Early Childhood Education Regional Director

About Milestone Education:

Milestone Education is a passionate and forward-thinking community of educators, administrators, and professionals dedicated to shaping the future by nurturing young minds. With a growing national presence, we proudly operate a diverse network of schools across the country, focused on delivering high-quality, student-centered education.  

As a new and dynamic education management company, Milestone is setting a new standard for school operations. We bring fresh, results-driven approaches to leadership, accountability, and programming, reimagining what exceptional education looks like in communities nationwide.  

We are committed to creating inclusive, welcoming environments where every student can learn, grow, and thrive, regardless of their background.  

Regional Director – Early Childhood Operations (North & South Carolina) 

 Position Summary: 

The Regional Director (RD) is a critical operational leader responsible for overseeing the daily business performance of up to 10 early childhood education schools across North and South Carolina. Focused on operational execution, staffing, compliance, and enrollment growth, the RD ensures that each school delivers consistent, high-quality service while meeting financial, regulatory, and performance goals. The RD directly supports school Principals, visiting campuses regularly and driving accountability across all aspects of operations. 

Key Responsibilities: 

• Oversee day-to-day operations across multiple school sites, ensuring consistent execution of company standards.
• Support school Principals in managing staffing levels, scheduling, parent communication, and daily business operations.
• Monitor and drive key operational KPIs, including enrollment, re-enrollment, tour conversion, staffing ratios, compliance outcomes, and parent satisfaction.
• Serve as the first point of contact for urgent operational issues, partnering with HR, Facilities, Compliance, and Enrollment teams to resolve problems quickly.
• Lead compliance efforts in coordination with central teams, ensuring schools meet or exceed all regulatory, health, and safety standards in North and South Carolina.
• Coach and develop school leaders through regular site visits, performance reviews, and operational audits.
• Guide schools in executing company initiatives such as seasonal programs, re-enrollment campaigns, and operational playbooks.
• Review and approve supply purchases, CapEx needs, staffing plans, and operational expenses in alignment with budget targets. 

 Qualifications: 

• 3–5 years of multi-unit operations leadership experience, preferably in education, healthcare, retail, hospitality, or other service-based industries.
• Proven ability to lead multiple locations, manage frontline leaders, and drive business results through others.
• Strong operational and business acumen; ability to use data to drive decisions and accountability.
• Experience with compliance oversight, audits, or managing regulated environments strongly preferred.
• Must reside in North or South Carolina, with the ability to travel daily within the assigned territory. 

 Preferred Traits: 

• A proactive leader who can set clear expectations, hold teams accountable, and motivate high performance.
• Comfortable navigating ambiguity and solving problems in fast-paced environments.
• Confident in leading change, influencing across departments, and supporting frontline managers through hands-on coaching.
• Detail-oriented with strong follow-through and commitment to delivering operational excellence.