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School Operations Assistant

The Chesterton Schools Network

The Chesterton Schools Network

Operations
Sarasota, FL, USA
Posted on Jan 29, 2026

Job Description

School Operations Assistant

Chesterton Academy of St. Padre Pio is seeking a detail-oriented individual to assist in the schoool operations of our Catholic classical high school. The ideal candidate will be a faith-filled, joyful Catholic individual who is self-motivated and has excellent executive support, client-facing and IT skills. This position is full-time and offers growth potential in a startup organization.

To apply, please send cover letter and resume to Janine Marrone at board@chestertonsarasota.org.

Key Responsibilities

1) School Relations - Serve as primary point of contact for inquiries via phone and email, providing timely and professional responses

2) Billing & Invoicing - Process payments, generate invoices, track outstanding balances, and reconcile accounts

3) CRM Management - Maintain accurate records, update contact information, and ensure data integrity across all systems

4) Phone Support - Answer incoming calls, direct inquiries to appropriate staff, and provide information about the school.

5) Marketing Support - Prepare and distribute mailers, promotional materials, and digital communications to current and prospective families and supporters.

6) Registration Processing - Manage student registrations, collect required documentation, and maintain organized student files

7) Calendar Management - Schedule meetings and maintain awareness of key school deadlines.

8) Office Administration - Order supplies, organize files, and maintain efficient office operations as well as manage student attendance and sickbay.

9) Building Operations - Oversee maintenance and repairs, ensure safety drills and compliance with school building regulations, manage budget related to facility operations.

10) Events planning - Assist Administration or specific committee chair with planning and logistics for school activities and events

Qualifications
- College degree or equivalent work experience
- Strong organizational skills and attention to detail
- Excellent communication and collaboration skills
- Ability to handle confidential information responsibly
- Proficiency in Microsoft Office and Google Suite
- Knowledge of school management and CRM software
- Ability to multitask in a deadline-driven environment
- Knowledge of Catholic faith
Send applications or inquiries to: board@chestertonsarasota.org

About the Employer

The mission of Chesterton Academy of St. Padre Pio is to help parents raise up a new generation of joyful leaders and saints, educated in the classical tradition and the truths of the Catholic faith. Our rigorous, integrated academic curriculum unlocks student's potential and prepares students to succeed in college. Most importantly, it prepares students to follow Jesus Christ through service to family, profession and country.