Director of Student and Family Services - 2026-2027

Winchester Public Schools

• $120K — $185K *
Education, Government & Non-Profit
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • Virginia Postgraduate Professional license with endorsement in educational administration required; Doctoral degree preferred.
  • Minimum of five years of successful teaching and administrative experience at the school level.
  • Strong leadership abilities with proven effectiveness in education administration.
  • Excellent communication skills, both written and verbal.
  • Knowledge of instructional program management and continuous quality improvement principles.

Responsibilities

  • Provide leadership for student services aligned with strategic goals.
  • Oversee student discipline, attendance, and mental health programs.
  • Lead the implementation of restorative practices and positive behavioral interventions.
  • Supervise Student Services staff and coordinate with school leaders.
  • Act as the Superintendent's designee for student hearings and Title IX matters.
  • Ensure compliance with state laws and reporting requirements related to student services.
  • Collaborate with families and community agencies to support student success.

Benefits

  • Support from a team of approximately 700 full-time employees.
  • Access to a picturesque location in the Shenandoah Valley.
  • Opportunity to influence student wellness programs across several schools.
  • Engagement with diverse populations and community organizations.
Full Job Description
Summary:

The Director of Student and Family Services provides leadership and management for the overall functions of student services to include student attendance, behavior, well-being, homeschooling, residency transfers, and social, emotional, academic, and physical wellness. This position will work with the WPS Cabinet, student services staff, school leaders, and community organizations to ensure a comprehensive, well-coordinated network of practices and programs to benefit students and families.

Essential Functions:
  • Provides division-wide leadership for student services aligned to the division's mission, vision, and strategic goals.
  • Oversees student discipline, attendance, mental health, wellness, alternative education programs, and secondary athletics.
  • Leads implementation of restorative practices, trauma-informed care, and positive behavioral interventions to improve school climate.
  • Supervises Student Services staff and coordinates supports with school leaders and central office departments.
  • Serves as the Superintendent's designee for student hearings and Title IX matters.
  • Ensures compliance with state law, School Board policy, and reporting requirements related to student services.
  • Supervises all Parent Liaisons and Behavior Technicians
  • Collaborates with families, schools, and community agencies to support students and manage transitions.
  • Develops budgets, policies, and reports to inform leadership and School Board decision-making.

Qualifications:

Possess a Virginia Postgraduate Professional license with an endorsement in educational administration. Doctoral degree preferred. Minimum of five years of successful teaching and administrative experience at the school level. The position requires outstanding personal and professional characteristics; dynamic and proven leadership; ability to work effectively with school personnel and members of the community; superior writing and speaking skills; knowledge of learning theory, program planning; curriculum development and management of instructional programs; and knowledge of principles and concepts for continuous quality improvement in education.

Location:

Winchester Public Schools is comprised of one high school, one middle school, one intermediate school, and four elementary schools including a Pre-K program, and one alternative education program serving over 4,300 students, supported by approximately 700 full time employees. Winchester is situated in the picturesque Shenandoah Valley of Virginia, 65 miles northwest of Washington, D.C. Its location, rich history, and diverse economic base make it an attractive community in which to live.

Knowledge and skills:

Comprehensive knowledge of best practices in education, student discipline/safety, child development, mental health, and substance abuse; thorough knowledge of evaluation protocols; knowledge of supervisory and managerial policies and practices; ability to manage complex projects with multiple components; excellent verbal and written communication skills; strong organizational skills; ability to work with a diverse population; ability to establish and maintain effective working relationships; ability to prepare reports and to present and interpret statistical data in clear and concise form; ability to use a variety of software packages including word processing, presentation, spreadsheet programs and database programs.

Education and Experience:

Master's degree in Educational Leadership, School Counseling, or closely related field is required. A minimum of five years in school-level administration, division-level administration, or in an administrative student services related role is required. Experience with elementary and secondary students is preferred.

Physical Demands and 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. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

Duties performed typically in settings to include: Central/City office and schools/departments throughout the division/city. Job is primarily sedentary work. Occasional walking, stooping, standing, squatting, lifting, up to approximately 30 pounds, and occasional lifting of equipment and/or materials weighing up to approximately 40 pounds may be required. Other limited physical activities are required. Vocal communication is required for expressing or exchanging ideas by means of the spoken word; hearing is required to perceive information at normal spoken word levels. Visual acuity is required for preparing and analyzing written or computer data, determining the accuracy and thoroughness of work, and observing general surroundings and activities. The worker is subject to inside environmental conditions. Regular contact with city/school employees is required.

Work Environment:

The work environment characteristics described here are representative of those an employee encounters while performing the essential functions of this job. The employee typically works indoors in a heat and cold controlled environment. The noise level is usually quiet to moderate office noise. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

Salary:

Commensurate with experience. Range is $120,510 - $185,583; salary includes payment for Master's Degree. An Doctorate stipend is available for those who qualify.

Workday:

Full time/ 12 month/ 260 Days

Start Date:

Upon Hire

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