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Assistant Headmaster Jobs (NOW HIRING)

Delbarton School

7-12 Substitute Teacher

Morristown, NJ · On-site

Assistant Headmaster for Academic Affairs Department: Faculty Classification: Non-exempt Contract Length: As needed basis Position Summary Delbarton School, an independent Benedictine Catholic school ...

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The Lion of Yehudah, Inc.

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Early Learning Center Director

Slidell, LA · On-site

$50K - $55K/yr

... principal, assistant principal, or headmaster and either a graduate degree in any area from an institution accredited in accordance with 34 CFR 602, principalship on a valid Louisiana teaching ...

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The Lion of Yehudah, Inc.

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Early Learning Center Director

Hammond, LA · On-site

$50K - $55K/yr

... principal, assistant principal, or headmaster and either a graduate degree in any area from an institution accredited in accordance with 34 CFR 602, principalship on a valid Louisiana teaching ...

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Assistant Headmaster information

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$12

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$26

How much do assistant headmaster jobs pay per hour?

As of Jul 3, 2026, the average hourly pay for assistant headmaster in the United States is $19.04, according to ZipRecruiter salary data. Most workers in this role earn between $16.35 and $21.15 per hour, depending on experience, location, and employer.

What are the responsibilities of an Assistant Headmaster?

An Assistant Headmaster supports the Headmaster in managing the daily operations of a school, ensuring that academic and disciplinary standards are maintained. Their duties often include supervising staff, assisting with curriculum development, handling student and parent concerns, and overseeing extracurricular activities. They also help implement school policies and may be involved in budgeting and staff evaluations. The Assistant Headmaster acts as a key leader within the school community, working to create a positive and effective learning environment.

What is the difference between Assistant Headmaster vs Assistant Principal?

AspectAssistant HeadmasterAssistant Principal
CredentialsTypically requires teaching credentials and administrative experienceSimilar credentials, often with teaching certification and leadership experience
Work EnvironmentPrimarily in K-12 schools, especially private or independent schoolsCommonly in public and private schools, often in larger districts
Role FocusSupports the Headmaster in overall school management and policyFocuses on daily school operations, discipline, and student management

While both roles support school leadership, the Assistant Headmaster often has a broader strategic role, whereas the Assistant Principal handles daily operational tasks. The titles are used interchangeably in some regions, but generally, the Assistant Headmaster is more common in private schools, and the Assistant Principal in public schools.

How does an Assistant Headmaster typically balance administrative duties with student and staff support?

An Assistant Headmaster often splits time between handling administrative responsibilities—such as scheduling, policy enforcement, and compliance—and supporting students and faculty through mentorship, conflict resolution, and professional development. Balancing these duties requires strong organizational skills and the ability to prioritize urgent matters while maintaining approachability. Many Assistant Headmasters actively participate in school events and collaborate with teachers, counselors, and the principal to foster a positive school climate. This dual focus provides valuable experience for those interested in advancing to headmaster or district-level leadership positions.

What are the key skills and qualifications needed to thrive as an Assistant Headmaster, and why are they important?

To thrive as an Assistant Headmaster, you need strong leadership, educational management experience, and usually a relevant teaching qualification or advanced degree in education. Familiarity with school management software, student information systems, and compliance with educational standards is essential. Outstanding interpersonal communication, conflict resolution, and organizational skills set exceptional candidates apart. These skills ensure effective school operations, foster a positive learning environment, and support the overall mission and vision of the institution.
What cities are hiring for Assistant Headmaster jobs? Cities with the most Assistant Headmaster job openings:
What states have the most Assistant Headmaster jobs? States with the most job openings for Assistant Headmaster jobs include:
Assistant Headmaster jobs near you
Infographic showing various Assistant Headmaster job openings in the United States as of June 2026, with employment types broken down into 1% As Needed, 94% Full Time, 1% Temporary, and 4% Contract. Highlights an 1% Physical, 27% Hybrid, and 72% Remote job distribution, with an average salary of $39,596 per year, or $19 per hour.
Assistant Director of Admissions, Enrollment Operations

Assistant Director of Admissions, Enrollment Operations

Woodberry Forest School

Woodberry Forest, VA • On-site

$47K - $61K/yr

Full-time

Posted 2 days ago

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Job description


Woodberry Forest School seeks an Assistant Director of Admission, Enrollment Operations. This role is a key member of an eight-person admission team and works closely with the Assistant Headmaster, Director of Admission and Tuition Assistance, and Associate Director of Admission on the development and execution of the school’s strategic enrollment plan. The position is managed by the Associate Director of Admission.

The Assistant Director leads the operational functions of the admission office, ensuring that systems, processes, and communications support a seamless and highly personalized experience for prospective families. This position serves as the primary coordinator of admission operations, with responsibility for database management and communication workflows, and plays a central role in supporting the execution of the admission cycle from inquiry through enrollment.

Responsibilities include, but are not limited to:

  • Serving as a primary point of contact for the admission office, ensuring timely and thoughtful communication with families

  • Managing admission database systems, including SLATE, Blackbaud, and SAO

  • Overseeing inquiry and application management, including data integrity, application flow, and completion tracking

  • Coordinating communication workflows across email, print, and digital outreach

  • Managing admission materials, including mailings, packets, and related collateral

  • Supporting the development and refinement of systems and processes to improve efficiency, reporting, and user experience

  • Partnering with the admission team to support recruitment, yield, and enrollment goals

  • Generating reports and conducting basic data analysis to inform decision-making

The ideal candidate is highly organized, detail-oriented, and intellectually curious, with the ability to learn new systems quickly and solve problems independently. The candidate should be comfortable working with data, committed to continuous improvement, and able to manage multiple priorities in a fast-paced environment.

The candidate must appreciate Woodberry Forest and its distinctive culture, be an excellent communicator, and contribute as a collaborative and proactive team member. Experience with admission systems, databases, or enrollment management is preferred but not required. A strong work ethic and willingness to learn are essential.

Woodberry Forest School is one of the nation’s premier independent boarding schools for boys. Located on 1,200 acres in Madison County, Virginia, near Charlottesville and Washington, DC, Woodberry is a fully residential school enrolling approximately 400 students from the United States and abroad. Since its founding in 1889, Woodberry has earned an international reputation as a leader in the education of boys.

Woodberry maintains a generous tuition assistance program, with approximately 46% of students receiving over $7 million in aid. The school is committed to enrolling the best possible students regardless of a family’s ability to pay and continues to invest in its endowment for tuition assistance. Faculty and staff include men and women of significant experience, and most live on campus with their families.

This administrative faculty position offers a competitive salary and generous benefits package, which may include housing and meals.

Woodberry Forest School is an equal opportunity employer.