Director of Upper School

The Stony Brook School Published: January 29, 2019
Stony Brook, New York
Job Type


The Stony Brook School, a historic Christian 7th-12th Grade Boarding and Day School located on the North Shore of Long Island is seeking a Director for its Upper School starting July 1, 2019.  The Upper School at Stony Brook is tenth-twelfth (10-12) grades and represents 250 boarding and day students. Reporting to the Campus Head, The Director of Upper School position is a front line, hands-on position which requires a seasoned, skilled leader who is able to inspire trust and confidence in students, teachers and parents alike through wise, firm and nurturing oversight of the division.  Previous experience in a residential setting is strongly preferred.

The Director is responsible for all activities and operations of the Upper School in furtherance of the mission and purpose of the School.  These include but are not limited to:

  • Establish and maintain the tone and culture of the Upper School Division
  • Work in conjunction with the Associate Head of School and the Academic Dean to oversee and develop faculty in the Division
  • Determine both disciplinary standards and consequences for violations
  • Enforce student discipline
  • Coordinate all parent contact and communication related to Upper School students
  • Plan/Coordinate/Lead student assemblies for the Upper School Division
  • Lead Honor Council
  • Oversee Division compliance with all New York State safety laws- fire drills, intruder drills etc.
  • Oversee Student Advisory Program and Learning Services Program


  • Committed follower of Jesus Christ
  • 3-5 years of leadership within a school setting (preferably in a residential setting)
  • Masters degree or higher
  • Demonstrated passion for and skill in working with teenagers
  • Excellent communication skills
  • Highly organized and detail oriented
  • Familiarity with Blackbaud school management software preferred but not required

Personal Characteristics:
Since the Director of Upper School is such a visible presence for our students, the individual needs to embody the mission of The Stony Brook School and the following personal characteristics are essential for success in the role:

  • Impeccable integrity
  • Emotional maturity
  • Relational skill and wisdom
  • Authoritative
  • Humility
  • Sense of humor
  • Indomitable work ethic
  • Compassionate and empathetic

Interested candidates should send a resume and cover letter via email to the Head of School, Mr. Joshua Crane, at