Jobs

Assistant Head of School for Academic Affairs

2026 – 2027

This position is a 12-month position

100% FTE

Exempt under FLSA

Job Summary:

The position of Assistant Head of School for Academic Affairs, in conjunction with the Head of School at Crossroads Academy, oversees the entire K-8 academic program, engaging in duties that include, but are not limited to scheduling, student discipline, parent relations, teacher recruitment, training, and retention, to curricular review, and upgrade. The Assistant Head of School for Academic Affairs works closely with the Head of School and faculty to ensure the effective, age-appropriate delivery of the Core Knowledge and Core Virtues curricula while promoting research-informed instructional practices that serve a range of learners. Consistent with best practices in small independent schools, this role supports schoolwide efforts to strengthen understanding of neurodiversity, build faculty capacity through professional learning, and ensure that students with diverse learning profiles are appropriately supported within Crossroads Academy’s mission-driven, academically rigorous environment.

Responsibilities of Assistant Head of School for Academic Affairs:

Position Requirements

• Commitment to Crossroads Academy’s mission, values, and community culture.
• Create, deliver, and record a cohesive, well-planned and articulated academic program rooted in Core Knowledge and Core Virtues curricula that is based on strategic and long-term planning for all grades Kindergarten through 8^th.
• Ability to work with teachers in all grade levels, Kindergarten through 8^th.
• Set and achieve annual professional development goals
• Has strong interpersonal skills with ability to create and maintain collegial atmosphere of sharing between the lower and middle divisions
• Demonstrate enthusiasm for school administration and serving children and adolescents in grades K-8.
• Knowledge and experience in supporting neurodiverse learners in small-school settings.
• Knowledge and experience in writing and deploying student support plans, especially related to all types of ADHD and AD
• In conjunction with/support of the Learning Specialist, facilitate and interpret student testing with outside agencies
• Maintain healthy and appropriate boundaries with minor students
• Assist Head of School with faculty recruitment, retention, evaluations, including annual review of the faculty evaluation process, schedule of faculty for evaluation, observation of class lessons, the generation of written summaries, and meeting with faculty at the conclusion of the process
• Assist with planning and delivery of faculty training, meetings, and professional development experiences
• Collaborate with the Assistant Head of School for External Affairs in recruiting and retaining mission-aligned families, effectively employing programming and messaging strategies, and articulating the division’s strengths and attributes to prospective families
• Solve problems or addresses issues that require immediate attention and may be crisis situations, such as faculty complaints and grievances
• Coordinate all standardized testing in conjunction with the Head of School including analyzing data and reporting results to various constituencies
• Edit student reports and school documents as needed
• Serve as a resource for student behavioral and learning concerns
• Arrange for substitutes as needed
• Assist the Administrative Team in planning and implementing new employee orientation per school calendar
• Attend weekly administrative meetings and join committees as required
• Provide updates for related portions of the Parent & Student Handbook
• Write monthly Board Report and Quarterly Reports
• Approve faculty/classroom purchases and oversee budgets
• Respond in a timely manner to voicemail, email, and mail
• Other duties, as requested by Head of School

Skills and Abilities

• Ability to identify learning gaps and devise effective strategies and solutions
• Knowledge of learning theories and instructional design models
• Behavioral management skills/knowledge
• Work with a high level of independence and autonomy, and exercise a high degree of initiative, influence, and judgment in decisions impacting students, faculty, administration, parents, and other members of the school community
• Highly developed sense of integrity; have the ability to appropriately manage sensitive and confidential information
• Must be proficient in SIS, Google, Word and Excel, and be willing and able to learn additional applications, as needed

Physical Requirements

The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job.

• Ability to extend hand(s) and arm(s) in any direction; pick, pinch, type, or otherwise work primarily with fingers
• Ability to lift, carry, push, pull, or otherwise move objects, occasionally up and/or downstairs; functions involve sitting, standing, bending, lifting, walking up to half mile per day, stooping, and climbing stairs
• Ability to endure periods of heavy workload or excessive stress
• Visual acuity sufficient for work that deals largely with reading and following written instructions, manuals, and directions; preparing and analyzing data; transcription; calculator, and computer operation; typing; extensive reading and visual inspection

Additional Requirements

• Successfully complete a criminal background check