Assistant Dean of Enrichment Programs Job Description
Organization: ESF Dream Camp After-School Enrichment Program
Position Title: Assistant Dean of Enrichment Programs
Location: ESF Headquarters in Bryn Mawr, PA, plus travel to Philadelphia area program host schools
Reports To: Director of Expanded Learning Programs
Position Type: Full-Time Leadership Position
Position Overview
The Assistant Dean of Enrichment serves as the instructional and operational leader for ESF Dream Camp’s After School Enrichment Program. This role will oversee the development, implementation, evaluation, and continuous improvement of high-quality enrichment programming across multiple sites.
This role is responsible for ensuring alignment with the mission of ESF Dream Camp. We seek to foster student engagement, academic growth, creativity, leadership development, and social-emotional learning through safe, structured, and engaging after-school environments.
The Assistant Dean of Enrichment provides strategic leadership to site directors, enrichment staff, and external partners while building systems that promote program quality, accountability, and staff development.
Core Responsibilities
- Program Leadership & Vision
- Develop and lead a comprehensive vision for enrichment programming.
- Design engaging student-centered experiences that support whole-child development.
- Ensure programming reflects student interests, school culture, and community needs.
- Create systems to promote consistency and excellence across all program sites.
- Support the expansion of innovative enrichment opportunities including: STEM, Culinary Arts, Sports & Wellness, Arts & Music, and Leadership Development.
- Instructional Quality & Program Evaluation
- Lead implementation of observation frameworks to assess program effectiveness.
- Conduct regular site visits to monitor instructional quality and student engagement.
- Utilize data collection systems to identify trends, strengths, and growth areas.
- Evaluate enrichment programming using key indicators such as: Student Engagement, Facilitation & Classroom Management, Staff Professionalism, Program Culture & Climate.
- Provide real-time coaching and actionable feedback to staff and partners.
- Analyze student, staff, and principal feedback to guide programming decisions.
- Staff Leadership & Development
- Supervise and support site directors, enrichment instructors, and external partners.
- Lead onboarding, training, and professional development sessions for staff.
- Develop systems for staff accountability, communication, and feedback.
- Facilitate coaching conversations focused on: Behavior management, Student engagement strategies, Transition management, and Relationship-building.
- Create staff reflection and feedback structures including: Weekly check-ins, Friday reflection huddles, and Observation debriefs.
- External Partner Management
- Recruit, manage, and evaluate enrichment vendors and community partners.
- Build strategic partnerships that expand student opportunities.
- Coordinate external enrichment schedules, contracts, logistics, and communication.
- Ensure partners align with ESF Dream Camp expectations for quality, professionalism, and student safety.
- Student Engagement & Program Culture
- Foster positive, inclusive, and engaging after-school environments.
- Develop systems that encourage student voice and leadership.
- Implement feedback protocols including: Fall/Winter/Spring surveys with students, staff, Site Directors & Principals.
- Promote strong student participation through engaging programming.
- Support behavior management systems that align with school-day expectations.
- Operations & Administrative Leadership
- Coordinate daily program operations across multiple school sites:
- Scheduling
- Enrollment, Attendance, and Revenue systems
- Developing enrollment growth and retention strategies.
- Conducting Invite-to-Return campaigns.
- Managing outstanding family balances and payment concerns.
- Coordinating financial aid and principal-funded enrollment.
- Manage and monitor individual site budgets.
- Materials distribution
- Family communication
- Vendor scheduling
- Food program (Nutritional Development Services)
- Ensure compliance with school, district, and organizational policies.
- Support safe and organized program transitions and dismissal procedures.
- Maintain accurate program documentation and reporting systems.
- Human Resources:
- Hiring and daily staffing
- Coordinating offer letters, I-9 documentation, and onboarding
- Managing employee corrective actions and terminations
- Developing recruiting pipelines
- Establishing payroll accuracy and workforce management controls
- Technology:
- Developing and maintaining the After-School Enrichment’s Central Hub and SharePoint resources.
- Supporting operational systems including UKG, Bravo, HubSpot, etc...
- Managing technology access, devices, passwords, and digital resources.
- Developing standardized operational templates and digital tools.
- Family & School Partnerships
- Build strong relationships with principals, school staff, and families.
- Communicate regularly with school leadership.
- Support family engagement opportunities; e.g. showcases and special events.
- Special Events & Showcase Leadership: Lead planning and execution of large-scale enrichment experiences including:
- Culinary Jr. Chef World Championships
- Student showcases and performances.
- Community engagement nights
Qualifications
- Education: Bachelor’s degree required. A degree in Education (or related field) is preferred.
- Experience: We are looking for experience teaching and working with children and youth.
- Previous experience in classroom teaching, fieldwork, or a minimum of three (3) years after-school program experience
- Previous experience working with children and youth in a school, after-school, camp, or similar setting is preferred.
- Leadership Background:
- 3-5 years’ leadership and staff supervision experience required.
- Performance management experience is preferred.
- Operations: Proven capability and experience in running an educational, recreational, or camp-based program.
- Recruiting & Hiring: Prior recruiting/hiring experience with a service, education or sports-focused organization is preferred.
- Project Management: Demonstrated success managing projects, coordinating logistics, and working with multiple stakeholders.
- Organizational Skills: Strong organizational, communication, leadership, and problem-solving skills.
- Community Engagement: Ability to forge and maintain strong relationships with schools and other local community partners for both enrollment and staffing purposes.
- Customer Service: Demonstrated experience in customer service, with a strong focus on relationship building and customer satisfaction.
- Budget: Experience managing budgets, vendors, events, or operational resources.
- After-School Program Locations: Ability to oversee and travel to multiple after-school program locations.
Additional Responsibilities:
- Push/pull, lift, and carry a minimum of thirty-five (35) pounds across campus. Work outside, upright, and mobile for six (6) to eight (8) hours per day.
- Respond to emergencies, including running (up to 1 mile in some cases) and ascending stairs without undue exertion.