Learning Specialist, Grades 9-12

Position: Learning Specialist, Grades 9-12

Department: Wellness

Reports to: Assistant Head of School

Employment Type: Full-Time (10 months)

Location: Winter Park, FL

Posting Date: February 12, 2026

Start Date: August 1, 2026

Trinity Prep is seeking an experienced educator for a full‑time learning specialist to provide support primarily for students with learning differences in grades 9 through 12, and promote academic success for all students in the Upper School.

• Review and interpret psych‑educational testing and medical reports, create Individual Accommodation Plans for each diagnosed student and update them every three years or as needed.
• Observe and evaluate students displaying academic or behavioral difficulties and assess learning strengths and challenges.
• Provide individualized and small‑group instruction in grades 9‑12 in consultation with faculty and divisional leadership.
• Partner with Upper School administration, college counseling, and other support staff to implement accommodations and advance student learning.
• Participate in classroom instruction as needed and maintain continuity of curriculum.
• Meet regularly with Division Heads and support teams to review student needs.
• Develop and track a roster of students requiring individualized support.
• Lead and attend student support meetings and other appropriate meetings.
• Stay abreast of current research on learning, study skills, and learning differences.
• Initiate and schedule parent conferences.
• Collaborate with administrators and department chairs to evaluate and revise the academic support program.
• Maintain confidential student records and accurate documentation of sessions.
• Attend committee, department, and instructional support staff meetings and school‑sponsored events.
• Collaborate to develop a standard operating procedures manual with the Learning Support Team.
• Pursue professional development to remain current with industry trends.
• Perform other duties as assigned by the supervising administrator.

• Master’s degree from an accredited institution (Doctoral degree preferred).
• Minimum of 5 years prior Upper School teaching experience in independent schools, with a strong background in curriculum and instruction.
• Knowledge of learning disabilities, psycho‑educational tests, reports, and assistive technology.
• Experience administering and interpreting assessments and academic achievement data.
• Experience analyzing data to impact student learning and success.
• Ability to handle confidential material with discretion and sensitivity.
• Proven success as a leader in program development.
• High degree of self‑management and initiative with continuous communication and collaboration with stakeholders.
• Full understanding of differentiated instructional strategies across the curriculum.
• Strong networking skills to access community resources.
• Excellent written and oral communication; exceptional organizational and interpersonal skills.
• Must pass a Jessica Lunsford Level II background check and drug test.

• CPR/AED/First Aid (can be obtained upon hiring).

• Comprehensive benefits package including medical, dental, vision, life and disability, 403(b) plans.

• Trinity Preparatory School is an Equal Opportunity Employer.

• Commitment to safeguarding and well‑being of students, with rigorous background checks and training.

• Complete an application through the provided link.
• This position will remain open until filled.