Employment
South Kent School, established in 1923, is a college preparatory school for boys in grades 9 through 12, nestled in the hills of picturesque northwestern Connecticut. South Kent School prepares young men to succeed in college and thrive as thoughtful and engaged citizens in a rapidly changing and intensely competitive world.
Guided by this, our Mission, South Kent School’s academic, athletic, and community life programs align to develop thriving young men. Using our contemporary expertise in male adolescent education, we are constantly evolving and adapting our instruction to ensure we are providing students with the skills and character development they need to succeed in college and the world beyond.
Open Faculty and Staff Positions
Admissions Associate
Position: Admissions Associate
Supervisor: Director of Admissions
Location: South Kent, Connecticut
Status: Full-Time
South Kent School prepares young men to succeed in college and thrive as thoughtful and engaged citizens in a rapidly changing and intensely competitive world.
South Kent School, established in 1923, is a college preparatory school for boys in grades 9 through 12, nestled in the hills of picturesque northwestern Connecticut. South Kent School’s academic, athletic, and community life programs align to develop thriving young men. Using our contemporary expertise in male adolescent education, we are constantly evolving and adapting our instruction to ensure we are providing students with the skills and character development they need to succeed in college and the world beyond.

Job Summary: The Admissions Associate is responsible for collaborating with and following admissions and recruitment strategies and works with South Kent to promote, educate, communicate, and assist applicants through all stages of the admissions process including application documentation and submission, yield events and activities throughout the year associated with formal school program matriculation. Success in this role requires an ability to manage multiple tasks, projects, and timelines simultaneously with independent autonomy and decision-making, organizing databases, direct communication with prospects and applicants operating across a dozen application deadlines (year-round), technical expertise with various software platforms.
Job Duties and Responsibilities:
- Represent the school accurately and compellingly to prospective students and parents, educational consultants, and other constituencies who may directly or indirectly play a role in recruitment/admissions activities.
- Develop and foster relationships with school administrators and teachers to further communicate future enrollment efforts.
- Communicate and meet with prospective families in a polite, systematic, and efficient manner, including appropriate and timely follow up.
- Attend school fairs, including domestic travel.
- Assist with the organization of the Admissions Tour Guides and set-up daily involvement with admissions visits and tours of campus.
- Become proficient in the use of technology used to manage office recordkeeping and correspondence.
- Learn and assist with the SEVIS process when necessary.
- Interview applicants and families and provide a detailed report of the interview to the Admission Committee.
- Support the School and its leadership.
- Continually seek new opportunities to improve upon existing admission practices.
- Maintain relationships with consultants, agents, and placement directors.
- Work closely with the coaches to set up tours.
- Attend team meetings, assembly, etc. to keep informed with what is happening on campus as well as cultivate a strong partnership with the school’s faculty, staff, and administration.
- Maintain compliance with all company policies and procedures.
- All other duties assigned.
Job Education & Requirements:
- Bachelor’s Degree is required in related field.
- Domestic travel will be required.
- Previous experience preferred.
- Strong written and verbal communication skills in English language.
- Excellent interpersonal and teamwork skills
- Ability to work flexible hours when necessary.
- Must have experience with Google Suite and/or Microsoft Office proficiently.
- Valid driver’s license.
- Demonstrate support for South Kent’s commitment to Diversity Equity and Inclusion.
Compensation:
Compensation is competitive and includes meals when school is in session, along with the possibility of housing. Health and retirement benefits, including TIAA-CREF, are part of the compensation package. Funding exists to support advanced degree work and participation in professional growth opportunities such as conferences and workshops.
Interested candidates should submit a brief cover letter, resume, and list of references to South Kent School at [email protected].
The above is intended to describe the general content of and requirements for the performance of this job. It is not to be construed as an exhaustive statement of duties, responsibilities, or physical requirements. Nothing in this job description restricts the School’s right to assign or reassign duties and responsibilities to this job at any time. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.
South Kent School is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive and safe environment for all employees.
College Counselor
Position: College Counselor
Supervisor: Director of College Counseling
Location: South Kent, Connecticut
Status: Full-Time
South Kent School prepares young men to succeed in college and thrive as thoughtful and engaged citizens in a rapidly changing and intensely competitive world.
South Kent School, established in 1923, is a college preparatory school for boys in grades 9 through 12, nestled in the hills of picturesque northwestern Connecticut. South Kent School’s academic, athletic, and community life programs align to develop thriving young men. Using our contemporary expertise in male adolescent education, we are constantly evolving and adapting our instruction to ensure we are providing students with the skills and character development they need to succeed in college and the world beyond.

Job Summary: The College Counselor routinely engages with faculty, staff, athletics, and administration to best support the students and execute the goals of the office. This role will collaborate with and support students and their parents with the college search and application process. The college counseling process involves students from all grade levels with standardized test prep plans, discussing course selection to meet higher education goals and involvement in targeted extracurricular activities to list on future college applications.
Job Duties and Responsibilities:
- Contributing to a team of college counselors committed to building an inclusive, supportive, and professionally oriented academic department where professional growth, and intra-office collaboration are both expected and encouraged.
- Actively support a caseload of college counseling advisees with the college search process, securing required application materials, application submission, standardized test plans, and NCAA eligibility review.
- Assist SKS alumni as needed with transcript and letter of recommendation requests
- Advise and support students and their families in all aspects of the college admission and application process, including facilitating applications to need- and merit-based financial aid programs.
- Work collaboratively with the College Counseling staff, school administration, and faculty to support College Counseling Office and school-wide programming.
- Establish and maintain working relationships with college admissions professionals.
- Write comprehensive school letters of support and initiate appropriate follow-up for each student’s candidacy.
- Assist with developing college and career exploration activities through South Kent’s college application platform, Cialfo.
- Serve as the standardized testing and NCAA co-coordinator.
- Actively seek continuous personal development in the field of admission and college counseling, including traveling to professional meetings and conferences and visiting college and university campuses.
- Commit to developing their own cultural self-awareness, cultural competence, and emotional intelligence in their professional growth.
- Celebrate the backgrounds, abilities, and identities of all members of our community while supporting South Kent’s commitment to diversity, equity, and inclusion.
- Establish competence with web and computer-based software systems.
- Work professionally and collaboratively within the department, the School, and the broader South Kent community.
- Attends meetings as required and appropriate.
- Afternoon athletic, co-curricular, and/or academic activities
- Dorm and evening duties
- Public passenger endorsement
- Weekend duties as designated by the School
- Community Life
- Formal meal supervision
- Observes and enforces the School’s policies and regulations.
- Maintains qualifications for employment in accordance with institutional and accreditation guidelines.
- All other duties as assigned.
Job Education & Requirements:
- Bachelor’s degree is required
- Minimum of 1-3 years of relevant experience in college counseling and/or college admissions.
- A desire to work collaboratively in a team environment while also being comfortable with autonomy.
- Familiarity with and a desire to continue to learn about a wide range of colleges and universities both in the United States and abroad.
- Excellent interpersonal and counseling skills, and the ability to work effectively with both young people and adults.
- Outstanding communication (oral and written) abilities and organizational skills.
- Strong cultural competency skills and commitment to fostering inclusivity in a diverse community. Ability to work collaboratively and independently, as needed, and appropriate.
- The capacity to take initiative, work independently, think critically, and solve problems.
- Strong computer skills, including email communication and electronic submission of documents. Flexibility, and the capacity to adapt to the dynamic and ever-evolving college admissions landscape.
- Able to travel to different colleges and universities during the year (when conditions permit).
- Valid driver’s license.
- Demonstrate support for South Kent’s commitment to Diversity Equity and Inclusion.
Compensation:
Compensation is competitive and includes meals when school is in session, along with the possibility of housing. Health and retirement benefits, including TIAA-CREF, are part of the compensation package. Funding exists to support advanced degree work and participation in professional growth opportunities such as conferences and workshops.
Interested candidates should submit a brief cover letter, resume, and list of references to South Kent School at [email protected].
The above is intended to describe the general content of and requirements for the performance of this job. It is not to be construed as an exhaustive statement of duties, responsibilities, or physical requirements. Nothing in this job description restricts the School’s right to assign or reassign duties and responsibilities to this job at any time. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.
South Kent School is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive and safe environment for all employees.
Controller
Position: Controller
Supervisor: CFO
Location: South Kent, Connecticut
Status: Full-Time
South Kent School prepares young men to succeed in college and thrive as thoughtful and engaged citizens in a rapidly changing and intensely competitive world.
South Kent School, established in 1923, is a college preparatory school for boys in grades 9 through 12, nestled in the hills of picturesque northwestern Connecticut. South Kent School’s academic, athletic, and community life programs align to develop thriving young men. Using our contemporary expertise in male adolescent education, we are constantly evolving and adapting our instruction to ensure we are providing students with the skills and character development they need to succeed in college and the world beyond.

Job Summary: The Controller will be responsible for oversight of financial accounting, accounts payable, accounts receivable, assist as needed with payroll and employee benefits administration. Planning, directing, and coordinating all accounting operational functions. Managing the accumulation and consolidation of all financial data necessary for an accurate accounting of consolidated business results. Coordinating and preparing internal and external financial statements. This hands-on position supervises a staff and is responsible for overseeing the day-to-day Business Office activities.
Job Duties and Responsibilities:
- Accounts Receivable (billing, payment posting, receivables and collection efforts, statements, unclaimed property, etc.)
- Audit and 990 lead for documents and schedules.
- Manage, oversee, and efficiently organize the timely daily accounting functions of the company as well as the accounting team performing those functions.
- Develops, implements, and maintains accounting policies, procedures, and internal controls.
- Assist in the development of annual budget and forecasts; collaborates with other department heads to monitor budgets and identifies variances.
- Ensures timely and accurate financial reporting by supervising, supporting, and reviewing the accounting work of the staff accounting team and, to a lesser extent, performing the work oneself.
- Oversees cash management and cash controls, including frequent cash reconciliations.
- Ensures AP/AR activities are handled timely and according to company policy and procedure.
- Files monthly, quarterly, and annual reports with external auditors, lenders, and financial partners.
- Oversees financial systems implementations and upgrades.
- Assist the CFO with identifying and managing business risks and insurance requirements.
- Assist the CFO with analyzing operations for efficiencies to identify areas in need of reorganization, downsizing, or elimination.
- Works with the CFO and other members of senior leadership to coordinate planning and establish business priorities.
- Recommends financial benchmarks that will be used to measure the schools’ performance.
- Recruit, develop, train, and evaluate the staff accounting team to ensure the most optimal and cost-effective structure needed to accomplish the department’s goals.
- Manage School Store needs including inventory control, product order/re-ordering, online website management with staff, back up for staff.
- Act as a purchasing agent.
- Liaison with Admissions to ensure enrollment numbers are met, assist with contract processing as needed, and finalize student enrollment.
- Liaison with Development: monthly gift reconciliations, temporary restricted gift record maintenance.
- Assist with the implementation of the Departmental Budget Management.
- Provides accounting assistance to the CFO.
- Any other duties as assigned.
- Maintains qualifications for employment in accordance with institutional and accreditation guidelines.
- Performing other duties as assigned by the Head of School or the Dean of Faculty.
- Supporting the School and its leadership.
Job Education and Requirements
- A bachelor’s degree in accounting or finance required.
- MBA, Master of Accounting or CPA/CMA designation preferred.
- Minimum of five years of strong operations experience and/or at least 3 years in a senior management position.
- Familiar with concepts related to Generally Accepted Accounting Principles (GAAP).
- Exceptional problem-solving skills.
- Advanced proficiency with Excel is required.
- Experience with accounting software Blackbaud Financial Edge preferred.
- Excellent interpersonal skills with strong written and verbal communication skills.
- Distinct organizational and management skills with the ability to prioritize tasks and delegate when appropriate.
- High attention to detail and accuracy in record keeping.
- Self-starter attitude; originates and develops constructive, creative ideas.
- Ability to work effectively in a fast-paced environment with changing priorities.
- Demonstrates the highest level of integrity and business ethics with a strong sense of confidentiality.
Compensation:
Compensation is competitive and includes meals when school is in session. Health and retirement benefits, including TIAA-CREF, are part of the compensation package. Funding exists to support advanced degree work, as well participation in professional growth opportunities such as conferences and workshops.
All interested applicants should submit their cover letter, resume, references, and any questions to South Kent School at the following: [email protected].
The above is intended to describe the general content of and requirements for the performance of this job. It is not to be construed as an exhaustive statement of duties, responsibilities, or physical requirements. Nothing in this job description restricts the School’s right to assign or reassign duties and responsibilities to this job at any time. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.
South Kent School is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive and safe environment for all employees.
Director of Annual Giving
Position: Director of Annual Giving
Supervisor: Chief Advancement Officer
Location: South Kent, Connecticut
Status: Full-Time
South Kent School prepares young men to succeed in college and thrive as thoughtful and engaged citizens in a rapidly changing and intensely competitive world.
South Kent School, established in 1923, is a college preparatory school for boys in grades 9 through 12, nestled in the hills of picturesque northwestern Connecticut. South Kent School’s academic, athletic, and community life programs align to develop thriving young men. Using our contemporary expertise in male adolescent education, we are constantly evolving and adapting our instruction to ensure we are providing students with the skills and character development they need to succeed in college and the world beyond.

Job Summary: The Director of Annual Giving plays a central role in advancing South Kent School’s fundraising strategy by leading The South Kent Fund’s efforts to successfully achieve year-over-year growth through the annual fund and related initiatives. This position is responsible for building strong relationships with parents, alumni, and friends of the School while driving annual operating revenue growth through strategic solicitations, stewardship, and fundraising events. The Director of Annual Giving will be expected to meet established fundraising revenue goals annually, ensuring that philanthropic support continues to grow and to do so in a highly ethical manner, subscribing to industry best practices.
Job Duties and Responsibilities
- Fundraising & Strategy
- Lead and manage all aspects of The South Kent Fund, with a clear focus on dollars, participation, and overall growth of the program.
- Oversee the development and execution of all South Kent Fund solicitation materials, including print, digital, and social media content to deliver consistent donor messaging, campaign branding, and impact storytelling.
- Provide regular progress reports on Annual Fund performance, donor participation, and projections.
Donor Engagement & Stewardship
- Partner with the Chief Advancement Officer and Head of School to cultivate and steward meaningful relationships with alumni, parents, and friends, encouraging sustained and increased giving.
- Coordinate with the Director of Alumni Operations and Stewardship to ensure timely and thoughtful donor acknowledgment and stewardship.
- Manage the production of the Annual Donor Report, ensuring accuracy, recognition, and donor satisfaction.
Campaigns & Events
- Partner with the Chief Advancement Officer and Head of School to design and implement appropriate solicitation and engagement strategies for all constituencies.
- Oversee logistics and donor engagement strategies for Giving Days, Alumni Weekend, Prize Day, and regional/alumni gatherings ensuring successful participation and fundraising outcomes.
Team & Institutional Collaboration
- Carry out additional responsibilities as assigned by the Chief Advancement Officer or Head of School.
Job Education and Requirements
- Bachelor’s degree and 3+ years of related experience, preferably in an educational or similar setting.
- Possesses excellent interpersonal, oral, and written communication skills, with the ability to be analytical, creative, professional, and persuasive with a wide range of constituencies. Experience and/or skills sufficient to prepare, produce, and statistically analyze trends and create and deliver reports.
- Capable of editing and producing error-free copy for a variety of platforms with an institutional voice, often on a tight timeline
- Strong management skills, both strategic and operational, and a demonstrated ability to manage projects, processes, and people.
- Demonstrated ability to work collaboratively and creatively with individuals and a team.
- Possesses skills to navigate various social media platforms, design software, and websites.
- Proficiency in use of technology: Raiser’s Edge database (NXT/BlackBaud), GiveCampus, Senior Systems, iWave Donor Prospecting, Google, and Microsoft Office (Outlook, Word, Excel, and PowerPoint)
- Excellent verbal and written communication skills, including ability to effectively communicate with internal and external customers.
- Must be able to work under pressure and meet deadlines, while maintaining a positive attitude and providing exemplary customer service. Willingness to work flexible hours, including evenings and weekends
- Ability to work independently and to carry out assignments to completion within parameters of instructions given, prescribed routines, and standard accepted practices.
Compensation
Compensation is competitive and includes meals when school is in session. Health and retirement benefits, including TIAA-CREF, are part of the compensation package. Funding exists to support advanced degree work, as well participation in professional growth opportunities such as conferences and workshops.
All interested applicants should submit their cover letter, resume, references, and any questions to South Kent School at the following: [email protected].
The above is intended to describe the general content of and requirements for the performance of this job. It is not to be construed as an exhaustive statement of duties, responsibilities, or physical requirements. Nothing in this job description restricts the School’s right to assign or reassign duties and responsibilities to this job at any time. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.
South Kent School is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive and safe environment for all employees.
Executive Assistant
Position: Executive Assistant to the Head of School
Supervisor: Head of School
Location: South Kent, Connecticut
Status: Full-Time
South Kent School prepares young men to succeed in college and thrive as thoughtful and engaged citizens in a rapidly changing and intensely competitive world.
South Kent School, established in 1923, is a college preparatory school for boys in grades 9 through 12, nestled in the hills of picturesque northwestern Connecticut. South Kent School’s academic, athletic, and community life programs align to develop thriving young men. Using our contemporary expertise in male adolescent education, we are constantly evolving and adapting our instruction to ensure we are providing students with the skills and character development they need to succeed in college and the world beyond.

Job Summary: The Executive Assistant to the Head of School plays a vital role in the smooth and effective functioning of the Head’s Office. This individual is responsible for a wide range of administrative and operational support duties, serving as a key point of contact for internal and external stakeholders. The Executive Assistant may also provide essential support to the Board of Trustees and the Assistant Heads of School as needed.
Job Duties and Responsibilities:
Head of School Support:
- Manage the Head of School’s calendar, appointments, travel arrangements, and correspondence.
- Act as the primary liaison between the Head of School and faculty, staff, parents, students, and external partners.
- Organize and coordinate logistics for school events hosted by or involving the Head of School.
- Maintain confidential files and sensitive information with discretion and integrity.
Board of Trustees Support:
- Coordinate all logistics for Board of Trustees meetings, retreats, and events, including scheduling, room setup, materials preparation, and catering.
- Serve as the point of contact for Board members, ensuring timely communication and follow-up on action items.
- Maintain and ensure accurate record-keeping of Board policies, minutes, and governance documents.
Support to the Assistant Heads of School:
- Provide administrative and logistical support to the Associate Head, including scheduling, project management, and communications.
Job Education & Requirements:
- Bachelor’s degree is required
- Minimum of 1-3 years of relevant experience.
- A desire to work collaboratively in a team environment while also being comfortable with autonomy.
- Excellent interpersonal and counseling skills, and the ability to work effectively with both young people and adults.
- Outstanding communication (oral and written) abilities and organizational skills.
- Strong cultural competency skills and commitment to fostering inclusivity in a diverse community. Ability to work collaboratively and independently, as needed, and appropriate.
- The capacity to take initiative, work independently, think critically, and solve problems.
- Strong computer skills, including email communication and electronic submission of documents. Flexibility, and the capacity to adapt to the dynamic and ever-evolving college admissions landscape.
- Able to travel to different colleges and universities during the year (when conditions permit).
- Valid driver’s license.
- Demonstrate support for South Kent’s commitment to Diversity Equity and Inclusion.
Compensation:
Compensation is competitive and includes meals when school is in session. Health and retirement benefits, including TIAA-CREF, are part of the compensation package. Funding exists to support advanced degree work and participation in professional growth opportunities such as conferences and workshops.
Interested candidates should submit a brief cover letter, resume, and list of references to South Kent School at [email protected].
The above is intended to describe the general content of and requirements for the performance of this job. It is not to be construed as an exhaustive statement of duties, responsibilities, or physical requirements. Nothing in this job description restricts the School’s right to assign or reassign duties and responsibilities to this job at any time. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.
South Kent School is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive and safe environment for all employees.
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