Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Floating School Admin

$24 - $30 per hour

Guidepost Montessori School at Spruce Tree

Job Description

Job Description

Bring your leadership experience to a school community where it will make an immediate impact.

Guidepost Montessori is seeking an experienced educational leader to join our team as a Floating School Admin Independent Contractor. This is an ideal opportunity for a retired or seasoned school administrator who enjoys mentoring others, building relationships with families, and helping schools thrive, without the demands of leading an entire campus independently.

This role offers the flexibility to step in where you're needed most, covering campuses during maternity leave or other staffing gaps, and supporting schools across a region when the need arises, all while partnering with an experienced Head of School.

About Guidepost Montessori

At Guidepost Montessori, we believe children thrive when they're given the freedom, support, and environment to become confident, capable, and independent learners. Our mission is to expand access to authentic Montessori education by building exceptional schools where children, families, and educators flourish together.

With more than 60 schools across the United States, we're committed to providing high-quality educational experiences while creating welcoming communities for every family we serve.

The Opportunity

As the Floating School Admin, you'll serve as a trusted partner to the Head of School, stepping in to lead daily operations at campuses across the region, whether covering a leave, supporting a school in transition, or filling a temporary leadership gap. You'll ensure an exceptional experience for children, families, and staff wherever you're needed.

We're looking for someone who enjoys solving problems, supporting teachers, connecting with parents, and bringing calm, experienced leadership to a busy school environment. This is a hands-on role where your judgment, professionalism, and ability to build relationships quickly will have an immediate impact.

What You'll Do

  • Partner with Heads of School to oversee daily campus operations, stepping in during maternity leave or other staffing needs across the region
  • Build strong relationships with current and prospective families and guide them through school tours and the admissions process
  • Support enrollment growth by managing inquiries and following up with prospective families in our CRM
  • Foster a positive, collaborative staff culture through coaching and day-to-day support
  • Resolve parent concerns with professionalism, empathy, and sound judgment
  • Coordinate community events and outreach to strengthen family engagement
  • Oversee operational needs such as vendor scheduling, supply orders, billing support, and general campus organization

What We're Looking For

Qualifications

  • Previous leadership experience in an early childhood education or school setting
  • Experience as a School Director, Assistant Director, Principal, Program Director, or similar leadership role
  • A proven ability to lead confidently with minimal direction
  • Strong organizational and operational management skills
  • Excellent communication and relationship-building abilities
  • Experience supporting admissions, enrollment, or customer service
  • Comfortable using technology, CRM systems, and administrative software
  • A collaborative leadership style with a solutions-focused mindset
  • Passion for supporting children, educators, and families

Preferred Qualifications

  • Director Qualified in Early Childhood Education
  • Experience leading a preschool, Montessori, childcare, or private school
  • Familiarity with Montessori education
  • Experience with Salesforce or similar CRM platforms
  • Knowledge of billing or school management software
  • Strong connections within the local community or experience supporting community outreach initiatives

What We Offer

  • The opportunity to make a meaningful impact without carrying sole responsibility for a campus
  • A collaborative leadership partnership with an experienced Head of School
  • Competitive pay of $24-30/hr
  • The opportunity to support a mission-driven organization dedicated to transforming education

If you're an experienced educational leader who still enjoys working with families, supporting educators, and helping schools succeed, we'd love to talk with you about joining our team.

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.

Vacancy posted 8 days ago
Similar jobs that could be interesting for youBased on the Floating School Admin in Evanston, IL vacancy
  • $17.25 - $20 per hour

     ...providing multigenerational programs including early learning, after-school, and teen leadership for Chicago communities. Our centers are...  ...activities; and nurture and care for children. This is a floating position, working across different classrooms and age groups as... 
    Suggested
    Hourly pay
    Part time
    Work at office
    Monday to Friday

    Concordia Place

    Chicago, IL
    5 hours ago
  • Our Lady of Perpetual Help School in Chicago is seeking an Executive School Secretary to maintain a professional, organized, and welcoming office, reflecting the mission and values of the school. This role serves as the first point of contact for students, families, faculty... 
    Suggested
    Work at office

    Archdiocese of Chicago

    Glenview, IL
    3 days ago
  • Chicago Public Schools seeks a clerical professional to support a large school facility under the direction of the principal. Primary duties include preparing correspondence, handling mail, greeting visitors, scheduling, payroll processing, enrollment tracking, and maintaining... 
    Suggested

    Chicago Public Schools

    Chicago, IL
    13 hours ago
  • Our Lady of Perpetual Help School in Glenview, IL is seeking an Executive School Administrative Assistant to partner with the Principal and leadership team, manage priorities, and maintain a welcoming office environment. The role provides high-level administrative support... 
    Suggested
    Work at office

    Our-Lady-of-Perpetual-Help-Schoo

    Glenview, IL
    1 day ago
  •  ...option offers weekly home visits focused on work with children and their families.    The Home-Based Administrative Assistant/Floating Home-Visitor performs a variety of administrative tasks, in addition to supporting home visitor vacancies. This position generates... 
    Suggested
    Work at office
    Work from home
    Flexible hours
    Afternoon shift

    Casa Central

    Chicago, IL
    a month ago
  •  ...of clerical tasks. The role requires strong organizational and communication skills, proficiency with Microsoft Office and Outlook, a professional appearance, and the ability to multitask in a fast-paced school environment. #J-18808-Ljbffr Ida Crown Jewish Academy, Inc
    Work at office
    Flexible hours

    Ida Crown Jewish Academy, Inc

    Skokie, IL
    13 hours ago
  • Position Description: About Us We are a long-established, family-owned design/build firm with a passion for turning inspired ideas into beautiful, functional spaces. Our business thrives on collaboration, craftsmanship, and a deep commitment to quality. As we continue...
    Full time
    Temporary work

    Airoom Companies, LLC

    Lincolnwood, IL
    20 hours ago
  • Title : Curriculum Coordinator Department : Academics Reports to : Director of Curriculum General Purpose : The primary responsibility of the Curriculum Coordinator is to manage and monitor the development, implementation, and revision of educational curricula...
    Work at office

    Computer Systems Institute

    Skokie, IL
    13 hours ago
  • $45k - $60k

    Job Description Job Description About the Role We are seeking a friendly, organized, and dependable Office Coordinator and Executive Assistant to help keep our office running smoothly and create a welcoming experience for employees, clients, guests, and vendors...
    Full time
    Casual work
    Work at office
    Local area
    Monday to Friday

    Evercare

    Skokie, IL
    9 days ago
  • $70k - $80k

     ...Life Insurance, Long Term Disability, Spousal & Child Life Insurance ~401(k) & Employer Match ~15 Vacation Days, 5 Sick Days, 1 Floating Holiday ~ Education Reimbursement Programs ~ Compensation Range: $70,000-$80,000 Physical Demands: The physical demands... 
    Temporary work
    Work at office
    Overseas
    Visa sponsorship
    Weekend work

    Gresham Partners

    Chicago, IL
    1 day ago
  • $22.94 - $28.1 per hour

     ...service agency. The Archdiocese also has one of the country's largest seminaries. The Archdiocese's 150+ elementary and secondary schools comprise one of the largest U.S. private school systems. Its schools have received 96 U.S. Department of Education on Blue Ribbon Awards... 
    Hourly pay
    Work at office
    Local area
    Flexible hours

    Archdiocese of Chicago

    Chicago, IL
    3 days ago
  • Frontline Applicant Tracking - Evanston/Skokie School District 65 School Administrative Assistant - Lincoln Elementary School JobID: 5533 Position Type: Educational Support Personnel/ School Administrative Assistant Date Posted: 10/2/2026 Location: Lincoln Elementary School... 
    Work at office
    Immediate start
    Monday to Friday

    Evanston/Skokie School District 65

    Evanston, IL
    1 day ago
  • $19.59 - $25.17 per hour

     ...by Practice Manager or Area Practice Manager. Requirements High School Diploma required; Associates Degree preferred 1 year customer...  ...PTO) - Accrue PTO from day one, plus enjoy 6 paid holidays and 2 floating holidays each year QualDerm Partners is proud to be an equal... 
    Hourly pay
    Full time
    Part time
    Work at office
    Local area
    Immediate start

    Qualderm

    Skokie, IL
    13 hours ago
  •  ...supporting students and staff. This role requires strong organizational skills, a proactive attitude, and the ability to multitask in a school environment. Typical hours are 10:00 a.m. to 6:00 p.m., Monday through Friday, with occasional events outside regular hours. #J-18... 
    Monday to Friday
    Flexible hours

    The Consortium of Jewish Day Schools

    Skokie, IL
    1 day ago
  • Evanston/Skokie School District 65 is hiring a School Administrative Assistant for Lincoln Elementary School. This 10-month position provides essential front-office support, attendance tracking, and student health-related services, ensuring smooth daily operations and... 

    Evanston/Skokie School District 65

    Evanston, IL
    1 day ago
  • $22 - $23 per hour

     ...We have an immediate opening for a Patient Service Coordinator Float to join our team at Fertility Centers of Illinois in River North...  ...: Minimum 1 years of applicable work experience High School diploma required Extensive knowledge of insurance/benefits,... 
    Hourly pay
    Daily paid
    Full time
    Temporary work
    Part time
    Work experience placement
    Work at office
    Immediate start
    Monday to Friday
    Weekend work

    US Fertility, LLC

    Chicago, IL
    15 days ago
  • $17 per hour

     ...Generous Paid Time Off Vacation, Sick Leave, Personal Leave & Floating Holiday Annual Holiday Schedule All campuses of the Touro...  ...Job Locations US-IL-Skokie ID 2026-13188 College TUNY - School of Health Sciences Position Type Part-Time Schedule Shift... 
    Full time
    Temporary work
    Part time
    Apprenticeship
    Work experience placement
    Work at office
    Local area
    Immediate start
    Flexible hours
    Shift work

    Touro University

    Skokie, IL
    3 days ago
  • Our client is seeking a Executive Assistant to support a senior executive. The ideal candidate will be well-organized and be comfortable scheduling meetings, scheduling domestic and international travel, responding to emails on the executive's behalf while collaborating...
    Work at office
    Local area
    Immediate start

    Top Tier Resources

    Evanston, IL
    13 hours ago
  • $60k - $80k

     ..., is sited in Wikipedia and used as a "go to" reference tool. Its digital archivehas been licensed by colleges, universities, K-12 schools and public libraries for use by faculty, students and patrons and is growing in popularity in the wake of COVID19 and the focus on... 
    Full time
    Temporary work
    Work at office
    Worldwide

    The HistoryMakers

    Evanston, IL
    13 hours ago
  • $44.12 - $52.94 per hour

     ...is the parent company of American University of the Caribbean School of Medicine, Chamberlain University, Ross University School of...  ...Paid Vacation Days each Calendar Year ~12 Paid Holidays + 2 floating holidays For more information related to our benefits please visit... 
    Work at office
    Shift work

    Covista

    Glenview, IL
    2 days ago
  • $25 per hour

     ...and reports, as well as various types of electronic communications.15% Conceptualizes and organizes Dean's office and other special school events, which require a knowledge and sensitivity to issues, cultures, protocol, etc. Also makes catering and venue arrangements. 1... 
    Hourly pay
    Full time
    Temporary work
    Local area

    Northwestern University

    Evanston, IL
    4 days ago
  • About the firm: A Chicago-based, mission-driven financial institution that invests in organizations and initiatives focused on expanding access to capital, supporting underserved communities, and creating long-term economic opportunity. The organization offers a ...
    Work at office
    3 days per week

    Connect Search

    Evanston, IL
    2 days ago
  • $30.89 - $34.77 per hour

     ...Retirement plan matching contribution of 8 %. Tuition waivers for employees and dependents. Generous paid time off, sick time, holidays, floating holidays, and more! Full‑time benefits. For consideration, please include a resume and cover letter. Vincentian Mission Guided by... 
    Full time
    Work at office
    Local area
    Afternoon shift

    DePaul University

    Chicago, IL
    3 days ago
  • $90k - $100k

     ...~ Hybrid work environment with up to  three remote days per week   ~11 days of paid vacation ~12 paid company holidays ~3 floating holidays ~ Employer-supported medical, dental, and vision insurance  ~ Paid parental leave  ~ SIMPLE IRA with up to a 3% employer... 
    Full time
    Work at office
    Remote work
    Monday to Friday
    Flexible hours
    Afternoon shift
    3 days per week

    Full Circle Communities Inc

    Chicago, IL
    1 day ago
  • # Executive AssistantParadigm Healthcare LLC - Skokie, IL 60076## OverviewSalary Range$80,000.00 - $120,000.00 SalaryPosition TypeFull TimeJob ShiftDay## Description## **Position Summary**We are seeking a highly strategic, tech-savvy Executive Assistant to serve as a force...
    Work at office
    Shift work

    Paradigm Healthcare Services

    Skokie, IL
    3 days ago
  • About the Job We are a rapidly growing company, looking for an Executive Assistant. The ideal candidate will have a great attitude, some experience with finance or bookkeeping, and a willingness to take on new challenges on a daily basis. Responsibilities will ...
    Work at office
    Flexible hours

    Longterm Health Management Services

    Skokie, IL
    4 days ago
  • $26 - $30 per hour

    Job Title : Executive Assistant / Administrative Assistant Industry : Marketing & Advertising Location : Chicago, IL – Fulton Market Assignment Type : Temporary Contract – Approximately 3 Months Pay : $26 – $30 / Hour Work Schedule : Monday–Friday, 8...
    Temporary work
    Work at office
    Local area
    Monday to Friday
    2 days per week

    LinkedIn

    Evanston, IL
    3 days ago
  • Spindle is actively hiring Instructional Aides to support students in classroom settings within school-based programs in Illinois. These roles offer flexibility and the opportunity to provide 1:1 or small-group assistance under the guidance of teachers and staff. Weekly... 
    Weekly pay
    Immediate start
    Flexible hours

    Spindle

    Winnetka, IL
    2 days ago
  •  ...referrals with community agencies as needed. The incumbent will work under supervision to implement SEL curricula, risk assessments, and crisis interventions while liaising with the building principal and district staff. #J-18808-Ljbffr Evanston/Skokie School District 65

    Evanston/Skokie School District 65

    Evanston, IL
    1 day ago
  • $110k - $140k

     ...identifying logic changes, progress deviations, critical path shifts, and schedule risks Conduct critical path, near-critical path, and float analysis to identify and mitigate schedule risk Update schedules regularly using field progress, vendor updates, and... 
    Full time
    Contract work
    For subcontractor
    Shift work

    Samsung C&T America, Inc.

    Chicago, IL
    3 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Floating School Admin. Be the first to apply!