Montessori School Leader: Enrollment & Operations

Guidepost Montessori; Chicago, Northern (IL, KY); Hybrid; USD 50,000 - 60,000; Full time

Benefits offered by this job

Health, dental, and vision insurance

Paid time off and paid holidays

75% tuition discount for two children

Competitive salary 50k-60k

Job summary

Guidepost Montessori in Downtown Chicago seeks experienced School Leaders to join our network and lead campus teams with a focus on enrollment, family engagement, and operational excellence.

Ideal candidates have a background in early childhood education or operations, are highly organized, and comfortable using CRM and billing systems. We offer competitive salaries, benefits, and a 75% tuition discount for two children within our network.

Qualifications

• Experience in early childhood education, school operations, admissions, or leadership roles.
• Highly organized and able to manage multiple priorities effectively.
• Enjoy working with families and building strong relationships.
• Communicate clearly and professionally, both verbally and in writing.
• Strong attention to detail and follow-through.
• Comfortable using systems and learning new tools.
• Take initiative and are willing to step in where support is needed.

Responsibilities

• Support a mission-aligned culture on campus reflecting our values.
• Build relationships with families and create a welcoming school experience.
• Lead tours for prospective families and guide them through enrollment.
• Manage enrollment processes, including lead tracking and follow-up via CRM.
• Plan and support community outreach events.
• Oversee day-to-day operations, including billing, supplies, and facilities coordination.
• Respond to family questions with professionalism and care.
• Partner with school and regional leaders to support overall performance and consistency.

Skills

Highly organized

Strong attention to detail

Clear and professional communication

Relationship-building

Education

Experience in early childhood education

Montessori certification (preferred)

Tools

CRM systems

Billing platforms

Job description

Guidepost Montessori in Downtown Chicago seeks experienced School Leaders to join our network and lead campus teams with a focus on enrollment, family engagement, and operational excellence.

Ideal candidates have a background in early childhood education or operations, are highly organized, and comfortable using CRM and billing systems. We offer competitive salaries, benefits, and a 75% tuition discount for two children within our network.