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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


School Chaplain

Trinity Preparatory School, an independent, coeducational college preparatory school serving more than 860 students in grades six through 12, seeks an ordained Episcopal priest; a thoughtful intellectual who can inspire and lead our community as chaplain for the 2017-2018 school year.

The chaplain reports to the Head of School and maintains a highly public role at Trinity Prep and in the cities of Orlando and Winter Park, Florida. His/her primary responsibility is to care for the overall spiritual life of the school and maintain our identity as an Episcopal School. The Chaplain is solidly grounded in the Christian faith, yet comfortable working in a religiously diverse community. The Chaplain’s responsibilities include conducting weekly Chapel services for upper and middle school divisions, providing pastoral counseling, supervising religious clubs, supervising Bible studies, and organizing the major liturgical events which fall within the school year. In addition, he/she teaches elective courses in religious studies and ethics, organizes and coordinates the school’s community service program (with assistance), and actively participates in the extracurricular life of the school through coaching and attending student events as appropriate.


  • Plan, organize, and lead weekly, divisional chapel services (currently one service for each division) that are developmentally appropriate and reflect the mission and values of the school through Bible readings, liturgy, song, and other spiritual messages
  • Coordinate with the chapel music directors
  • Model and encourage regular prayer
  • Plan, organize, and lead school Eucharist services
  • Recruit guest chapel speakers
  • Recruit students to fill leadership roles in all chapel services
  • Maintain all worship “equipment” and supplies
  • Establish a chapel curriculum and deliver heartfelt, inspiring homilies


  • Provide pastoral counseling services to students and their families, faculty, staff, and the larger Trinity community as needed
  • Assist in the coordination of parent-led support systems for community members in times of crisis
  • Be involved in all leadership and character development discussions, program creation and management
  • Lead the school’s response to bereavement

Teaching and Coaching:

  • Teach religion and ethics classes as assigned
  • Perform coaching duties as appropriate


  • Represent the school in such a way that reflects the mission, core values, and Episcopal identity of Trinity Prep

Service Learning:

  • Create service learning models that encourage students to develop a service-oriented mindset while also being sensitive to the specific needs of the populations served
  • Provide leadership in the Habitat for Humanity project


  • Serve as a member of the leadership team and attend meetings as planned
  • Prepare chaplain’s annual budget and operate under the guidelines of that budget
  • Attend faculty and staff meetings as necessary
  • Participate in student supervision duties
  • Participate in diocesan affairs as desired or as required, and serve as a liaison with the Bishop
  • Present periodically to the Board of Trustees


  • Maintain a personal life in accordance with Safeguarding God’s Children and Safeguarding God’s People
  • Be committed to the principles of the Episcopal Identity of the school as determined by our membership in the National Association of Episcopal Schools and the Central Florida Episcopal Schools Association.
  • Display outstanding organizational and communication skills, fair judgment, and keen problem solving
  • Meet regularly with and perform duties as assigned by the Head of School

Interested candidates should complete an application through the link above: Apply for a Faculty/ Staff Position

Manager of Marketing and Communications

Manager of Marketing and Communications

The Manager of Marketing and Communications is responsible for all communications, marketing, web-based social media, and graphics at Trinity Prep and reports to the Director of Advancement and Director of Admission, creating plans to deliver key messages and reinforcing the mission and core values of Trinity Prep.

The Manager will participate in and/or oversee the following:

  • Implementation of the communication plan, incorporating consistent themes that support the strategic priorities established by the Head of School and Board of Trustees.
  • Manage the integration and oversight of the school's internet presence, including the website and social media sites, and work with program managers, parents, and Board to ensure that domain-specific web pages are current and consistent.
  • Design and coordinate content and manage all communications for external constituencies.
  • Maintain, prioritize, and implement, in cooperation with the appropriate department directors, overall project lists for website planning, upgrades, and ongoing requests.
  • Manage contracts with vendors to ensure that projects meet deadlines and are within budget.
  • Oversee the production of all school publications and published materials to assure visual and editorial consistency and lend counsel and assistance in the production of collateral material for school events.
  • Maintain a brand identity, including evaluating current communications components, gaining consensus on the school's needs and direction.
  • Evaluate and pursue marketing, external relations, media relations, and advertising opportunities.
  • Manage the communications budget as well as the collection of photographs and videos for the school's website.
  • Supervise the marketing specialist/associate.
  • Create communications plans for key events including invitation design schedules, social media plans, and email campaigns.

The Manager of Marketing and Communications will serve as writer, editor, web-based communicator, production coordinator, and often, graphic designer. As a result, the successful candidate will have a wide cross-section of skills and professional experiences.

The Manager of Marketing and Communications should have:

  • Three to five years of relevant full-time experience in marketing, public relations, communications, and publications project management in a corporate or educational setting.
  • Excellent writing, editing, and organizational skills.
  • Attention to detail.
  • Strong leadership and interpersonal skills, allowing one to work effectively with colleagues and constituents, solve problems, and represent TPS in the community.
  • Experience managing marketing professionals in a fast-paced and vibrant independent school environment.
  • A bachelor's degree or higher, preferably in marketing, communications, public relations, or a related field.
  • Experience in an independent school environment preferred.
  • A strong understanding of the uses and basic mechanics of electronic media, including search engine optimization, geotargeting, and pay per click.
  • Ability to be a self-starter and work independently, meet deadlines, and manage multiple projects at once.
  • Excellent computer skills, including knowledge of current desktop publishing software, preferably Adobe InDesign, Illustrator, and Photoshop.

To apply for this position, please select Apply for Faculty/ Staff Position above.

Qualified Substitute Teachers

College Counselor

Trinity Preparatory School, a coed school for 855 students in Winter Park, Florida seeks an engaging and outgoing College counselor to support students and their families through the college application and scholarship process. Trinity Prep College Counselors work with students formally in the freshman year and continue to do so through senior year within a series of grade-level meetings and workshops in addition to the individual meetings which occur with increasing frequency as the student approaches the application process. Similar to other independent schools, Trinity Prep recognizes that the college application process is part of a family dynamic, and each of our counselors is expected to meet with parents (with and without the student) at scheduled and as-needed meetings.

Primary responsibilities for 45-50 seniors and 45-50 juniors include:

  • Develop college lists to meet student (and family) needs and expectations, and advise students (and family) on the best potential college fit as linked to their academic, athletic, artistic, and family outlook
  • Write and provide counselor recommendation letters for approximately 45-50 seniors
  • Review, edit and support the development and writing of resumes, college essays and applications, and scholarship applications
  • Model and teach interview skills

Additional key duties include

  • Sophomore College Counseling Coordinator
  • Introduce and support Naviance usage
  • TPS Summer/Enrichment Opportunities
  • Maintain a student advisory group
  • TPS Scholarship Coordinator
  • Other duties as assigned: possibilities include direct or shared coordination of the PSAT, School Profile, Students with Special Disability Accommodations, College Handbook, publications, etc.)
  • Develop and lead a college-tour trip.

This is an exempt, 11 month position that runs from August 1 through June 30. Additionally, the position will teach 1 academic section or coach a sport.

Apply Now

Upper School Dean of Students

Upper School Dean of Students

The Upper School Dean of Students reports to the Head of Upper School and is responsible for articulating behavioral standards, monitoring student behavior, and enforcing the discipline system. In addition, the Dean of Students carries out other duties and responsibilities as delegated by the Head of Upper School in support of the mission of the school.

Other, more specific, duties and responsibilities of the Upper School Dean of Students are to:

  • work closely with teachers and administrators to positively influence student attendance, dress code, and general decorum;
  • oversee chaperone policy and protocol for student trips;
  • present serious discipline cases to the Head of Upper School and/or the Honor Council and Discipline Committee;
  • work with teachers on classroom management procedures to minimize the escalation of behavioral issues;
  • maintain database records pertaining to discipline and attendance;
  • counsel students on decision-making and behavioral choice/modification;
  • consult with parents on matters related to student behavior and discipline procedures;
  • supervise students during the school day and assign faculty supervision duties during non-class time periods of the day to ensure the safety and well-being of all students;
  • chaperone upper school dances, athletic events, fine arts events, and other similar activities;
  • teach and/or coach

Apply Now

World History/ AP World History Teacher

Trinity Preparatory School, a coeducational school for students in grades 6 through 12 in Winter Park, FL, seeks a dynamic and enthusiastic full-time World History and AP World History instructor to teach five sections at the upper school level. Candidates must have the desire and ability to work with students who are highly motivated to learn and achieve and colleagues who are passionate about their craft. This teacher should plan to be an integral component of the students' lives, in and out of the classroom, and to collaborate with colleagues on a grade-level team and as a member of the Social Sciences Department.

Qualified candidates will have a bachelor’s degree or higher in a social science. Trinity Prep has a one-to-one laptop program, and students use technology in a variety of ways in every discipline. Using our learning management system Canvas and participating in the advisory program are required professional standards. In addition to teaching and advising, Trinity faculty lead a significant out-of-the-classroom activity like coaching a sport or a competitive academic team.

Apply Now

Director of Learning and Instruction

The Director of Learning and Instruction reports to the Head of School and is an academic leader responsible for the student-centered learning environment. The Director will set high-quality and innovative professional instructional standards for the teaching faculty to be implemented vertically and horizontally within disciplines, across grade levels and divisions. In collaboration with other school leaders, the Director will observe and evaluate the faculty and supervise the teaching process. The Director will engage with faculty on incorporating differentiated instruction, assessment, and cultural competence into their teaching. While strengthening pedagogy and instructional design, the Director will work to ensure the consistent use of the School’s Learning Management System and other critical student information systems.

Other duties and responsibilities of the Director of Learning and Teaching are to:

  • serve as a resource to faculty and other school leadership on current trends/research in curriculum, learning, and instruction;
  • collaborate with other senior leadership regarding the hiring, retention, and assignment of faculty;
  • identify areas for curricular or instructional innovation, working closely with faculty and in partnership with the curriculum committee and administration;
  • review and analyze data to inform curricular decisions;
  • provide leadership to teachers in matters of classroom management, and reflective teaching practices;
  • assist advisors and students in monitoring academic progress, long range curriculum planning, and goal setting;
  • assure consistency in assessment, parent communication, and academic standards;
  • serve as a resource for faculty, recommending workshops, speakers, and programs;
  • plan and execute the professional development curriculum to include in-service options in collaboration with academic leadership.

Oversite responsibilities include:

  • Academic Support Program
  • Academic Technology Integration
  • Scheduler
  • Professional Development Coordinator
  • MSON (academic liaison)

Committee/Liaison responsibilities include:

  • Administrative Team
  • Curriculum Committee
  • Department Chairs


  • Strong written and verbal communication skills to facilitate effective communication with students, parents, colleagues, and supervisors
  • Passion for learning, integrity, positive attitude, mission-driven, and self-directed
  • Strong leadership qualities and effective interpersonal skills
  • Teach and advise as needed

Qualifications, Compensation and Benefits:

A bachelor’s degree from an accredited college or university is a minimum requirement, although a graduate degree in curriculum and instruction is a welcomed plus. This is an 11-month, full-time position. Salary is commensurate with experience in the areas listed above.Apply Now

Security (Part Time)

Trinity Preparatory School is currently seeking a part-time security guard to work flexible hours. Security at Trinity Preparatory is 24/7 so the hours could be daytime, third shift or weekends. Candidates must be licensed as a class D security officer and be able to work any shift. Position required patrolling the property, monitoring surveillance equipment, inspecting buildings, equipment and access points, controlling traffic and completing reports. Trinity is a non-smoking environment. Must be able to pass a level ii background check and drug test.

Current available weekend shift from 4pm-Midnight Saturday and Sunday

Apply Now

Science Teacher

Trinity Preparatory School is seeking to appoint a dynamic and highly motivated science educator to teach students in grades 6 to 8 and to develop lifelong learners in science. Our middle school science curriculum is an integrated program where faculty at each grade level collaborate effectively to prepare students for our upper school program. Trinity Prep maintains a one-to-one laptop program for students in grades seven to 12. Students are using technology in a variety of ways: integrating electronic textbooks, using Google Docs and Forms for assignments, using blended models to ignite teacher-student interaction, and using Canvas as a learning management system (LMS). A working knowledge of these technologies would be a great asset as well. This teacher should plan to be an integral component of the students’ lives, in and out of the classroom, and to collaborate with our energetic science team.

Apply Now

Instructional Design Specialist

Trinity Prep strives to help students fulfill their potential. Trinity Prep provides opportunities for students to expand their horizons through academics, the arts, athletics, and community service.

Our dedicated teachers excel in their respective fields, and provide a stimulating and challenging environment. Whether they are promoting academic excellence or demonstrating personal accountability, the teachers find creative and meaningful ways to communicate with their students.

Start Date: JULY 1, 2018

Position Summary:

The Instructional Design Specialist works closely with leadership and teachers to develop and implement a strategic vision for instructional design, innovation, and academic technology integration. We are seeking a dynamic visionary to ensure that all areas of academic technology and innovation align with the mission and strategic vision of the school.

Main areas of responsibilities are:

  • Design, deliver and oversee major professional development and growth experiences for faculty in areas of instructional design, technology integration, and curriculum enhancement.
  • Plan with classroom teachers, librarian and curriculum design coaches to design technology integrated learning experiences to foster critical thinking and ethical problem solving for optimal student technology and innovation skill development.
  • Inspire and further develop a culture of exploration, critical thinking, and problem solving to meet the ever-evolving needs of Trinity Prep.

Essential Job Duties:

  • Stay abreast of and engage in ongoing learning of current pedagogies, technologies, and curriculum trends, and collaboratively work to implement those initiatives that further enhance the strategic goals of the school.
  • Provide in-service training to faculty on an ongoing basis.
  • In close collaboration with the curriculum design coaches and the librarian, teach or co-teach student classes as needed to ensure optimal student learning and technology/innovation skill development such as coding, robotics and design thinking.
  • Attend bi-weekly Academic Council meetings to identify opportunities for instructional design, technology/innovation integration, school support and faculty enrichment.
  • Make recommendations for pedagogy and technology that supports curricular and administrative goals of the school.
  • Assist teachers in using technology effectively for assessing learning, differentiating instruction and providing rigorous, relevant, and engaging learning experiences for all students.
  • Provide the vision to continually improve the BYOD program.


  • A bachelor’s degree from an accredited college or university is a minimum requirement, although a graduate degree in instructional technology or curriculum is highly desirable.
  • Experience leading instructional design, technology integration, or curricular innovation in an educational organization.
  • Strong background in a variety of effective instructional strategies such as Understanding by Design, Design Thinking, Personalized Learning, Project and Problem Based Learning, Collaborative Learning, etc.
  • Extensive and successful background of teaching in the upper school classroom.
  • Strong written and verbal communication skills to facilitate effective communication with students, parents, colleagues, and supervisors.
  • Passion, integrity, positive attitude, mission-driven, and self-directed.
  • Strong leadership and interpersonal skills.
  • Perform other duties as assigned by position and as assigned by supervisors.

Compensation and Benefits: Salary is commensurate with experience.

Apply Now


Summary Maintains and repairs physical structures of buildings and maintains grounds by performing the following duties.

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

Receives written work orders or verbal instructions from supervisor.

Cuts grass and trims weeds on organization's property.

Paints interior and exterior walls and trim.

Maintains and repairs buildings' plumbing, electrical systems and air conditioning systems, including replacing worn or defective parts such as switches and fuses.

Maintains and repairs wood parts of buildings.

Assists other departments with moving furniture and unloading and storing supplies.

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

High school diploma or general education degree (GED); or one to three months related experience and/or training; or equivalent combination of education and experience.

Reasoning Ability

Ability to apply common sense understanding to carry out detailed but uninvolved written or oral instructions. Ability to deal with problems involving a few concrete variables in standardized situations.

Other Qualifications

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.


CPR certifications

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 stand; walk; use hands to finger, handle, or feel; reach with hands and arms; climb or balance; stoop, kneel, crouch, or crawl and talk or hear. The employee is occasionally required to sit. The employee must regularly lift and /or move a minimum of 50 pounds.

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 regularly exposed to moving mechanical parts; high, precarious places; fumes or airborne particles; toxic or caustic chemicals and outside weather conditions. The noise level in the work environment is usually moderate to loud.

Apply Now

AP Spanish Teacher

Trinity is seeking applicants for a full-time Spanish instructor in our upper school. This candidate must have a desire to work with students in a challenging college-preparatory environment and be able to teach up through the AP level. Qualified candidates should demonstrate both competence and enthusiasm. This teacher should plan to be an integral component of the students' lives, in and out of the classroom, and to collaborate with colleagues on a grade-level team as well as with the world languages department.

Experience working at an independent school is a plus. Trinity Prep has a one-to-one laptop program, and students use technology in a variety of ways: integrating electronic textbooks, using GoogleDocs 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.

The teacher will be engaged in the school community and encouraged to sponsor a club or service organization and/or be involved in athletics or the arts. Additionally, daily interaction with an advisory group is an essential requirement of any Trinity Prep educator.

A master’s degree in modern languages is preferred. All candidates must be able to pass a background check and drug test. All interested candidates should click on the “faculty/staff position” link to complete the online employment application.

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

Coaching Positions

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

Girls Varsity Volleyball Coach

Aquatics Swim Coach

Blue Group – This swim program is designed for children ages 5-10 to begin year round swimming with a minimal commitment that provides the flexibility to participate in other activities. Participants must be able to swim one length of a 25 yard pool. Swimmers in this group experience the fun of competition via the TPA intra-squad meet and local developmental meets. Emphasis is placed on developing positive self esteem, making friends, and learning the sport. Practices are offered M-F for 1 hr.

Pre-Team - Our program is designed to teach children the skills necessary to become more proficient in swimming in a non-competitive environment. The Pre-Team will focus on learning all components of the four competitive swimming strokes (freestyle, backstroke, breaststroke, and butterfly) including starts and turns. The Pre-Team has been designed as an educational, fun, and safe experience for children. We are offering class on Saturdays beginning in September. Class will be from 11:45 am to 12:45 pm.

Job Description

1. Teach children the fundamentals of competitive swimming, which include sportsmanship, stroke technique, and the rules of the sport while keeping a fun and energetic atmosphere.

2. Prepare & coach daily practices for the Blue group & seasonal PreTeam..

3. Weekly newsletter to parents cc a copy to Head Coach

4. Attend all swim meets- all expenses are paid.

5. Bi Weekly Coaches meetings

6. Certifications required or attainable: Ability to pass USA Background check, CPR, First AID, AED, Safety Training for Coaches, Athlete protection plus the required background requirements for Trinity Preparatory School

7. Nightly & weekend coaching is necessary.

Apply above by completing an application under Apply for a Coaching Position

Boys Cross Country Coach

Interested candidates should complete an application by following the link above: Apply for a Coaching Position

Girls Varsity Golf Coach

Boys Varsity Golf 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.