Childcare Regional Director

Join Our Dynamic Team as a Regional Director Multi-Site Childcare Programs!

Location: Multiple sites across Connecticut
Salary: $45,000 $50,000 annually
Reports To: Senior Leadership
Direct Reports: Program Site Staff

Featured Benefit: Employer-Paid Childcare

Healthy Kids Programs provides childcare for school-age children (ages 5 12) enrolled in our program on the days and during the hours you work. Employer contributions cover the cost of care, so you can focus on your job while your child participates in a safe, structured, and engaging program, all without needing to arrange outside care.

Join Healthy Kids Programs

Healthy Kids Programs is a rapidly growing provider of Early Learning, Before & After School, and Summer Camp programs. Serving over 100 locations across New York and expanding into new regions, we are a certified benefit corporation committed to making high-quality, accessible childcare a reality for today’s families while creating meaningful career pathways for our team.

Recognized as one of Inc. 5000’s Fastest-Growing Companies, Healthy Kids Programs offers a collaborative, mission-driven workplace where leaders are empowered to grow, innovate, and make a real impact.

Why You’ll Love This Role:

Make a Difference: Lead programs that truly impact the lives of children and families, fostering their growth and development.
Join a Fast-Growing Organization: Be a part of our expanding mission to provide exceptional childcare across multiple states, with plenty of opportunities for professional advancement.
Collaborative Environment: Work alongside a dedicated, mission-driven team that shares your passion for nurturing and educating young minds.
Career Growth: Enjoy numerous opportunities for professional development as we expand our regional programs.

About the Role:

Healthy Kids Programs is looking for a seasoned Regional Director to lead our multi-site childcare operations throughout Connecticut. In this key leadership position, you will drive program quality, guide and support site directors, and ensure adherence to all CT Office of Early Childhood (OEC) regulations. You will also build and sustain positive relationships with families, staff, and the communities we serve.

Key Responsibilities:

Provide leadership and strategic direction for Before & After School and Summer Camp programs operating across more than nine licensed locations.
Hire, onboard, mentor, and evaluate site directors and team members, ensuring all staff satisfy OEC requirements while maintaining exceptional standards of care.
Monitor and enforce compliance with OEC licensing guidelines, including proper ratios, safety protocols, supervision practices, and overall program quality.
Perform routine site evaluations to assess performance, ensure consistency, and authorize purchasing of program materials and supplies.
Oversee workforce management, including scheduling, attendance tracking, performance coaching, professional development, and disciplinary actions when necessary.
Partner with executive leadership to strengthen program offerings, support regional growth, and introduce new initiatives.
Manage financial performance, with emphasis on payroll control and efficient allocation of resources.
Foster and maintain strong relationships with school partners, families, and regulatory bodies.
Assist with outreach efforts, including marketing, enrollment processes, and community involvement initiatives.

Requirements
Qualifications:

Associate’s or Bachelor’s degree (Early Childhood Education or related field preferred).
2+ years of experience working with children under 13 (licensed childcare experience preferred).
5+ years of supervisory experience, including staff and operations management.
Head Teacher Certification for School Age students
Connecticut Director’s Credential (or completion of Administration and Supervision of Early Childhood Programs)
Knowledge of CT Office of Early Childhood Regulations (OEC) and best practices.
Experience with HR and payroll platforms, as well as registration and attendance tracking systems.
Proficiency in Microsoft 365 (Outlook, Excel, Word, Teams), with the ability to analyze data, manage reporting, and support cross-functional communication.
Strong leadership, communication, and organizational skills.
Must pass all OEC-required background checks, be medically fit, and maintain current CPR and First Aid certifications.
Valid driver’s license is required.
Benefits:

Employer-Paid Childcare for school-age children (ages 5-12) enrolled in our program on the days and during the hours you are working for us
Comprehensive Medical, Vision, and Dental Insurance.
AFLAC Supplemental Plans.
401(k) for eligible employees.
Paid Holidays, PTO, and Sick Leave.
Robust Career Development and Growth Opportunities.

This is a high-impact leadership opportunity for a motivated professional ready to shape regional programs, support teams, and help expand Healthy Kids Programs’ mission across Connecticut.

Healthy Kids Programs is an equal opportunity employer. We are committed to fostering diversity, equity, and inclusion and prohibit discrimination based on race, color, sex, religion, sexual orientation, national origin, disability, genetic information, pregnancy, or any other protected characteristic. Hiring decisions are based solely on qualifications, merit, and business needs.