Oak Meadow is a homeschooling curriculum publisher and a distance learning school with over 600 students enrolled worldwide in grades K -12. We seek resourceful, dynamic individuals to join our talented, inclusive group of educational professionals in supporting Oak Meadow’s growing community of distance learning families.

Our staff and faculty are deeply committed to providing an engaging, personalized education for our students. Staff members work in our Brooks House headquarters in downtown Brattleboro and in our open and sunny converted warehouse space in the Cotton Mill building. Faculty members work from home, and they come to Brattleboro once a month for faculty meetings devoted to the sharing and cultivation of best practices in distance learning.

Before applying for any positions, we recommend reading the educational mission and core values behind our award-winning curriculum and our unique distance learning model (Oak Meadow was the first distance program to earn accreditation by the prestigious New England Association of Schools and Colleges). You might also want to meet our faculty and staff, and browse our bookstore to familiarize yourself with our curriculum.

To apply, please send a letter of interest with your resume to hr@oakmeadow.com. In your letter, be sure to tell us how your experience could support the Oak Meadow mission.

Current Openings

Teacher for Middle School (Grades 5-8)

Part-Time Position

We have an opening for a middle school teacher (grades 5-8) to serve students in our homeschool distance learning model. We seek a resourceful, dynamic individual to work with homeschooling families from around the world. Our curriculum provides hands-on, experiential learning opportunities offering students creative means for learning about the world around them while developing skills and being fully engaged in the learning process.

Oak Meadow School combines strong academic standards with an understanding of the developmental needs of students. We not only focus on developing a strong intellect, but also on engaging students artistically and experientially. We do this by providing lessons that are developmentally appropriate and that immerse students in the creative arts, music, and movement as well as language arts, mathematics, social studies, and science. Because our curriculum is designed to effectively address a variety of learning styles, children are able to learn successfully and enjoy the learning process. Our goal is not simply to provide factual information, but to inspire children to learn and thrive.

Ideal Qualifications

  • Minimum three years classroom teaching experience in grades 5-8
  • Advanced degree in Education
  • Experience with distance learning and using technology in the distance learning model


  • Review and assess student work with our print based curriculum
  • Provide support for students and families as they engage with our courses
  • Be available during specified office hours for instruction
  • Write two narrative evaluations per student per year
  • Manage an online gradebook and student information system
  • Attend monthly faculty meetings and annual open house
  • Review and revise curriculum as needed

Additional Qualities

  • Excellent written and spoken communication skills
  • Dedication to the educational field
  • Knowledge of online, collaborative tools to facilitate student engagement
  • Experience with the Google platform
  • Creative thinker
  • PBL experience
  • Quick learner
  • Flexible
  • Highly organized

If you are interested in applying for this challenging and rewarding position, please send your CV with a cover letter describing your educational experience and philosophy to hr@oakmeadow.com.


Oak Meadow provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability or genetics. In addition to federal law requirements, Oak Meadow complies with applicable state and local laws governing nondiscrimination in employment in every location in which the company has facilities. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training.

Oak Meadow expressly prohibits any form of workplace harassment based on race, color, religion, gender, sexual orientation, gender identity or expression, national origin, age, genetic information, disability, or veteran status.