Career Center

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.

About The Steward School

The Steward School's mission begins with "to prepare each child for college and for life." Critical to this endeavor are the faculty and staff members of our school. Our core character values are honor, responsibility, and achievement, balanced by caring and respect for oneself and for others. Our faculty and staff are much more than mere representations of these values—they are the designers, sculptors, and builders that frame our students’ educational goals with these values in mind. The Steward School is committed to diversity and the development of an educational environment that fosters mutual respect, responsibility, and empathy in our school and in life. We value the presence of individuals whose differences include, but are not limited to, age, ethnicity, gender, learning style, talents, physical ability, political views, race, religion, sexual orientation, socioeconomic status, and family structure. We actively encourage applications from candidates with broad and diverse backgrounds and from individuals of all races, nationalities, and beliefs. Why Work at Steward? The Steward School was named one of the 2020 Top Workplaces in the Richmond region by the Richmond ...Times-Dispatch in conjunction with Workplace Dynamics. In addition, Steward offers a competitive compensation package for full-time employees. We invite you to find out more about how you can become a part of our community.

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Connections working at The Steward School