Regional Director – Multi-Site Operations (School-Based Childcare)
About the role
We are seeking a Regional Director to lead operations across 10+ school-based childcare programs in Westchester County. This is a multi-site leadership role responsible for staffing, compliance, program performance, and regional growth. The role is based at Grafflin Elementary School in Chappaqua, NY, and the territory covers Westchester County, NY, with multiple program sites. The salary range is $65,000 – $70,000 annually, with strong growth potential as the organization continues to expand.
The Regional Director will report to the Executive Director and have direct reports of Site Directors and program staff. A featured benefit of this role is employer-paid childcare for children enrolled in the program, available during the days and hours the Regional Director is scheduled to work.
Responsibilities
- Own the performance of 10+ licensed before/after school and summer camp programs
- Recruit, train, and support Site Directors and staff
- Ensure programs are fully staffed, in ratio, and compliant with OCFS regulations
- Manage staffing coverage, payroll, and regional operations
- Conduct regular site visits, coaching, and performance management
- Build strong relationships with school partners, families, and communities
- Support enrollment growth through outreach and engagement
- Partner on new site launches and regional expansion
Qualifications
The ideal candidate will have an Associate’s degree or higher in Early Childhood Education, Education, Child Development, or a related field, with a minimum of 5 years of leadership or supervisory experience in childcare, youth development, or education settings.
- Experience working for a multi-site childcare or youth-serving organization, preferably within a for-profit or growth-oriented environment
- Experience overseeing multiple sites, programs, or teams
- Background in school-age childcare, youth programs, or multi-site service operations
- Experience managing staffing, scheduling, and program performance
- Knowledge of NY OCFS regulations
- Experience with systems such as Paylocity and Playground
- Strong communication, leadership, and organizational skills
- Ability to travel regularly between sites
- Valid driver’s license
Benefits
- Employer-paid childcare for children enrolled in the program, available during the days and hours the Regional Director is scheduled to work
- Medical, dental, and vision coverage
- AFLAC Supplemental Plans
- 401(k) retirement plan for eligible employees
- Paid Holidays, PTO, and sick time
- On-Demand Pay
- Career development and growth opportunities