Skip Navigation
Advocating for minds that learn differently®


Careers at The Winston School

Thank you for your interest. 

General Maintenance and Landscaping Position

We have an immediate need for a full-time maintenance person to help keep our campus looking great.

Duties include setting up and breaking down tables, chairs, and equipment for meetings and events, and general clean-ups as needed.  Landscaping maintenance includes mowing grass, blowing leaves, and related duties to keep the grounds looking immaculate. Must be dependable, have a current driver’s license with a clean record, and be able to pass a background and drug test.  Benefits include paid holidays, vacation, sick leave, health and retirement plans.

Please send your resume to for consideration.

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.   

Chess Teacher

The Winston School San Antonio is seeking a chess teacher willing to hold classes on our campus. Wednesday afternoons from 3:30-4:30 is our preferable time for lessons but could be negotiable. Please contact Bflores@winston-sa.orgNo phone calls, please.

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.