Career Opportunities

Job Overview 

We are seeking new Montessori Mentors who are Nido, Toddler, and/or Children’s House education experts for our Programs Support Team. Montessori Mentors are key members of our Programs Support Team, which ensures that Higher Ground’s best-in-class Montessori programs are effectively implemented at scale across all of our schools. We are specifically seeking Montessori Mentors whose roles will focus on in-person support at our schools, traveling regularly to schools across the country or within a specific Guidepost region. 

Reporting Structure 

Montessori Mentors report directly to a Senior Director of Programs Support, and work alongside the rest of our Programs Support Team to support Guides and schools in bringing high quality Montessori programming to their classrooms, children, and families. 

Core Responsibilities 

• Provide in-person support to Guides on Guidepost campuses.

• Mentor and coach a caseload of Guides.

• Support School Program Quality.

• Support the Programs Support Team.

Other Potential Responsibilities: 

• Propose, design, and deliver professional development learning opportunities for Montessori Guides for our teacher training institute, The Prepared Montessorian.   

• Support parents of Montessori children and leading discussions, trainings, events aimed towards Montessori-aligned parenting. 

Qualifications and Traits

Education and certifications 

• Bachelor’s degree in education or a related field 

• Montessori certification (Prepared Montessorian Institute, AMI, or AMS preferred) 

• At least 3+ years of experience successfully leading a Montessori classroom 

Note: We are seeking experts in ages 0-3, 3-6, or ideally 0-6. 

Skills and mindsets 

• Highly skilled Montessori educator with a keen understanding of high-fidelity Montessori methods, including ability to identify gaps in and the highest-leverage actions to improve Montessori classrooms 

• Passion about the Montessori method, with particular alignment to the Guidepost Montessori approach 

• Strong growth mindset and problem-solving approach 

• Excellent written and oral communication skills, with detail orientation 

• Ability to deliver direct feedback and hold difficult conversations 

• Comfort with ambiguity, filling gaps, and quickly shifting gears, with a “get it done” mentality 

• Comfort with technology as a tool to support educators 

Role characteristics:

Since a key aspect of this role is providing on-site support to Guides, it requires an ability and willingness to: 

• Travel 75-80% of the time to Guidepost campuses around the country and occasionally work hours across U.S. time zones, OR 

• Be located in the Chicago area with a focus on in-person support largely in our 10+ Chicago-area campuses with occasional additional travel outside of Chicago.

We offer:

• A passionate and supportive team that is hungry to grow and become leaders in our industry

• Remote work

• A competitive salary

• Health, dental, and vision insurance

• Paid time off and paid holidays

• 100% tuition discount for two children at any school within our network

• A network of supportive peers and mentors who regularly share best practices

• Career growth and promotion opportunities