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Middle School Dean of Students

The Steward School
Richmond, VA Full Time
POSTED ON 4/17/2026
AVAILABLE BEFORE 5/16/2026
The Steward School is seeking an enthusiastic, team-oriented Middle School Dean of Students for the 2026-2027 school year. This is a full-time, 10.5-month Middle School Administrative position with full benefits, reporting directly to the Director of Middle School.

Primary Responsibility

  • Maintains commitment to the Mission and Philosophy of the School in programs, policies, and curricula

Dean Of Students Responsibilities

  • Serves as a member of the Middle School Administrative Team and represents the middle school at school-wide events, parent meetings, and social events as requested.
  • Partners with colleagues to guide student conduct, support social-emotional development, and help students navigate the complexities of adolescence with accountability, care, and respect by demonstrating visible, active leadership in the daily life of the Middle School.
  • In coordination with the Division Director, the Dean of Student Engagement and Support, and Grade-Level Coordinators, oversees day-to-day disciplinary issues and works closely with students and faculty to ensure compliance with school policies while leading all disciplinary investigations with dignity and confidentiality in a way that is grounded in the school's mission and values and ensures that infractions are teachable moments.
  • Communicates clearly and in a timely fashion, both verbally and in writing, with students, families, and appropriate school personnel regarding any disciplinary event or consequence. Keeps accurate records regarding disciplinary infractions and consequences.
  • Teaches the Problem-Solving Seminar to one grade level in the Middle School.
  • Monitors student attendance and alerts families with attendance concerns.
  • Oversee advisory programming and execution in partnership with members of the Middle School team.
  • Oversee Middle School Student Council Association, Spirit Committee, and Dance Committee, and help plan and chaperone student events.
  • Assigns and oversees Community Time, lunch, and dismissal duties for Middle School faculty.
  • Manages sign-up process and oversees student-created clubs.
  • Oversee the planning and organization of grade-level Community Weeks, in conjunction with Grade-Level Coordinators.
  • Assumes other responsibilities as assigned.

Qualifications And Experience

  • A Bachelor's degree with middle school teaching and leadership experience, with a Master's degree preferred.
  • Excellent interpersonal, communication, and conflict-resolution skills; the ability to support students and families through challenging situations with professionalism and empathy.
  • A strong desire to work in a collaborative learning environment employing a growth mindset and participating in ongoing professional development; the desire and ability to develop an atmosphere of trust and knowledge of students as individuals.
  • An understanding of and passion for equity and inclusion.
  • The ability to teach a diverse community of learners.

Compensation And Benefits

  • Commensurate with experience and education.
  • Comprehensive benefits package available.

Interested candidates should upload their resume and cover letter as part of the online employment application. Please reference “Middle School Dean of Students” as the position of interest. No calls or visits, please.

Salary.com Estimation for Middle School Dean of Students in Richmond, VA
$99,048 to $131,263
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