Dorado, Puerto Rico | Experienced Private Educator Wanted For Homeschool Family

This educationally driven, intellectually curious family based in Puerto Rico is seeking a highly qualified private educator to lead and elevate the homeschool experience for their 12- and 9-year-old children in Dorado, Puerto Rico.

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• Location: Dorado, Puerto Rico with travel to Connecticut during summer and the holidays
• Ages of children: 12 and 9 years old
• Start date: As soon as they find the right fit!
• Schedule: Full-time, guaranteeing 40 hours per week with the general schedule falling on Monday through Friday from 9:00am to 3:00pm with additional hours to be used for curriculum prep or administrative tasks.
• Compensation: The family is offering $50-60/hour based on the 40-hour/week schedule, which equates to an annualized base compensation of $100k-$125k/year range dependent on experience and the agreed-upon schedule. The family may be open to candidates who are seeking a higher compensation package commensurate with experience.
• Benefits: The family is open to providing benefits, including paid time off, paid holidays, health insurance and/or a health insurance stipend, a vehicle for professional use, and relocation assistance.
• Live-in/Live-out: Live-in. A separate apartment or guest house on the family's property will be provided.
• Other notes: To the extent the family legally can, they are structuring this role as a 1099 Independent Contractor role where the educator operates as an autonomous business entity—setting their own schedule, designing the curriculum, establishing their own work terms, and remaining solely responsible for their own self-employment taxes.

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Household dynamic:

• This educational-minded, dynamic family of four, based in Puerto Rico, is seeking a private educator to support the homeschool journey of their two children. The role will begin with a primary focus on their 12-year-old son, who is entering the 8th grade, has recently begun homeschooling, and is currently working independently on portions of his coursework. He is currently enrolled in the Ron Paul curriculum and has started pre-algebra. The family is seeking a private educator who can help transition him into a more structured and elevated homeschool curriculum and experience. Their daughter is going into 5th grade and will be homeschooling this fall for the first time. Her parents described her as a good student who is very social with a variety of after-school activities. Both kids enjoy being active outdoors, playing games, listening to music, and adore animals. The family is excited about building a dedicated homeschool environment for both children and seeking an educator who can help lead this educational phase with confidence. The family actively rescues cats and has many of them at home. Someone who is cat-friendly is essential!
• Living in Puerto Rico offers the family a wonderful outdoor lifestyle. While they enjoy spending time at home, they also love boating and spending time on their catamaran. They travel throughout the year, including extended stays at their summer home in Weston, Connecticut, during the summer, as well as during the winter holidays. Both parents are intellectually curious, prioritize their children’s development in personal independence and being able to make their own decisions about philosophy, politics, and religion as they get older, and are very hands-on in their children’s lives. Dad delights in economic discussions and may periodically provide economic lessons and general oversight for both children. Both parents are lively, big personalities who value direct communication and surrounding themselves with vibrant, charismatic people in all aspects of their lives. A kitchen helper, a housekeeper, and personal assistant also support the household.

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Ideal candidate:

• This position is ideal for an extroverted, experienced, and adventure-friendly private educator who takes pride in achieving academic excellence and thrives in supporting a fast-paced household. The family is seeking a dynamic, proactive educator who is passionate about learning and brings an outgoing, engaging personality to the role. A lifelong learner, the ideal candidate will naturally build meaningful relationships with the children while creating an educational environment that is inspiring, engaging, and fun, fostering both curiosity and a genuine love of learning. Someone with demonstrated experience working specifically as a homeschool educator will be important! The right candidate will be intellectually curious, grounded, and resourceful, with strengths in mathematics and English. The private educator will bring strong writing, oral communication, and research skills, and will be confident in guiding students toward competitive academic benchmarks and testing. The family is looking for someone who can help the children create STEAM projects and develop their analytical skills, and who can maintain open and respectful communication with ‌parents about which subjects they are skilled in and which subjects tutors or outside support would be beneficial. The family can travel frequently and on short notice, so an educator who is comfortable with shifting to experiential learning and saving lesson plans for another day is key to success in this role!
• The ideal candidate will embrace an open-minded and balanced educational philosophy. The family values individual freedom and is seeking an educator who encourages the children to think critically, ask thoughtful questions, and develop confidence in making their own informed decisions, while maintaining a neutral approach free from religious or political influence. They are looking for someone who enjoys collaborating with parents, values their perspectives, and can thoughtfully incorporate those ideas into the children's education in an age-appropriate and meaningful way.
• This role is well suited to an adaptable, organized educator. The ideal candidate will be comfortable overseeing homeschool administration, coordinating with supplemental instructors and enrichment providers, and tracking the children's academic progress and milestones. A love of yachting and marine environments would be a wonderful fit, as the family hopes to find someone who is excited to teach aboard their boat and incorporate marine biology and the surrounding ocean into hands-on, experiential learning opportunities. At a minimum, the educator should be comfortable spending extended time on the water and not be prone to seasickness. The family would also love to work with an educator who is passionate about teaching strong research skills and helping the children use AI responsibly as a valuable educational resource. They are seeking someone who can thoughtfully evaluate and recommend curricula, educational resources, and enrichment opportunities that support each child's growth and help them achieve their long-term academic goals.
• The private educator will take the lead in designing and overseeing their children’s homeschool education, with a strong emphasis on mathematics and English instruction while supporting advanced coursework in pre-algebra, algebra, and geometry. The candidate will develop structured yet engaging lesson plans, guide meaningful science and STEAM projects, and foster strong research, analytical writing, and critical thinking skills. The educator will also cultivate higher-level writing proficiency and competitive academic readiness. This role includes thoughtfully integrating discussions of history, economics, and liberty into age-appropriate coursework, as well as researching and recommending curricula, supplemental programs, and subject-matter experts.
• While not a requirement, the family would love to work with a candidate who is proficient/advanced in Spanish.

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Qualifications:

• At least 3 years of professional teaching experience in a classroom and homeschool setting
• Experience selecting and developing curriculum for middle-school-aged children
• Bachelor's degree
• Strong English instruction, writing, and research skills
• Comfortable preparing and presenting a sample lesson plan to the family as part of the second interview process
• Ability to swim and care for children in and near water
• Valid passport
• Valid driver's license
• Comfortable working in a home with indoor cats that are part of the family
• Family members and/or pets cannot be housed in any temporary or long-term accommodations provided by the family. Partners are welcome; however, the housing remains restricted to the employee and their partner only.

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This position is open to all Adventure Nannies candidates who are legally able to work in the US. Out of respect for the privacy of the families we work with, we cannot provide any additional information about this position other than what has already been provided in the job description. If you are interested in learning more about the position, please apply!