School-Age Childcare Regional Director

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Portland, ME, USA
In-Office
45K-50K
Mid level
Kids + Family • Social Impact
The Role
Leads multi-site childcare programs across New Hampshire, Vermont, and Maine. Responsibilities include managing field and site leaders, staffing, scheduling, payroll oversight, enrollment growth, licensing compliance, program quality, budgets, and district partnerships. The role involves coaching teams, addressing performance issues, conducting site visits, supporting contract renewals, and ensuring consistent operational standards across locations.
Summary Generated by Built In

Description

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

Location: Multiple sites across New Hampshire, Vermont, And Maine
Salary: $45,000 – $50,000 annually
Reports To: Executive Director
Direct Reports: Multi-Site Directors, Site Directors, Program Site Staff

Job Status: Full-Time, Exempt

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.

About the Role

The Regional Director owns everything that happens across their region. They build and lead a team of field leaders, drive execution and accountability toward achieving enrollment goals, hold every site to state licensing standards, and serve as Healthy Kids Programs’ primary point of contact with school districts at the leadership level. This is a high-accountability, high-visibility role for someone who thrives on building teams and managing complexity across multiple states.

What Success Looks Like:

  • Staffing: Sites are staffed with qualified, engaged employees, turnover is managed effectively, and future leaders are being developed.
  • Enrollment: Regional enrollment goals are met or exceeded, with consistent accountability and follow-through.
  • Compliance: Sites remain compliant with state licensing requirements and inspection ready.
  • District Partnerships: District leaders view HKP as a trusted partner, with contracts renewing and expanding and concerns addressed promptly.

Key Responsibilities:

Staffing & Leadership

  • Lead hiring, onboarding, coaching, and development of regional field leaders.
  • Set clear expectations and maintain consistent communication.
  • Address performance concerns and partner with HR on escalated matters.
  • Build a strong leadership pipeline and regional culture aligned with HKP’s mission and values.

Payroll, Labor, & Scheduling

  • Ensure staffing levels meet required ratios while managing labor costs effectively.
  • Review timecards and monitor payroll for accuracy and efficiency.
  • Support effective scheduling, minimize unnecessary overtime, and communicate changes proactively.
  • Ensure payroll and scheduling systems are used accurately and consistently.

Enrollment & Program Quality

  • Drive regional enrollment goals and respond to performance trends.
  • Provide coaching and operational support to underperforming sites.
  • Monitor re-enrollment and family engagement.
  • Partner with marketing and registration teams on enrollment efforts.
  • Conduct regular site visits to evaluate program quality, engagement, and compliance.

State Licensing Compliance

  • Ensure all sites maintain current state licensing and required credentials.
  • Monitor compliance with ratios, records, safety protocols, and environmental standards.
  • Respond to licensing concerns and agency inquiries promptly.
  • Stay informed of regulatory changes and communicate updates to field leaders.
  • Maintain a culture of consistent compliance.

District Partnerships

  • Serve as a primary leadership contact for district-level partners.
  • Build and maintain strong district relationships.
  • Address concerns and escalations professionally and promptly.
  • Support contract renewals and expansions.
  • Represent HKP at district meetings, board presentations, and community events as appropriate.

Requirements

What We’re Looking For:

  • 3–10 years of management experience, ideally in multi-site or multi-location operations
  • Background in youth development, K–12 education, or a related field
  • Proven track record leading teams across multiple locations
  • Experience managing external institutional relationships (district, government, or similar partners)
  • Strong financial acumen; comfortable managing budgets and analyzing performance data
  • Bachelor’s degree preferred; Early Childhood Education or related field a plus

Who You Are:

  • A systems thinker who manages complexity without losing sight of the details that matter
  • A relationship-builder who earns trust quickly and keeps it under pressure
  • A direct, accountable leader who holds their team to high standards and supports them to get there
  • Comfortable in a fast-paced, growing organization where priorities shift
  • Highly organized with strong follow-through
  • Must pass a full background check including fingerprinting and reference checks

Key HK Executive Skills — Bringing Your “A-Game” Means You Excel in All Three:

  • Relationship with your job: Focus on results, not excuses. Purpose driven.
  • Relationship with others: Motivating, positivity, leadership.
  • How you handle yourself: Empathy, professionalism, G-rated work environment.

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.
  • On-demand pay – access earned wages before your scheduled payday for added financial flexibility
  • Career Development and Growth Opportunities.

About Healthy Kids Programs
Healthy Kids Programs is more than a childcare provider. We’re shaping the future of childcare. As one of Inc. 5,000’s fastest-growing organizations, we offer Early Learning, Before and After School, and Summer Camp programs across more than 150 locations. As a certified benefit corporation, our mission is to make childcare accessible and affordable for today’s families while positively impacting the communities we serve.

Why Join Healthy Kids Programs?
At Healthy Kids Programs, our people are at the heart of everything we do. We create supportive and engaging environments where team members feel valued, empowered, and excited to grow. When you join our award-winning team, you become part of a community that values purpose, professional development, and meaningful work. If you are passionate about working with children and making a difference, Healthy Kids Programs is the place to build your career.

Learn more about working with us: https://www.healthykidsprograms.com/workwithus

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.

Note: This is a unified baseline job description. State-specific postings may include additional requirements, including compensation ranges, regulatory bodies, and required credentials, that supplement or supersede elements of this document.

Skills Required

  • 3-10 years of management experience, ideally in multi-site or multi-location operations
  • Background in youth development, K-12 education, or a related field
  • Proven track record leading teams across multiple locations
  • Experience managing external institutional relationships, such as district, government, or similar partners
  • Strong financial acumen, including comfort managing budgets and analyzing performance data
  • Bachelor's degree
  • Early Childhood Education or related field
  • Must pass a full background check, including fingerprinting and reference checks

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The Company
200 Employees
Year Founded: 2007

What We Do

Healthy Kids Programs is a rapidly growing provider of high-quality childcare services, offering Early Learning, Before and After School, and Summer Camp programs. With over 150 locations, the company focuses on creating safe and supportive environments where children can grow and build confidence. Their mission is to build a place where every child thrives and families flourish through innovative programming and collaborative partnerships.

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