Be in the Room

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The Boys’ Room (TBR) | Academic Year 2026–2027

ABOUT THE BOYS’ ROOM

The Boys’ Room (TBR) is a mission-aligned leadership initiative dedicated to cultivating self-expression and social-emotional agency among underrepresented boys within independent school communities.

Our mission is to provide a dedicated space for mentorship and peer support during pivotal developmental years. By centering the lived experiences of our students, TBR aims to strengthen academic persistence, social confidence, and the capacity for critical thinking. We are committed to building a foundation where every boy feels empowered to lead with authenticity and purpose.

THE ROLE

We are seeking a dynamic, mission-driven Program Instructor for the September 2026 through June 2027 academic year. The ideal candidate is a high-energy facilitator who understands the unique culture of independent schools and possesses the lived experience necessary to authentically relate to and advocate for underrepresented students.

As a key member of the program team, you will ensure the quality and integrity of all activities, working collaboratively to foster the personal and leadership development of every participant.

SUPPORT & SUPERVISION

The Program Instructor reports directly to the Executive Director, Cindy McField-Asamoah, and the Program Manager.

CORE RESPONSIBILITIES

  • Program Delivery: Collaborate with the Executive Director and Program Manager on all weekly, in-person programming.

  • Facilitation: Implement and facilitate daily activities that are developmentally appropriate, engaging, and designed to stimulate student growth.

  • Student Safety & Culture: Ensure the well-being of all participants by upholding community agreements, program norms, and appropriate behavioral standards.

  • Communication: Review and effectively communicate instructional materials and activity goals to participants.

  • Operations: Maintain daily attendance records and assist with program outreach or marketing initiatives as needed.

  • Strategy: Participate in recruitment and retention strategies designed by leadership to grow the TBR community.

  • Best Practices: Consistently utilize developmentally appropriate practices and evidence-based mentorship methods.

SKILLS & QUALIFICATIONS

  • Independent School Literacy: Previous experience navigating or working within an independent school environment.

  • Mentorship Background: Proven experience mentoring adolescent boys in a group or individual setting.

  • Professionalism: A strong work ethic characterized by punctuality, reliability, and excellent organizational skills.

  • Communication: Strong public speaking skills and the ability to engage a room of young men with confidence.

  • Adaptability: Ability to upgrade skills and pivot strategies to meet changing job conditions or student needs.

  • Capacity: Mentally and physically capable of leading and caring for children in a group setting.

  • Commitment: A demonstrated passion for supporting underrepresented boys and a desire to work as a cohesive team member.

LOCATION & TRAVEL REQUIREMENTS

TBR operates in four key regions. Applicants must reside in the surrounding areas of their respective program and be available for both in-person and virtual engagements.

New York (NY): Must be based in the NYC tri-state area. Willingness to travel to Kings County and New York County on a weekly basis for in-person group sessions and team meetings.

Connecticut (CT): Must be based in the CT tri-state area. Willingness to travel to Fairfield County on a weekly basis for in-person group sessions.

Massachusetts (MA): Must be based in the Greater Boston area. Willingness to travel to Plymouth, Norfolk, and Middlesex

Counties on a weekly basis for in-person group sessions.

North Carolina (NC): Must be based in the Greater Charlotte area. Willingness to travel to Mecklenburg County on a weekly basis for in-person group sessions.

Note: All instructors must be available for intermittent team meetings via Zoom.

COMMITMENT

Hours: 6–10 hours per week.

Duration: Full 2026–2027 Academic Year.

COMPENSATION

Flexible Models: We are pleased to offer course credit for eligible students, a fixed stipend, or a part-time hourly position.

Rate: Compensation is competitive and will be commensurate with experience and the specific requirements of the role.

The Boys’ Room is an equal opportunity employer. We strongly encourage candidates from underrepresented backgrounds to apply, particularly those who share the lived experiences of the students we serve.

Job Description