Job Opening for 2021-22

Lead Guide in Winchester, Massachusetts

We are searching for a full-time Lead Guide to begin September 2021 and work through the 2021-22 school year. The Lead Guide will co-work with our Apprentice Guide five days per week in our mixed age in our Spark Studio (10-12 learners ages 6-10).

The Wilder School is a private, learner-driven micro-school with the mission of guiding young people on a journey of self-discovery so that they can find a calling and change the world. We combine elements of the Montessori method with Socratic guiding, hands-on projects, and interactive technology. Underlying our method is an application of the Hero’s Journey, creating a lively learning environment that feels more like an adventure than school.

The Lead Guide will work with our Guide team to:

  • Create an engaging learning environment
  • Empower learners to set their own goals, strive for excellence, and reflect
  • Help learners hold each other and themselves accountable
  • Curate excellent resources and challenges


  • A deep curiosity about life and love of lifelong learning
  • Balance of tough-mindedness and warm-heartedness
  • Good observational and communication skills
  • Ability to multitask and remain calm under pressure
  • Passionate about learner-driven, whole child education
  • Excellent planning and organizational skills
  • Customer service and user-centered orientation with the ability to give and receive feedback, meet needs, and get a positive response
  • Previous experience in an independent school or Montessori learning environment is a plus.

This is a position for an independent learner who: can work with little direct guidance, evaluate and continually improve, has a deep respect for all children believing that each human has genius within, and is a flexible problem solver. Compensation is commensurate with experience. Email to apply.

This service is provided as a courtesy by The Center for Guided Montessori Studies.
Post a job

Have a question about the job listings? Email us