EDUCATIONAL SUPERVISOR (HST)

Job DescriptionJob Description GENERAL DESCRIPTION:Provide direct supervision, coaching, leadership, and operational support to educational staff including Head Start Teachers, Teacher Assistants, and Floaters to ensure the effective implementation of high-quality educational services across assigned centers. This position is responsible for monitoring classroom operations, employee performance, staff accountability, classroom management practices, and compliance with Head Start Performance Standards, organizational policies, and educational procedures. This role focuses on strengthening instructional practices, implementing performance improvement strategies, supporting professional development, and promoting operational consistency throughout the education service area.ESSENTIAL JOB DUTIES AND RESPONSIBILITIES: Supervise and support Early Head Start Teacher, Head Start Teachers, Teacher Assistants, and Floaters to ensure effective classroom operations and high-quality educational services.Coordinate, prepare, and facilitate onboarding and orientation sessions for newly hired teachers, teacher assistants, and floaters related to Creative Curriculum implementation, classroom expectations, lesson planning, child development practices, and educational procedures to ensure consistency and compliance across classrooms.Conduct regular classroom observations, walkthroughs, and performance monitoring to ensure compliance with program expectations, classroom procedures, and Head Start Performance Standards.Provide reflective supervision, coaching, guidance, and technical assistance to educational staff based on identified classroom and employee needs.Develop and implement performance improvement strategies to strengthen classroom quality, instructional practices, and employee effectiveness.Monitor staff professionalism, classroom management practices, teacher-child interactions, and implementation of educational procedures.Review and monitor lesson plans, classroom documentation, and educational records to ensure compliance and quality implementation.Ensure classrooms maintain developmentally appropriate learning environments, materials, supervision practices, and safety procedures.Collaborate with interdisciplinary teams including ERSEA, Health, Nutrition, Mental Health, Disabilities, Family Services, and Human Resources to support comprehensive child and family services.Monitor and support completion of required screenings, assessments, observations, and child documentation requirements.Support educational staff in understanding child outcomes data and implementing classroom improvement strategies.Ensure implementation of individualized supports and accommodations for children with disabilities in collaboration with appropriate specialists.Address classroom concerns, staffing challenges, employee performance issues, and operational needs in a timely and professional manner.Support onboarding, training, mentoring, and professional development efforts for educational staff.Conduct team meetings and maintain effective communication with staff to ensure alignment with organizational goals and educational expectations.Promote positive relationships with families and support family engagement initiatives when required.Participate in case conferences, interdisciplinary meetings, monitoring reviews, and organizational improvement initiatives.Ensure accurate implementation of systems related to attendance, child files, documentation, timekeeping, classroom records, and reporting requirements.Monitor classroom supply needs, learning materials, and operational resources to support classroom effectiveness.Maintain confidentiality regarding children, families, employees, and organizational information.Fulfill mandatory reporter responsibilities in accordance with child abuse and neglect reporting requirements and organizational policies.Demonstrate commitment to the organization’s mission, vision, values, and service philosophy.Perform any other duties assigned by supervisors that are reasonably within the scope of the position.SUPERVISION:Provides direct supervision and ongoing support to Head Start Teachers,Early Head Start Teacher, Teacher Assistants, and Floaters to ensure effective classroom operations and high-quality educational services.Establishes action plans that promote employee growth, accountability, behavioral development, and performance improvement.Conducts regular classroom observations, coaching sessions, and performance follow-ups to support employee development and classroom quality.Develop strategies and action plans to address classroom challenges, improve employee performance, and strengthen educational outcomes.Completes performance evaluations accurately and within established timelines, identifying strengths, development opportunities, and corrective action needs when applicable.Promotes and maintains a positive work environment where collaboration, professionalism, communication, accountability, and teamwork are encouraged.Effectively communicates operational expectations, classroom procedures, organizational priorities, and critical situations to educational staff.Addresses performance concerns in a timely, objective, and fair manner through coaching, reflective supervision, corrective actions, and disciplinary processes in accordance with Program Policies and Procedures, Equal Employment Opportunity (EEO) requirements, and applicable Head Start regulations.Supports hiring, onboarding, scheduling, mentoring, supervising, evaluating, and ensuring the completion and accuracy of all work performed by direct reports.Collaborates with interdisciplinary leadership teams to strengthen communication, classroom quality, operational consistency, and overall program effectiveness.REQUIRED EXPERIENCE, EDUCATION, SKILLS, AND KNOWLEDGE: Bachelor’s Degree in Early Childhood Education, Education, or a related field required.

Candidates must possess a minimum of three (3) to five (5) years of experience working within an early childhood education environment, preferably within Head Start or Early Head Start programs. Supervisory, coaching, leadership, classroom management, or employee performance management experience is strongly preferred.The ideal candidate must demonstrate strong leadership, organizational, communication, and problem-solving skills with the ability to supervise multiple classrooms and effectively support educational staff. Knowledge of Head Start Performance Standards, classroom operations, child development principles, reflective supervision practices, and interdisciplinary collaboration is preferred.Proficiency in Microsoft Office, ChildPlus, educational data systems, and documentation management is required.

Bilingual communication skills in English and Spanish are preferred. The position requires a valid driver’s license, reliable transportation, and the ability to travel between assigned centers as needed.PHYSICAL REQUIREMENTS & WORK ENVIRONMENT:Ability to sit, stand, walk, bend, and move frequently between classrooms and assigned centers.Ability to conduct classroom observations, walkthroughs, employee supervision activities, and coaching sessions.Ability to communicate effectively both verbally and in writing with employees, families, and interdisciplinary teams.Ability to frequently use computers, tablets, documentation systems, and educational data platforms.Ability to analyze classroom data, employee performance, documentation, and operational reports.Ability to occasionally lift, carry, push, or move items up to 25 pounds.Ability to travel between assigned centers and operational locations as required.Ability to work in classroom, office, and center-based environments with moderate to occasionally high noise levels.Work environment includes frequent interaction with children, families, educational staff, and interdisciplinary teams in fast-paced educational settingsORGANIZATIONAL COMPETENCIES:LEADERSHIP: Ability of each individual to contribute to the organization’s strategic alignment by acting in an agile, people-centered, and strategic manner. It involves fostering a resilient and participative culture, making evidence-based decisions, and proactively adapting to changes in the environment, regardless of the role held.DETERMINATION: Ability to act with broad vision, creativity, and courage, grounding actions in reliable data and rigorous analysis.

It promotes a culture of responsible autonomy, informed decision-making, and continuous improvement, where each individual assumes their role with commitment, protects the organizational purpose, and seeks innovative solutions that transform reality.COLLABORATION: Ability to build and maintain trusting relationships within and outside the organization by aligning efforts, generating synergies, and strengthening a shared vision. It involves teamwork, effective communication, and strategic cooperation to maximize collective impact.FINANCIAL RESPONSIBILITY: Ability to manage financial and non-financial resources ethically, efficiently, and strategically within the workplace. Each individual contributes to collective wellbeing and organizational sustainability by ensuring that decisions and actions are aligned with the mission of service, maximizing impact while avoiding unnecessary use of resources.

ORGANIZATIONAL VALUES:CREATIVITY: We promote an environment where new ideas flourish, encouraging imagination, curiosity, and the ability to create solutions that transform lives and communities.JOY: We live each day with enthusiasm and optimism, recognizing joy as a force that inspires, motivates, and builds genuine connections among people.INTEGRITY: We act with transparency, ethics, and consistency at all times. Our commitment is to do what is right, even when no one is watching, serving as an example for future generations.INNOVATION: We continuously adapt and evolve, seeking innovative and effective ways to positively impact the lives of our participants, families, and communities.PASSION FOR SERVICE: Our vocation is transformation. We serve with dedication, empathy, and deep commitment to the children, youth, and families of Puerto Rico because we believe in their potential.WELLBEING: We promote balance between mind, body, and emotions as the foundation for full development.

We foster healthy and safe environments that encourage self-care, mental health, and collective wellbeing.DISCLAIMER: Due to the nature of the position and potential changes in the requirements established by the Office of Head Start, the information presented describes the general nature and level of work expected of employees within this classification. It is not intended to contain, nor should it be interpreted as, an exhaustive inventory of all duties, responsibilities, qualifications, and objectives required of employees assigned to this position. We are an equal opportunity employer committed to creating a diverse and healthy workplace.