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New Home Star Logo New Home Star · Education

Private Educator & Child Care Specialist

United States, Windermere · Job Posted February 17, 2026
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Job Description

We are seeking a dedicated, energetic, and flexible educator to partner with a dynamic family as the primary teacher, mentor, and educational guide for their two children, aged 5 and 7. This role involves creating and delivering an immersive, hands-on, home-based learning experience while providing stability and support during periods of travel, routine transitions, and occasional parental absence.

Job Responsibility

  • Collaborate with parents to align on educational goals, behavior expectations, travel schedules, and flexible home-school rhythms
  • Track and report on academic progress, behavior, social-emotional development, and extracurricular engagement
  • Develop a customized curriculum covering core academics (reading, writing, math, science, social studies) enriched with hands-on learning, arts, nature, physical education, and project-based activities
  • Support self-regulation and social-emotional growth
  • Provide daily in-home instruction and mentorship, serving as a trusted adult and integrating education, life skills, and social guidance
  • Manage homeschooling logistics: prepare materials, maintain organized learning spaces, schedule experiences, and ensure safe transportation as needed
  • Maintain structure and consistency, particularly during travel or parental absences, supporting the children through separation or behavioral challenges
  • Travel with the family as needed—including overnight, weekends, or extended trips—to ensure consistent education

Requirements

  • Bachelor’s degree in Elementary Education, Early Childhood Education, or Special Education
  • Master’s degree preferred
  • Resides in or near Windermere, FL (or willing to relocate/commute)
  • Capable of living a lifestyle (or ability) of being “on call” (within agreed parameters) for nights/weekends/travel as required
  • Experience supporting children with varying behavioral or emotional needs and promoting healthy social-emotional development
  • Strong ability to design and deliver project-based, experiential learning (including arts, nature, and field trips) and to engage children in a variety of settings
  • Ability to engage and connect with children and parents, fostering a positive, supportive learning environment
  • Strong interpersonal and communication skills
  • capable of building rapport with children and families
  • Skilled at creating an engaging, welcoming, and motivating environment for children while maintaining strong family collaboration
  • Demonstrates enthusiasm and professionalism in supporting children’s learning and building effective partnerships with parents

What we offer

  • Medical
  • dental
  • vision
  • 401(k) with company match
  • Time-off: Intensive periods balanced with generous breaks (summer, holidays, extended leave)
  • Perks: Family travel opportunities, events, and theme park access (Disney/Universal)
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