The Hotchkiss School (Hotchkiss) seeks a dynamic, trustworthy, and collaborative leader to join its community as the next Associate Head of School. Serving as a crucial thought partner and advisor to the Head of School, this leader will bear overarching responsibility for aligning all academic, co-curricular, and residential programs. As a member of the School’s senior leadership team, the Associate Head of School will help to guide and facilitate key strategic initiatives that advance the mission of one of the finest independent high schools in the world.
Hotchkiss, located in Lakeville, Connecticut, is a highly selective, independent boarding school led by its 15th Head of School, Craig Bradley, who joined in 2016. Founded in 1891, the School provides an education of academic distinction to approximately 600 students in grades 9 through 12 and to a small number of postgraduates. Renowned for a commitment to cultivating curiosity, excellence, and creativity, the School’s 160 faculty members are dedicated to mentoring, teaching, and preparing each student to excel at the School and beyond. At Hotchkiss, students experience significant intellectual and personal growth and build relationships with peers and adults that last a lifetime. The School’s culture of respect remains central to its identity, amplifying students’ curiosity about the world around them and encouraging admiration for the differences that make each community member unique. In the words of Head of School Craig Bradley, “The excellence of Hotchkiss is the excellence of the people.”
As a direct report to the Head of School and second in command, the Associate Head of School will oversee a team of seven direct reports: the Dean of Faculty, the Dean of Academic Life, the Dean of Student Life, the Director of Athletics, the Health and Counseling Directors, and the Faculty and Recruitment Operations Manager. This leader will work collaboratively on a variety of cross-functional, strategic initiatives to ensure an integrated educational experience for students and a rewarding professional path for members of the faculty. In particular, the next Associate Head will: serve as a trusted, partner, advisor, and collaborator for the Head of School; provide intellectual leadership, academic vision, and continued development for a strong faculty; build upon the existing strengths of the Hotchkiss community by championing an innovative and vibrant co-curricular experience; continue to cultivate an inclusive and diverse community that is grounded in equity; and support, develop, and empower a high-performing team of senior leaders.
The successful candidate will be creative, empowering, transparent, and able to inspire trust from stakeholders across the community. This leader will also possess proven experience in education administration and management; a desire and ability to innovate; strong emotional intelligence; and a track record of building deep relationships.
The Hotchkiss School has retained Isaacson, Miller, a national executive search firm, to assist in this recruitment. All inquiries, nominations, referrals, and applications (resumes and letters of interest) should be sent electronically and in confidence to:
The essential functions and basic skills have been included in this description. It is not intended to be construed as an exhaustive list of all functions, responsibilities, skills, and abilities. Additional functions and requirements may be assigned by supervisors as deemed appropriate. This position description is subject to change at any time.
Given the persistent risks of the spread of the Covid-19 virus, all employees of the School are required to be vaccinated by their first day of work as a condition of employment. Employees who are unable to receive the vaccine due to disability, medical condition, or a sincerely held religious belief may request an exemption, which will be reviewed by the School to determine the availability of any reasonable accommodations.
The Hotchkiss School is an equal opportunity employer committed to basing judgments concerning the employment of individuals upon their qualifications and abilities. The School is firmly committed to equal employment and advancement opportunities for all employees and applicants in all phases of the employment process (including recruitment, hiring, assignment, terms and conditions of employment, compensation, benefits, training, promotion, transfer, discipline and termination).
In accordance with applicable law, the School does not discriminate against any individual based on age, ancestry, color, genetic information, learning disability, marital status, past or present history of mental disability, national origin, physical disability, race, religious creed, sex, pregnancy, sexual orientation, gender identity or expression, veteran status, or any other protected characteristic
Located in the scenic Berkshire-Taconic landscape in the quiet northwest corner of Connecticut, The Hotchkiss School is a community in which faculty and staff members build careers and grow as professionals. We seek to identify, recruit, and develop faculty and staff members who bring a diversity of experiences, perspectives, talents, and backgrounds. Collectively, we are dedicated to supporting the intellectual, social, and emotional growth of nearly 600 students who come from around the country and the world.
In the 2022-2023 school year, 41 percent of Hotchkiss students are U.S. students of color, 13 percent are international, and 96 percent of students are boarders from 27 countries and 36 states in the U.S. The School is eager to accept applications from individuals who are excited to support an inclusive and warm learning community for students from a wide array of backgrounds and experiences.