High School Principal Administrative Assistant (52 Weeks)

Windsor Public Schools; Wilson (CT); On-site; USD 67,000 - 73,000; Full time

Job summary

Windsor Public Schools is seeking a highly organized Administrative Assistant to the Principal at Windsor High School. This 52-week role supports office operations, schedules, communications, and confidential records under the principal’s supervision.

The position includes budget oversight, payroll processing for staff, and bookkeeping for student activity accounts, with proficiency in Google Workspace, PowerSchool, Munis, and MS Office. Strong liaison skills are essential.

Qualifications

• High school diploma required; associate degree or relevant coursework preferred.
• Minimum of 5 years of secretarial or administrative support, ideally in a public school setting.
• Proficiency in Google Workspace, PowerSchool, Munis and MS Office.

Responsibilities

• The Administrative Assistant to the Principal serves as primary operational and confidential support for school leadership.
• Manages daily high school office operations and coordinates communications between staff, students, and parents.
• Maintains confidential records under the direct supervision of the principal.
• Oversees budgeting, financial reconciliations, and assists in budget recommendations.
• Processes staff payroll and bi-annual stipend disbursements.
• Serves as primary bookkeeper for WHS and maintains student activity accounts.
• Organizes office operations, schedules, and calendars; supports recruitment and interviews.
• Handles postings for vacancies and liaises with staff, parents, students, and officials.
• Utilizes Informed K12 and Frontline to streamline workflows.

Skills

Communication

Professional phone etiquette

Written communication

Patience with adolescents/parents

Education

High school diploma

Associate degree preferred

Tools

Google Workspace

PowerSchool

Munis

MS Office

Job description

High School Principal Administrative Assistant (52 Weeks) JobID: 4724

• Position Type: Secretarial/Clerical/ Secretary - 52 week
• Date Posted: 8/14/2026
• Location: Windsor High School

High School Principal Administrative Assistant (52 Weeks)

Salary Range: $66,781.08 - $73,154.72

Position Summary

The Administrative Assistant to the Principal serves as the primary operational and confidential support for school leadership. Manages daily high school office operations, coordinates communications between staff, students, and parents, and maintains confidential records under the direct supervision of the principal.

Financial & Payroll Management

Budget Oversight & Reconciliation

Manages departmental budgets and perform regular financial reconciliations to ensure fiscal accuracy.

Assists Principal in the preparation of school budget recommendations, compiles and collates data and related information.

Oversees or performs recording of all school financial transactions, and cash management of available funds.

Monitors operating budget for Windsor High School.

Payroll Administration

Process and oversee staff payroll, including the coordination of bi-annual stipend disbursements.

Bookkeeping

Serve as the primary bookkeeper for WHS, maintaining precise financial records and documentation for student activity accounts.

Administrative Operations & Scheduling

Administrative Coordination

Organize and maintain an efficient and effective office that handles a variety of tasks for administration, faculty, students and parents of the school.

Performs lead office administrative work in all functional areas of school operations

Advises the Principal on any developments or problems within the district coming to attention and requiring the awareness or action.

Follows up on activities which come about as a result of meetings

Informs the Principal in an efficient manner of telephone calls; records telephone messages accurately; screens calls to obtain pertinent information from caller and handles caller's inquiries within the scope of authority

Screens correspondence and communications requiring Principal's personal attention and prepares replies.

Calendar Coordination

Maintains the Principal's schedule and office calendar.

Manage and synchronize comprehensive administrative calendars.

Meeting Coordination

Facilitate administrative meetings by scheduling, preparing materials and tracking attendance.

Interview Scheduling

Coordinate and manage the logistics for candidate interviews and recruitment efforts.

Staff & Human Resources Support

Handles all posting requirements for vacancies

Performs a variety of basic liaison functions with staff, parents, students and public officials; explain policies/procedures, answer various questions, coordinate services/assistance and handle special requests or problems routing to staff members as appropriate

Workflow Automation

Utilize Informed K12 and Frontline (or similar digital platforms) to streamline administrative workflows and digital forms.

Student Services & Compliance

Disciplinary Records

Manage the administrative documentation and processing related to student expulsions.

And any other request of the Principal as she deems fit.

Additional Duties

Analyzes office and administrative procedures.

Develops procedures to improve workflow and to effect efficiencies.

Participates in professional education secretary organizations, including attendance at conferences and training programs to maintain current in secondary school policies, procedures and technology.

Requirements: Qualifications, Knowledge, Skills, and Abilities

Education

High school diploma required; associate degree or relevant coursework preferred.

Experience

Minimum of 5 years of secretarial or administrative support, ideally in a public school setting.

Technical Skills

Proficiency in Google Workspace, Student Information Systems (e.g., PowerSchool), Financial Management System (e.g. Munis) and MS Office (e.g., Word, Excel).

Interpersonal Skills

Professional phone etiquette, clear written communication, and patience when interacting with adolescents and parents.

License or Certificate

A Connecticut Motor Vehicle Operator's license.

A working knowledge of school administration and related policies, procedures and applicable state and/or federal education laws is required.

Must be able to acquire a working knowledge of Board of Education policies, procedures and educational philosophy.

A working knowledge of government accounting practices is advantageous.

A strong working knowledge of modern office practices, procedures and equipment is required.

Must have executive secretary skills, including word processing and data entry. The level of independence in performing work is high, and must be a self-starter with motivation to be part of a team operation.

Must be able to utilize the school district's email system.

Windsor Public Schools is an Equal Opportunity Employer M/F Windsor Public Schools are committed to a policy of equal opportunity/affirmative action for all qualified persons. Windsor Public Schools do not discriminate in any employment practice, education program or educational activity on the basis of race, color, religious creed, sex, age, national origin, ancestry, marital status, sexual orientation, gender identity or expression, disability (including, but not limited to, intellectual disability, past or present history of mental disorder, physical disability or learning disability), genetic information or any other basis prohibited by Connecticut state and/or federal non-discrimination laws. Windsor Public Schools shall not deny access to or a fair opportunity to meet, or otherwise discriminate, against any youth group listed as a patriotic society in Title 36 of the United States Code that wishes to conduct a meeting using school facilities pursuant to Board of Education policy. Windsor Public Schools do not unlawfully discriminate in employment and licensing against qualified persons with a prior criminal conviction. District Title IX Coordinator: Danielle Batchelder, Chief of Operations / 601 Matianuck Avenue, Windsor, CT 06095, 860-687-2000, 860-687-2000 504 Coordinator: Mary Cristofaro,Director of Pupil & Special Education Services / 601 Matianuck Avenue, Windsor, CT 06095, 860-687-2000.

Postings current as of 8/20/2026 12:34:04 AM CST.