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Advocating for minds that learn differently®


Thank you for your interest in a career with Winston.

At The Winston School San Antonio, we strive to provide the optimal environment for every student to learn, grow, and uncover their unique talents. Our success in achieving this goal is made possible by our outstanding faculty. At Winston, the dedication and passion of our faculty, staff, and administration make it possible for our students to achieve excellence every day.

Music/Drama Teacher

The Winston School San Antonio is seeking an experienced, passionate Music & Drama Teacher with a heart for children. Ideal candidates possess great communication skills, can adjust well to change, and have the ability to envision and execute an annual plan for a school-wide performing arts program.

Responsibilities associated with this position include:

·Teaching six classes a day to students of varying levels, including Lower School Music, Middle School Music, and Upper School Drama. Classes typically consist of 6-10 students.

·Directing student performances

·Assisting with the school Glee Club

·Working with students individually to develop skill areas in the arts

Special consideration will be given to a candidate who is driven to take the school theater arts and music programs to new heights. The Winston School San Antonio is currently undergoing a $9.7 million campus expansion, set to open Summer 2020. The school’s new facility will include a state-of-the-art music classroom, music practice rooms, a black box theater, and a performance stage.

This position starts immediately and runs through the end of the school year (May 2020). If a candidate demonstrates the ability to develop and grow the performing arts program, there is potential for full-time employment in the 2020-2021 academic year. Pay is commensurate with experience.

For more information, please contact Louise Pastorino at

Substitute School Teacher

We are currently interviewing for substitute teacher openings for K through 12th grades. Interested candidates should email  No phone calls, please.


  • Bachelor’s degree preferred but will consider candidates with some post-secondary education. 


  • Previous teaching experience or substitute teaching experience a plus.

Special Requirements

  • Employment is conditional upon the successful completion of a criminal background investigation.   

The Winston School San Antonio does not currently have any other open positions. 

All educational programs, services, activities and employment of The Winston School San Antonio are available without regard to race, color, gender, religion, national or ethnic origin, age, genetics, or citizenship.

Employees of The Winston School San Antonio are protected under the Americans with Disabilities Act (ADA) of 1990 that prohibits discrimination and ensures equal opportunities for persons with disabilities in employment, state and local government services, public accommodations, commercial facilities, and transportation. Winston has made every effort to comply with the ADA. Individuals wishing to suggest additional modifications to facilitate the mobility of any member of the Winston community should contact a school administrator.