Director of Summer and Auxiliary Programs

Position Overview

The Webb School seeks a highly organized, detail-oriented, and entrepreneurial Director of Summer and Auxiliary Programs. This newly created position reports directly to the Head of School, works closely with the Chief Financial Officer, and serves on the school's Leadership Team.

The Director will be primarily responsible for the development, oversight, and management of all summer programs and facility rentals, while also providing leadership for other auxiliary initiatives that enhance Webb's mission, community engagement, and visibility. This role is vital in creating enriching experiences for students and families, generating mission-aligned revenue, and expanding Webb's reach as a 12-month educational community.

Key Responsibilities

Summer Programs

Create, develop, organize, and run all summer programs offered by the school, including academic, athletic, enrichment, and residential experiences. Lead new program development through ideation and collaborative generation of ideas that leverage the intellectual and physical assets of the school. Enhance and expand summer program offerings aligned with Webb's mission to meet the physical, emotional, intellectual, and social needs of current and prospective participants. Liaise with external vendors interested in offering summer programs on campus, ensuring quality and alignment with Webb's values. Provide supervision and oversight of all summer programs, addressing issues or concerns promptly and effectively. Establish and maintain program policies, procedures, and behavioral expectations that ensure safe, engaging, and mission-centered experiences. Recruit, hire, train, and supervise seasonal staff, ensuring high performance and professional development opportunities. Gather feedback from families and participants to continuously evaluate and enhance program offerings.

Facility Rentals

Manage all facility rental agreements, including negotiations on liability, costs, and terms. Develop and oversee a comprehensive facility rental strategy that maximizes the use of Webb's campus year-round while maintaining alignment with school priorities. Support academic and athletic departments in coordinating space usage for rentals. Maintain a master calendar that tracks all facility bookings and activities in coordination with school operations. Collaborate with the maintenance and cleaning teams to ensure facilities are prepared for rentals and restored afterward. Work closely with the CFO to determine pricing strategies and manage contract negotiations.

Strategic Leadership & Collaboration

Serve as an entrepreneurial leader on the Leadership Team, contributing to Webb's broader vision as a 12-month educational community. Cultivate partnerships with organizations and community stakeholders to enhance program opportunities and outreach. Collaborate with the Admissions Office to position summer programs as a pipeline for student recruitment and family engagement. Partner with the Communications and Marketing team to develop and implement integrated marketing strategies for summer programs and facility rentals.

Financial Oversight

Develop and manage budgets for summer programs and facility rentals, meeting or exceeding revenue targets. Monitor financial performance and adjust operations as needed to optimize outcomes. Collaborate with the CFO on staffing models, pricing strategies, and vendor contracts.

Administration & Compliance

Streamline registration and rental processes through effective systems and record-keeping. Provide regular reports on enrollment, rental activity, and financial results to the Head of School and CFO. Ensure compliance with health, safety, and legal requirements for all programs and facility uses.

Desired Qualifications

Bachelor's degree in Education, Business, or related field (advanced degree preferred). Proven experience in organizing and managing summer programs and/or auxiliary services. Strong communication and interpersonal skills to work effectively with internal departments, vendors, and clients. Excellent organizational abilities with keen attention to detail and the ability to manage multiple priorities in a fast-paced environment. Demonstrated negotiation and contract management skills. Financial acumen, with experience in developing and managing budgets. Proficiency in Google Workspace, Excel, and program/registration management systems. Professional integrity, adaptability, and a collaborative leadership style. Must successfully complete a background check.