EMPLOYMENT
OPPORTUNITIES

Field Middle School (formerly Peninsula School for Boys) is a non-profit independent middle school for boys that opened in the fall of 2021.

While we do not know our staff openings for the 2025-26 school year, we are always looking for dynamic and engaged people to join our staff. This is a once-in-a-teaching-lifetime opportunity to create and be a part of a mission-centered and innovative program, forge deep connections with students and their families, and build personal and professional skills by being on the ground floor of a new school.

We are looking for people who:

  • are forever learners;

  • have proven records of creating irresistible classrooms/leading irresistible programs or initiatives;

  • have expertise and experience in their field;

  • love working with middle school boys and find connection to our school’s mission;

  • have an open heart and mind;

  • represent the rich diversity of the peninsula, are dedicated to equity and inclusion, and work toward their own cultural humility and awareness;

  • want to guide students in their emotional as well as academic growth;

  • possess the organizational, interpersonal, and communication skills necessary to be an effective colleague and community member;

  • take initiative, work passionately and joyfully, are flexible to take on new roles as needed, and collaborate effectively with diverse constituencies; and

  • have contagious integrity & humor.

Field Middle School sparks curiosity, builds integrity, and inspires change.

Through hands-on, dynamic, integrated projects, Field supports middle school boys to build:

  • awareness of their talents, how they respond to challenge, opportunities for growth, their impact on those around them, and the roles they play in their families, communities, and the world;

  • confidence to explore, be vulnerable, challenge themselves and others, try new things, be creative, and express their authentic selves;

  • connection with their peers, their teachers, their families, and their community; and

  • purpose to use what they learn about themselves and the world to create positive change.

The curriculum is designed to address the unique academic, developmental, and social/emotional needs of boys during their middle school years.

We firmly believe that our community needs a school invested in supporting boys on their journey to becoming exceptional men.

We are located in downtown San Mateo, minutes away from Caltrain and Central Park. We commit to having a student body that accurately reflects San Mateo County, and the school is dedicating 20% of its revenue to tuition assistance, which is almost double that of its competitor independent schools.

Inclusion Policy: Field does not discriminate on the basis of race, color, religious background, sexual orientation or national or ethnic origin in administration of its educational policies, admission policies, financial aid programs, and athletic or other school-administered programs.

If you are interested in joining our team, please email resume and cover letter to employment@fieldmiddle.org

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