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Teaching at Trinity Prep is profoundly satisfying, especially because of the students.
I've never been around a group of young people as smart, enthusiastic, and spirited
as I have found here."
Robert Boerth, English teacher

About Trinity Prep

Trinity Preparatory School is an independent, coeducational, college preparatory school serving more than 860 students in grades six through 12. We are affiliated with the Episcopal Church, and our 100-acre campus in Winter Park, Florida is surrounded by two beautiful lakes.

Our staff and faculty embody a tradition of high performance, growth, development, and professional demeanor. Salaries and benefits are competitive with top national peer schools. Class sizes are small, and our state-of-the-art facilities ignite learning and passion. In addition, the school pays into a retirement program and offers tuition remission for faculty and staff who qualify. If you are are interested in joining our Trinity family, check out the following employment opportunities.

Positions are posted as the need for new coaches, faculty and staff arises. Trinity Preparatory School does not discriminate on the basis of race, color, religion, sex, or national/ethnic origin in employment, educational policies, admissions policies, scholarship athletics, or other school-administered programs.

Faculty / Staff Positions

Qualified Substitute Teachers

Controller (Part Time)

Job Title: Part Time Controller

Reports to: Director of Finance and Operations

Purpose Statement:

The role of the Controller is an integral part of the Business Office responsible for coordinating and assisting in the preparation of financial reports, such as income statements, balance sheets, and analyses of historical and future income and expenses, in addition to other special reports that may be needed. The Controller also oversees the functions of accounting, audit and budgeting.  

Education and Experience:

The ideal candidate will have a bachelor’s degree in accounting with a minimum of five years of experience in non-profit accounting. The candidate must have experience in a similar role.  Independent School experience is a plus. A working knowledge of nonprofit accounting is essential.

Performance Responsibilities:


  • Responsible for managing the accounting function, ensuring accurate and timely financial information;

  • Preparing monthly financial statements, including variance analyses;

  • Supervising student billing and general accounting operations;

  • Reconcile bank and endowment statements on a monthly basis;

  • Providing support in the hiring, training of accounting department staff;

  • Ensuring timely, accurate payment of debt service;

  • Assisting the D.F.O. in the preparation and monitoring of departmental budgets and forecasts working with other administrators and department heads concerning budget performance;

  • Communicating accounting policies to affected employees and ensure compliance with such policies.


  • Supervising all incoming cash receipts and deposits;

  • Maintaining daily cash balances and provide weekly cash reports to D.F.O.


  • Assist in the preparation of schedules and work papers for annual audit (school and 403b plan).  

  • Maintaining permanent office files for all audit schedules prepared by school.


  • Preparing all periodic surveys and reports for the school’s trade organizations (e.g. NAIS and FCIS)

  • Preparing other similar data as requested


  • Other tasks as may be assigned in support of the D.F.O.


To perform the job successfully, an individual should demonstrate the following competencies:

  • Ability to Learn and teach others established processes - Recognizes the importance of learning and motivates others by own enthusiasm. Is able to learn and reproduce the current processes and recommend best practices to streamline them.

  • Time Management Skills - Manages many tasks and projects simultaneously while adhering to deadlines and promises. Maintains work/life balance without compromising expectations of others. Respected for ability to “find” or “make” time to get things done. 

  • Organizational Skills - Creates action plans to meet divisional goals and objectives. Conducts periodic reviews of progress and measures against goals. Establishes broad policies for the office to ensure success. 

  • Communications Skills - Effectively communicates accounting, financial and service issues that are complex in nature. Maintains open communication channels with peers, administrators, and customers at the School. 

  • Written Communication Skills - Effectively communicates broad and very complex business issues. 

  • Problem Solving Skills - Considers a broad range of internal and external factors when solving problems. Grasps complexities and perceives relationships among different problems or issues. 

  • Accounting Software: Knowledge of Blackbaud is preferred.

Physical Demands:

The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

While performing the duties of this job, the employee is regularly required to listen, physically direct, and speak. The employee is required to stand; walk; use hands to finger, handle, or feel and reach with hands and arms. Specific vision abilities required by this job include close vision, distance vision and ability to adjust focus.

Apply Now




Trinity Preparatory School is seeking an enthusiastic recent college graduate interested in pursuing a career in education to participate in our Fellowship Program. The individual will serve for 1-2 years in diverse, defined capacities such as supervised or stand-alone teaching, student advising, coaching and performing a number of traditional day-school responsibilities. Experienced teachers will mentor, support and provide guidance to the fellow.

All interested candidates should apply online by selecting the Apply for a Faculty/Staff Position above.

Please include a cover letter with your application with expressed interest in either Middle or Upper Schools and indicate area aside from academic expertise that would serve the school, e.g., athletics, fine arts, robotics, community service etc. A Bachelor's Degree is required. Relocation assistance available.

Coaching Positions

Candidates must be at least 21 years old and available from 3 to 7 p.m. during the season.

Middle School Boys Lacrosse Coach

Interested candidates must complete an application through the below link:


Apply Now

Varsity Girls Lacrosse Assistant Coach

Interested candidates must complete an application through the below link:

Apply Now

Varsity Tennis Coach

Interested candidates must complete an application through the below link:

Apply Now

Girls Varsity Golf Coach

JV Girls Lacrosse Assistant Coach

If you have any questions regarding employment opportunities, please send an email to All applicants must be able to pass a level II Jessica Lunsford background check and drug test.

Employee Nondiscrimination Policy

We are committed to providing equal opportunity in all of our employment practices, including selection, hiring, promotion, transfer, and compensation, to all qualified applicants and employees without regard to age, race, color, sex, national origin, citizenship status, marital status, religion, disability/handicap, sexual orientation/gender expression, or any other protected status in accordance with the requirements of all federal, state, and local laws. If you believe you have been treated inconsistently with this policy, please immediately report your concern to a member of the Administrative Council or Human Resources. You will not be retaliated against for bringing forth a complaint in good faith.