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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

Part Time French Teacher

Trinity is seeking applicants for a part-time French instructor. This candidate must be able to teach in both the middle and upper schools. A master’s degree in modern languages is preferred. This candidate must have a desire to work with students in a challenging college-preparatory environment and have a natural disposition for teaching a wide range of ages and levels. Qualified candidates should demonstrate both competence and enthusiasm. This teacher should plan to be an integral component of the students' lives, and to collaborate with the world languages department.

Experience working at an independent school is a plus. The high school at Trinity Prep is part of our one-to-one laptop program, and students are using these pieces of technology in a variety of ways: integrating electronic textbooks, using Google Docs and Forms for assignments, and using blended models to ignite teacher-student interaction. Knowledge of a learning management system such as Canvas would be a great asset as well.

Apply Now

Director of Advancement

Trinity Preparatory School, a premier private school of nearly 900 students grade 6-12 grade in Winter Park, Florida, is seeking an experienced fundraiser, engaged leader and committed communicator to serve as its next Executive Director of Advancement. The successful candidate will share and promote the core values embodied by Trinity Prep, its faculty, staff, students, parents and alumni in its mission to develop individuals who will excel in college and in life, contribute to their communities, lead in a changing society and grow spiritually. The right candidate will help build a culture of giving at Trinity Prep, with supreme emphasis on gifts to the Trinity Prep Fund, through creative leadership, the ability to ask and problem solving.

The new Director of Advancement will:

  • Be a leader for the entire Trinity family, communicating and engendering passion for the mission of the School and guiding excellence in every aspect of the Advancement division.
  • The Executive Director will foster active partnerships, develop productive relationships and be fully vested in the Trinity and greater Orlando communities.
  • As the chief external relations officer for the School, the Executive Director will have strict monthly visit goals for themselves, and the Advancement Team, to actively engage constituents in supporting Trinity Prep.
  • Provide support for the Head of School in strategic thinking and planning for Trinity Prep and for fundraising work, cultivating the valuable relationships that will increase support for Trinity.
  • The Executive Director will support the Board of Trustees, especially the Governance and Development Committees.
  • Collaborate with the senior leaders, known as the “A-Team” to address School-wide challenges and create funding plans to achieve institutional objectives.
  • Foster a sense of urgency about the work of the Advancement team (especially the Trinity Prep Fund, but also major gifts and planned giving, and alumni and parent engagement and communications) and its potential to contribute to the future of the School.
  • The Executive Director will lead long-range planning for the Advancement division ensuring that stretch goals are set and achieved to support the School’s strategic plan initiatives and annual giving goals.
  • As the new strategic plan is unfolding and major gifts and planned giving programs are being developed, significant emphasis will be placed on growing a robust Trinity Prep Fund to include active face-to-face solicitations, superior direct marketing and phone-a- thon programs and growing an active network of volunteer fundraisers.
  • Grow and lead a staff committed to developing and enacting best practices with regard to donor discovery, cultivation and stewardship, communications, metrics and staff accountability, and professional development.
  • Create a comprehensive parent program, characterized by more robust parent engagement and financial support for the short and long-term benefit of Trinity Prep.
  • Enhance alumni engagement by developing comprehensive plans of communication, activities and programs to enlist all alumni, young and older, as volunteers, advocates and donors of the School.
  • Manage a personal portfolio of donors (including Trustees, major and planned gifts and high-end annual giving prospects) and meet individual goals for visits.

Specific Qualifications

  • Candidates with 5−10 years of increasing responsibility in the advancement field are encouraged to apply.
  • Previous experience at premier independent schools with compatible missions required.

Other qualifications include:

  • Bachelor’s degree required; advanced degree preferred.
  • Demonstrated knowledge of major gifts work, planned giving and leading a successful annual giving program a must.
  • Successful capital campaign experience.
  • Excellent planning and creative strategic thinking skills.
  • Strong leadership and motivational ability.
  • Excellent communication skills, both verbal and written.
  • Strong management skills and the ability to attract new talent.
  • Strong results-oriented focus driven by well-established metrics and accountability.
  • Team player with ability to collaborate with dynamic leadership team at the executive level.

Apply Now

Development Associate/ Administrative Assistant

Development Associate / Administrative Assistant

Summary: This assistant position reports directly to, and provides direct support to the Director of Advancement and serves as office manager. While a direct report to the director of advancement, s/he is responsible for general office administration and support as well by providing organizational support to the assistant director/alumni affairs and the family liaison, and other members of the advancement team. Providing clerical and accounting support, database management, assistance with the coordination of special events, communications and grant-related activities of the organization are key aspects of the day-to-day activities for this position.

Essential Duties and Responsibilities include the following. Other duties may be assigned.

  • Meticulous attention to detail.
  • Proficiency in MS Office and G-Suite, database management and social media applications.
  • Ability to work in a professional, team-oriented small office environment and successfully interact with and assist donors and community leaders.
  • Ability to maintain strict confidentiality required.
  • Performs all data entry and donor acknowledgement relevant to all donor giving.
  • Provides reports and statistics on giving to staff and updates the Trinity Prep Fund sign and the website statistics.
  • Assists with all department specials events including, but not limited to, Golden T, Homecoming, Reunions, alumni parties, Grandparent’s Day, Auction, Headmaster’s Reception and New Parent events.
  • Covers reception desk as assigned by the assistant to the Head of School.
  • Though not often, the ability to work nights and weekends is a core job requirement.

Must be able to pass a Level II Background Check and Drug Test.

To submit an application and resume please follow the link: Apply Now

Assistant Director of Admissions

Assistant Director of Admission

Summary The Assistant Director of Admission is responsible for drafting strategies to increase applications and reach new applicant markets, for approval by the Director of Admission and Financial Aid. This position also assists with meeting the marketing needs of the Admission Office, works closely with the Director of Admission and Financial Aid on Trinity Preparatory international program, serves on the Admission and the Financial Aid committees, manages the Blue and Gold Society and assists in planning and attends admission office events.

This position requires the highest degree of professionalism and discretion in representing the School and managing confidential information.

Essential Duties and Responsibilities include the following. Other duties may be assigned.

Answers inquiry calls from families.

Provides campus tours to prospective families, provides students with hosts for visitations and interviews and assesses applicants.

Responsible for overseeing and directing community engagement to increase applications

Member of the Admission Committee

Assists with international student enrollment process

Supervises/administrator for the ISEE exams and maintains placement information database including grades, test scores, addresses and phone numbers.

Manages re-enrollment for returning students, tracks re-enrollment numbers, reports status of returns on daily/weekly basis.

Maintains statistics for Admissions and data on minority enrollment, religious preference and parent occupations.

Member of the Financial Aid Committee.

Assists families in processing their requests for financial aid.

Provides follow up and award results to families applying for financial aid.

Assists with all event planning and setup for admission events.

Participates and attends appropriate organizational meetings and conferences when necessary as a Trinity Prep admission representative including the Winter Park Chamber of Commerce meetings to establish and promote relationships.

Act as an advisor to students and an administrator at athletic events.

Qualifications To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. The requirements listed below are representative of the knowledge, skill, and/or ability required. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

Education and/or Experience

Bachelor's degree from four-year college or university; or three to four years related experience and/or training; or equivalent combination of education and experience.

Computer Skills

To perform this job successfully, an individual must be proficient in Database software; Internet software; Microsoft Office Excel Spreadsheet software, Microsoft Office Word Processing software, Google Mail, Google Drive and Google Calendar.

Other Qualifications

Must be able to pass a Jessica Lundford Level II background check and drug test.

Must be able to work around children.

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 sit; use hands to finger, handle, or feel and talk or hear. The employee is frequently required to stand; walk and reach with hands and arms. The employee must frequently lift and/or move up to 30 pounds. Specific vision abilities required by this job include close vision, distance vision, color vision, peripheral vision and depth perception.

Work Environment

The work environment characteristics described here are representative of those an employee encounters while performing 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 frequently exposed to outside weather conditions and extreme heat. The noise level in the work environment is usually moderate.

Apply Now

School Nurse

Position Summary:

As a member of the professional school faculty, the school nurse is responsible for assisting in the planning and implementation of a school health program with the purpose of enabling each student to take maximum advantage of educational opportunities.

Essential Duties and Responsibilities include the following but are not limited to;

Health Service Responsibility:

  • Administer temporary and emergency care procedures to sick and injured students and to school personnel.
  • Develop a program that assures safe on-going emergency health care during absence from building.
  • Assist in communicable disease prevention and control by: insuring that students meet the immunization requirements as defined by the state law; management of suspected and diagnosed cases of infectious diseases, detection and referral of pediculosis, scabies, ringworm, impetigo, and other scalp and skin conditions; and through dissemination of sexually-transmitted disease control information and referrals.
  • Interpret policies and procedures for control of communicable diseases with the school community, including regularly consulting the Center for Disease Control and the Florida Department of Health.
  • Identifying students with health conditions which may require adjustment in academic schedules or physical education activities.
  • Initiate referral and follow-up relevant to unmet health needs of students.
  • Make appropriate interpretation and distribution of health information to facilitate recommended academic changes.
  • Work with parents and with medical and health care community to promote optimum delivery of health care services to students.
  • Maintain accurate, updated records of health information on all students and assist in the preparation of written reports that are required by the Florida Department of Health.
  • Coordinate health service activities with the instructional program, including the establishment and management of chronic illnesses and concussion protocols with school officials, parents, and students.
  • Maintain appropriate health supplies and equipment in the clinic and first aid kits.
  • Report potential health/safety hazards in each school.
  • Be an active participant in faculty development, as appropriate.
  • Ensure that Parental Authorization and Medical Certificate forms are received for all students each year.
  • Serve on the Operations and Student Life Committees.

Health Counseling Responsibility:

  • Demonstrate professional skill and consistent behavior in assisting students and families with management of health problems.
  • Maintain confidentiality of matters related to personal health problems of students and their families.
  • Interpret and utilize health information with good judgment.
  • Initiate planning for teacher-nurse conferences at appropriate intervals to consider physical, social, and emotional health of children with health maintenance problems.
  • Constructively participate in grade level meetings.
  • Assist students, parents, and school faculty in exploring alternate approaches to meeting health care needs.
  • Recognize the parent to be an extension of the school health program and invite parent involvement in health care planning.
  • Maintain regular communication with the counseling office to the benefit of all students, faculty, and parents

Health Education Responsibility:

  • Utilize health services activities as a vehicle for direct and indirect health teaching.
  • Assist in sponsoring and organizing the campus blood drive.
  • Establish and maintain a good working relationship with the medical community.
  • Aid in sexuality education as curriculum dictates.
  • Maintain all proper credentials to serve as a school nurse.
  • As appropriate, prepare a curriculum for faculty who instruct, or have regular contact with students with known health concerns.

Must be able to pass a Jessica Lunsford Level II background check. Must be able to pass a drug test. Must be able to work around children.

Apply Now

Part Time Computer Science Teacher

Trinity Preparatory School is looking for a dynamic educator or professional to teach two computer science classes. The middle-school robotics course, which is a part of the FTC Robotics program, and design technology class for sixth graders. These courses are excellent introductions to the computer science discipline for our middle school students. The class begins in the first semester, which starts August 2018. Teaching experience at the middle school level and mechanical knowledge is preferable. A bachelor’s degree is required. Trinity Prep maintains a one-to-one laptop program for students in grades six through twelve. Teachers are using these pieces of technology in a variety of ways: integrating electronic textbooks, using Google Docs and Forms for assignments, and using blended models to ignite teacher-student interaction. Knowledge of a learning management system such as Canvas would be a great asset as well.

Interested candidates should complete an application and submit a resume through the below link:

Apply Now

Coaching Positions

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

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.