Top 27 Head of school Jobs in Kissimmee, Fl

Head of School: Orlando, FL
Bezos Academy —Orlando, FL
- $83,000 - $133,000 a year
- Email
- School experience
- Classroom
- Spanish
- Paid parental leave
- Paid holidays
5d
Supplement-Boys Cross Country-Head Coach
School District of Osceola County —Kissimmee, FL
- Part-time
- High school
- High school diploma or GED
- Public school
13d
Supplement-Girls-Cross Country-Head Coach
School District of Osceola County —Kissimmee, FL
- Part-time
- High school
- High school diploma or GED
- Public school
13d
Supplement-Girls Weightlifting Head Coach
School District of Osceola County —Saint Cloud, FL
- Part-time
- High school
- Mid-level
- High school diploma or GED
Supplement-Boys Cross Country Head Coach
School District of Osceola County —Saint Cloud, FL
- Part-time
- High school
- High school diploma or GED
- Public school
Supplement-2026-2027-Girls Cross Country Head Coach
School District of Osceola County —Saint Cloud, FL
- Part-time
- High school
- High school diploma or GED
- Public school
Supplement-Boys Soccer Head Coach
School District of Osceola County —Saint Cloud, FL
- Part-time
- High school
- High school diploma or GED
- Public school
Supplement-Girls Track & Field Head Coach
School District of Osceola County —Saint Cloud, FL
- Part-time
- High school
- High school diploma or GED
- Public school
Supplement-Boys Track & Field Head Coach
School District of Osceola County —Saint Cloud, FL
- Part-time
- High school
- High school diploma or GED
- Public school
Supplement-Boys Golf Head Coach
School District of Osceola County —Saint Cloud, FL
- Part-time
- High school
- High school diploma or GED
- Public school
Supplement-Softball-Head Coach-Varsity
School District of Osceola County —Kissimmee, FL
- Part-time
- High school
- High school diploma or GED
- Public school
Supplement-2026-2027-Competition Cheer-Head Coach
School District of Osceola County —Kissimmee, FL
- Part-time
- High school
- High school diploma or GED
- Public school
Supplement-Girls Soccer Head Coach
School District of Osceola County —Saint Cloud, FL
- Part-time
- High school
- High school diploma or GED
- Public school
Supplement-Girls Wrestling Head Coach
School District of Osceola County —Saint Cloud, FL
- Part-time
- High school
- Mid-level
- High school diploma or GED
Supplement-Softball Head Coach
School District of Osceola County —Kissimmee, FL
- Full-time
- High school
- High school diploma or GED
- Public school
12d
Supplement-2026-2027-Baseball Head Coach
School District of Osceola County —Saint Cloud, FL
- Part-time
- High school
- High school diploma or GED
- Public school
Supplement-Boys Wrestling Head Coach
School District of Osceola County —Saint Cloud, FL
- Part-time
- High school
- High school diploma or GED
- Public school
6d
Supplement-Boys Swimming & Diving Head Coach
School District of Osceola County —Saint Cloud, FL
- Part-time
- High school
- High school diploma or GED
- Public school
Supplement-Girls Swimming & Diving Head Coach
School District of Osceola County —Saint Cloud, FL
- Part-time
- High school
- Mid-level
- High school diploma or GED
Supplement-2026-2027-Boys Soccer-Head Coach
School District of Osceola County —Kissimmee, FL
- Part-time
- High school
- High school diploma or GED
- Public school

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Head of School: Orlando, FL

Bezos Academy -
Orlando, FL

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Job Details

Full-time
$83,000 - $133,000 a year
5 days ago

Benefits

Paid parental leave
Paid holidays
Disability insurance
Health insurance
Dental insurance
Flexible spending account
401(k) 4% Match
Parental leave
Vision insurance
Life insurance

Qualifications

School experience
Bachelor's degree
Instructional leadership in education
Working with students
3rd grade experience
Classroom experience
Working with families
Teaching experience with young children
Classroom Teaching
Experience working with individuals from underserved communities

Full Job Description

As Head of School, you will lead a Bezos Academy with children ages three through five as part of a multi-state network of high-quality Montessori-inspired preschools in under-resourced communities offered at no cost to families. You will hire teachers, support student recruitment efforts, build a strong family community, coach and develop teaching staff, and ensure the educational experience for each child in every classroom is of the highest standard. You will bring significant teaching and school leadership experience, knowledge of child development, management experience, exceptional communication skills, and experience working with families and leaders from diverse community areas. Above all, you demonstrate passion for our mission to expand access to high quality preschool in under-resourced communities.

LOCATION

We are actively hiring for a Head of School at our preschool in Orlando – Mercy Drive (1766 Mercy Dr., Orlando, FL 32808).

Relocation support is available for this role.

COMPENSATION AND BENEFITS

This is a full-time, benefits-eligible, salaried position.
The full salary range for this position is $83,000 - $133,000 per year. The upper third of the salary range is typically reserved for existing employees who have been in the role for multiple years and demonstrate strong performance over time. Starting salary will vary by qualifications and prior experience.
This role includes 15 paid days of vacation, 4 paid days of personal time off, 9 paid days of sick (care) time, 9 paid holidays, and additional time off if required by applicable law. Benefits for this role include medical, dental, and vision insurance, life insurance, disability insurance, a 401(k) plan with a 4% employer contribution match, paid parental leave, an employer-matched flexible spending account for dependent care, and more. Please see here for details.

MINIMUM QUALIFICATIONS

Bachelor's degree
5 or more years of teaching or leading in an accredited childcare center or school with young children (ages 0 through 3rd grade)
1+ years of experience with operational or instructional leadership of a multi-classroom school/center (e.g. as an Assistant Head of School, coaching other teachers, leading community outreach or similar) or top leadership of a single-classroom site
2+ years prior work experience with children and families in low-income communities in the US OR significant personal experience in low-income communities in the US (grew up and/or attended school in)
Meet the minimum qualifications for being a school director in Florida
Strong track record of leading classrooms with meaningful, measurable outcomes for children
Strong personal commitment to diversity, equity, and inclusiveness

PREFERRED QUALIFICATIONS

Experience as head of school/center director for a preschool or administrative leadership experience in a K-3 setting
Primary diploma from an AMI, AMS, or MACTE-accredited institute
Experience implementing Montessori philosophy and curriculum
Demonstrated experience with strategic planning and program evaluation
Background knowledge of the fiscal and operating needs of a school
Proven results coaching and developing teachers
Experience working with children and families in low-income areas
Proficiency or fluency in Spanish

RESPONSIBILITIES

Assume responsibility for the day-to-day operation of the school
Support the planning, preparation, and delivery of instructional activities that facilitate active Montessori-inspired learning experiences
Supervise all faculty and staff, both teaching and non-teaching
Provide administrative and professional leadership for faculty and staff
Oversee the development, implementation, and evaluation of programs and services that support the mission, vision, and strategic goals of the school and Bezos Academy
Provide leadership for activities which affect the current and future development of the school (such as strategic planning and setting curricular goals)
Ensure that program quality is maintained and that classrooms have appropriate instructional materials
Supervise and participate in the selecting and hiring of qualified persons to serve as members of the faculty
Support an inclusive and respectful partnership between families, community, and school on behalf of the child
Partner with local community agencies to provide additional wrap around supports and services for students and families
Support with the initial and ongoing student recruitment efforts
Create ways for families to stay informed, educated, and active in the Bezos Academy community
Oversee effective marketing, communications, and outreach to the school community
Serve as the public spokesperson for the school and for Montessori-inspired education

Please click here for the full job description.

Bezos Academy is an Equal Opportunity Employer. All applicants receive consideration for employment without regard to race, color, religion, sex, pregnancy, sexual orientation, gender identity, national origin, age, protected veteran status, or disability status.

Bezos Academy participates in E-Verify and will provide the federal government with employee Form I-9 Information to confirm authorization to work in the U.S. Bezos Academy only uses E-Verify once a candidate has accepted a job offer and completed the Form I-9. If E-Verify cannot confirm that an employee is authorized to work, Bezos Academy will give the employee written instructions and an opportunity to contact the Department of Homeland Security (DHS) or Social Security Administration (SSA) so the employee can begin to resolve the issue before any adverse employment action is taken. For more information about your right to work, please see the Notice of Right to Work.

We are committed to providing reasonable accommodations to individuals with disabilities. If you are in need of an accommodation to participate in the application process, please reach out to [email protected]. We will work with you to ensure you have a fair opportunity to apply for our open positions.

If you are a current Bezos Academy employee, please use the internal job board to apply.

Apply Now

Refine Your Search

head of school jobs in kissimmee, fl

Head of School: Orlando, FL

Supplement-Boys Cross Country-Head Coach

Supplement-Girls-Cross Country-Head Coach

Supplement-Girls Weightlifting Head Coach

Supplement-Boys Cross Country Head Coach

Supplement-2026-2027-Girls Cross Country Head Coach

Supplement-Boys Soccer Head Coach

Supplement-Girls Track & Field Head Coach

Supplement-Boys Track & Field Head Coach

Supplement-Boys Golf Head Coach

Supplement-Softball-Head Coach-Varsity

Supplement-2026-2027-Competition Cheer-Head Coach

Supplement-Girls Soccer Head Coach

Supplement-Girls Wrestling Head Coach

Supplement-Softball Head Coach

Supplement-2026-2027-Baseball Head Coach

Supplement-Boys Wrestling Head Coach

Supplement-Boys Swimming & Diving Head Coach

Supplement-Girls Swimming & Diving Head Coach

Supplement-2026-2027-Boys Soccer-Head Coach

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