative, discretion, and emotional intelligence.
- Independent school, higher education, or nonprofit fundraising experience preferred.
Who Are We?
Gill St. Bernard's School believes that relationships matter, that students deserve both challenge and support, and that schools can transform lives when they combine high expectations with deep care.
We believe:
- Philanthropy is ultimately about people, relationships, and shared purpose.
- Great fundraising begins with trust and authentic engagement.
- The strongest schools are sustained by communities that invest in their future.
- Strategic philanthropy expands access, strengthens programs, and creates possibilities for generations of students.
- Ambition and humanity are not competing values; they are mutually reinforcing.
Guided by our strategic framework, Depth, Purpose, and Possibility, Gill St. Bernard's is investing in the future while remaining grounded in the values that have defined the School for more than a century.
We are seeking a fundraiser who is excited not only by what Gill St. Bernard's is today, but by what it can become.
Interested candidates should send a resume and cover letter to careers@gsbschool.org with the subject line Director of Major Gifts
Compensation Range: $ 85,000 - $105,000. Further consideration may be given to candidates with significant experience, education, or certifications. Gill St. Bernard’s School offers a comprehensive benefits package including health, dental and vision plan coverage, 403(b) retirement plan with a company match, and generous paid time off including vacation, sick, and personal days.
Director of Parent Programs
Position Title: Director of Parent Programs
Reports to: Director of Advancement
Position Summary:
Gill St. Bernard’s School seeks a highly organized, collaborative, and relationship-oriented Director of Parent Programs to strengthen engagement among current families and build a vibrant culture of parent involvement across the School community.
The Director of Parent Programs will serve as the primary staff liaison to the Gill St. Bernard’s Parent Association, partnering with parent leaders, volunteers, faculty, administrators, and the Advancement team to create meaningful opportunities for families to connect with the School.
The position will oversee parent programs and events, recruit and coordinate volunteers, support parent communications and engagement, and play an important role in the School’s annual fundraising efforts. The ideal candidate is a warm and confident relationship builder who can move comfortably between strategic planning and hands-on execution, bringing energy, professionalism, and follow-through to every aspect of the role.
Essential Responsibilities:
Parent Association Leadership & Engagement
- Serve as the primary staff liaison to the Gill St. Bernard’s Parent Association and its leadership.
- Partner with Parent Association officers and committee chairs to establish annual goals, priorities, calendars, and programs.
- Attend Parent Association meetings and provide guidance, institutional knowledge, and administrative support.
- Develop strong relationships with parent leaders and encourage broad participation across divisions and grade levels.
- Help cultivate a welcoming and inclusive parent community that reflects the School’s mission and values.
- Identify opportunities to strengthen communication and engagement between parents and the School.
- Work closely with school leadership to ensure parent programs are aligned with institutional priorities.
Events & Community Programs
- Plan, coordinate, and execute parent and family events throughout the school year.
- Support major School events that involve parents, including receptions, community gatherings, fundraising events, and special celebrations.
- Develop event timelines, budgets, volunteer assignments, communications, logistics, and follow-up plans.
- Coordinate with internal departments and outside vendors as needed to ensure successful events.
- Evaluate events annually and recommend improvements, new programs, or format changes.
- Help create opportunities for parents to build relationships with one another and deepen their connection to GSB.
Volunteer Management
- Develop and maintain a strong parent volunteer program.
- Recruit, organize, and recognize parent volunteers for events, programs, committees, and special initiatives.
- Maintain accurate volunteer lists and ensure volunteers understand expectations, responsibilities, and timelines.
- Create meaningful entry points for parents with different levels of availability and engagement.
- Recognize and thank volunteers regularly, helping to build a culture of appreciation and continued involvement.
Advancement & Fundraising Support
- Partner with the Advancement team to strengthen parent participation in the School’s annual fundraising efforts.
- Help cultivate relationships with current parents and identify opportunities for deeper engagement and philanthropy.
- Support annual giving communications, parent outreach, participation initiatives, and fundraising events.
- Assist with identifying and engaging prospective parent donors and volunteers, in partnership with Advancement leadership.
- Help coordinate parent ambassadors and peer-to-peer outreach for annual fundraising campaigns.
- Support stewardship and recognition efforts for parent donors and volunteers.
- Maintain appropriate confidentiality and follow School policies regarding donor information and relationships.
Communications & Coordination
- Develop and coordinate parent-facing communications related to programs, events, volunteer opportunities, and Parent Association activities.
- Work with the School’s Communications team to ensure messaging is timely, consistent, and aligned with GSB’s voice and brand.
- Maintain an annual parent engagement calendar and coordinate communications around key dates.
- Ensure information flows effectively among parent leaders, School administration, faculty, and staff.
Administrative & Strategic Responsibilities
- Develop and manage program and event budgets in collaboration with the Advancement team.
- Track participation, volunteer engagement, event results, and other relevant measures of parent engagement.
- Maintain organized records of Parent Association activities, volunteers, committees, and events.
- Prepare periodic reports and updates for School leadership and the Advancement team.
- Help develop and implement a multi-year strategy for strengthening parent engagement and volunteerism.
- Perform other duties as assigned in support of the School’s advancement and community engagement priorities.
Qualifications
- Bachelor’s degree preferred.
- 3–5 years of experience in parent engagement, advancement, nonprofit development, events, education, community relations, or a related field.
- Exceptional interpersonal and relationship-building skills.
- Strong organizational skills and the ability to manage multiple projects, deadlines, and constituencies simultaneously.
- Excellent written and verbal communication skills.
- Demonstrated ability to recruit, motivate, and coordinate volunteers.
- Comfort working with donors and supporting fundraising initiatives.
- High level of professionalism, discretion, and confidentiality.
- Ability to work collaboratively with administrators, faculty, staff, parents, volunteers, and donors.
- Proficiency with Microsoft Office and/or Google Workspace; familiarity with donor databases and event-management platforms is a plus.
- Flexibility to work occasional evenings and weekends for School and parent events.
Desired Attributes
The successful candidate will be:
- Relational: Builds authentic, trusting relationships and makes people feel welcome and valued.
- Organized: Can manage details while keeping sight of larger goals and priorities.
- Collaborative: Works effectively across departments and with a wide range of parent and volunteer leaders.
- Proactive: Anticipates needs, identifies opportunities, and follows through without needing extensive direction.
- Engaging: Brings enthusiasm and energy to programs, events, and community-building efforts.
- Fundraising-minded: Understands that strong relationships and meaningful engagement are the foundation of philanthropic support.
- Mission-driven: Demonstrates a genuine interest in independent-school education and in advancing the mission and community of Gill St. Bernard’s School.
Success in This Role
Success will be measured by the strength and breadth of parent engagement at GSB, including:
- A strong and effective Parent Association partnership.
- Increased parent participation in volunteer opportunities and School events.
- Well-executed, well-attended parent and community programs.
- Strong communication and collaboration between parent leaders and the School.
- Meaningful relationships developed with current families.
- Increased parent participation in annual giving and other Advancement initiatives.
- A growing culture of philanthropy, volunteerism, and community among GSB families.
Compensation
Compensation range: $80,000 - $105,000. Gill St. Bernard’s offers a comprehensive benefits package to full-time employees which includes medical, dental, and vision coverage; retirement plan with employer match; tuition remission and tuition assistance; sick, vacation, and personal days.
Interested candidates should send a resume and cover letter to careers@gsbschool.org, with the subject line Director of Parent Programs.
Coaching Positions
Head Softball Coach
POSITION SUMMARY:
To organize, coordinate, and promote a comprehensive Softball program to meet the needs and interests of the school community. To provide effective leadership that will ensure a positive learning environment in the sport of Softball and stress the importance of academic achievement and social responsibility, while modeling a high degree of ethics and professionalism. This position reports to the Director of Athletics.
RESPONSIBILITIES:
- Establish and monitor rules, regulations and procedures as needed for the student-athletes participating which conform to the school, NJSIAA, NJISAA, Somerset County and Skyland Conference policies.
- In conjunction with the Athletic Director, attract and retain students that are interested in your respective sport.
- Instruct and advise athletes on eligibility, rules and regulations, sportsmanship, and citizenship.
- Prepare forms, reports, inventory, and recommendations as required.
- Compile and maintain accurate individual and team performance records.
- Establish procedures for communicating with team and parents/guardians.
- Plan, organize, and implement the teaching of fundamentals, strategies, rules, and proper conditioning.
- Ensure that adequate supervision is provided for all students involved in the program. This includes traveling on a bus to and from practices and/or games.
- Provide for the safety of participants by inspecting facilities and equipment and being aware of environmental conditions.
- Issue, collect, inventory, and store equipment and uniforms.
- Instruct participants in safety procedures and in the need to report injuries to the coach and/or athletic trainer immediately and implement appropriate procedures for handling injury situations.
- Assume responsibility for locker rooms and other areas used by the team.
- Maintain necessary confidentiality of medical conditions as appropriate.
- In conjunction with the Director of Athletics and Athletic Administrator, maintain a schedule that conforms to the NJSIAA, NJISAA, Somerset County and Skyland Conference.
- Other duties as assigned or required by the demands of the position and administration.
PREFERRED QUALIFICATIONS:
- Demonstrated experience and competencies for performance responsibilities in baseball, with preference given to; candidates who have coached at the collegiate and/or high school level, club coaching experience preferred, and competed at the collegiate level or possess substantial high school experience.
- Must maintain annual certification in NJSIAA Coaching Coursework Requirements; Fundaments in Coaching, First Aid, CPR, AED, Concussion, Heat Acclimatization, Implicit Bias and Be Kind training.
- Availability until the conclusion of practice and/or for home and away athletic contests which may occur at night or on weekends.
- Connected to the world of New Jersey Youth Softball, High School and Club.
- Required criminal background check and proof of US citizenship or legal alien status.
Stipend amount up to $7,500
Gill St. Bernard's School has a proud tradition of athletic excellence throughout its history. Athletics plays an integral part of the overall educational experience of our students, reinforcing our core values of courage, integrity, respect, compassion, and excellence through competition, practice, and team-play. Interested candidates should send a resume and cover letter to careers@gsbschool.org, with the subject line Head Softball Coach.
Middle School Fencing Coach
SUMMARY OF POSITION:
To organize, coordinate, and promote a comprehensive Middle School Fencing program to meet the needs and interests of the school community. To provide effective leadership that will ensure a positive learning environment and stress the importance of academic achievement and social responsibility, while modeling a high degree of ethics and professionalism. This position reports to the Director of Athletics and Middle School Athletics Coordinator.
PRINCIPAL DUTIES:
- Establish and monitor rules, regulations and procedures as needed for the student-athletes participating which conform to the school, NJSIAA and MSAC Conference policies.
- In conjunction with the Athletic Director, order and maintain supplies.
- Instruct and advise athletes on eligibility, rules and regulations, sportsmanship, and citizenship.
- Prepare forms, reports, inventory, and recommendations as required.
- Compile and maintain accurate individual and team performance records.
- Establish procedures for communicating with team and parents/guardians.
- Plan, organize, and implement the teaching of fundamentals, strategies, rules, and proper conditioning.
- Ensure that adequate supervision is provided for all students involved in the program.
- Provide for the safety of participants by inspecting facilities and equipment and being aware of environmental conditions.
- Issue, collect, inventory, and store equipment.
- Instruct participants in safety procedures and in the need to report injuries to the coach and/or athletic trainer immediately and implement appropriate procedures for handling injury situations.
- Assume responsibility for locker rooms and other areas used by the team.
- Maintain necessary confidentiality of medical conditions as appropriate.
- In conjunction with the Director of Athletics and Athletic Administrator, maintain a schedule that conforms to the NJSIAA and MSAC Conference.
- Other duties as assigned or required by the demands of the position and administration.
Interested candidates should send a resume and cover letter to careers@gsbschool.org, with the subject line Middle School Fencing Coach.
Stipend: $3,500
General Inquiry
We are always looking for talented people to join our team. If you do not see a specific job posting that matches your skills and experience, please submit your resume and cover letter to careers@gsbschool.org with the subject line: General. We will keep your resume on file for future opportunities.
Substitute Teacher
If you are interested in being a substitute teacher, please submit your resume and cover letter to careers@gsbschool.org with the subject line: Substitute Teacher.
Daily stipend up to $128
Non-Discrimination Policy
Gill St. Bernard's School prohibits discrimination against and harassment of any employee or any applicant for employment because of race, color, national or ethnic origin, age, religion, disability, sex, sexual orientation, gender identity and expression, veteran status, or any other characteristic protected under applicable federal or state law. All personnel who are responsible for hiring and promoting employees and for the development and implementation of the School's programs or activities are charged to support this effort and to respond promptly and appropriately to any concerns that are brought to their attention.