Jobs · Management · Oregon

Regional Operations Lead

Guidepost Montessori · Portland, OR · 1 mo ago
ManagementFull-time

Overview of the Role

The Regional Operations Lead (ROL) serves as a strategic and hands-on leadership partner supporting schools across the school operations, systems operations, and compliance domains. The role aims to create conditions that allow schools to thrive by strengthening operational consistency, improving systems execution, and ensuring campuses operate in a way that feels organized, reliable, and responsive for both staff and families.

Your Key Areas of Focus

Depending on the size, scope, and growth needs of the region, the ROL may report either to the Regional Manager (RM) or Assistant Regional Manager (ARM). They are responsible for driving strong execution and outcomes within the operations domain at the school-level in close partnership with their direct manager.

Key Job Responsibilities

  • School Operations Leadership
    • Build excellent operational execution skills in school leaders across the region, including staffing coordination, scheduling effectiveness, move-up planning, campus routines, tuition billing practices, and day-to-day operational consistency.
    • Strengthen school-level operational systems, routines, and leadership practices in ways that reduce operational friction and create organized, reliable, and positive experiences for both staff and families.
    • Analyze operational, enrollment, and financial data to identify trends, assess school health, prioritize operational support needs, and drive action-oriented problem solving across schools.
  • Systems Operations & Compliance
    • Ensure data integrity across school systems and platforms, maintaining accuracy, responsiveness, and effective execution at the campus level.
    • Maintain clean and compliant student and staff records, licensing binders, and consistent compliance drills and procedures.
  • Coaching, School Partnership, and Leadership Development
    • Coach school leaders toward stronger operational ownership, decision-making, prioritization, and execution by providing consistent feedback, guidance, accountability, and thought partnership to school leaders and regional team members.
    • Provide clear written communication and follow-up, including visit recaps, action plans, accountability tracking, and operational updates.
    • Serve as a hands-on support partner during urgent, sensitive, or high-impact operational situations.
    • Onboard and develop new leaders, specifically as it relates to school and systems operational leadership, while building strong relationships across schools and central support teams to ensure schools receive timely, coordinated, and effective operational partnership.
  • Regional Partnership & Culture
    • Partner closely with regional and central teams (e.g., School Operations, Finance, Compliance, Facilities) to ensure schools receive coordinated support across operations, systems management, compliance, enrollment planning, and broader school health priorities.
    • Act as a cultural leader who models Guidepost values through professionalism, responsiveness, accountability, operational excellence, and thoughtful leadership across the region.

What You Bring

  • Passion for education and a deep belief in the lasting impact of a strong early childhood experience.
  • Experience in school operations, systems management, compliance, campus administration, or related operational leadership roles requiring strong organization, execution, and problem solving.
  • Experience providing feedback, accountability, and day-to-day guidance to others while helping drive strong operational execution and team effectiveness.
  • Strong organizational and analytical skills with the ability to assess data and balance strategic thinking with hands-on execution.
  • Exceptional relationship-building and hospitality instincts with the ability to build trust quickly, influence across functions, and create warm, welcoming experiences for families and school communities alike.

What we offer

  • Ongoing professional development
  • A network of supportive peers and mentors who regularly share best practices
  • Career growth and promotion opportunities
  • A competitive salary
  • Health, dental, and vision insurance
  • Paid time off and paid holidays
  • 75% tuition discount for two children at any school within our network (we serve children 3 months through 6 years old)

Contact Information

If interested, please apply below
Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation.

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