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Gregg Weiss is currently the superintendent at Silsbee ISD. Gregg has previously served as the high school principal at Hawkins ISD, the school superintendent at Mount Vernon ISD, and the school superintendent at New Summerfield ISD. Gregg has also held the position of executive director of secondary and school service at Quinlan ISD and assistant principal at Quinlan High School.

Gregg Weiss has a Doctor of Education from Texas A&M University-Commerce in Educational Leadership and Administration, General. Gregg also has a Master of Education from Texas A&M University-Commerce in Educational Leadership and Administration, General, and a Bachelor of Science from Howard Payne University in HIstory/Physical Education. Gregg is certified by the Texas Education Agency in Mid-Management, Texas Principal Evaluation and Support System (T-PESS), Texas Public School Superintendent, and Texas Teacher Evaluation and Support System (T-TESS).

Some direct reports include Catherine Whitehead - Director of Elementary Curriculum, Tricia Brooks - Director of Business/Finance, and Sherrie Thornhill - Assistant Superintendent of Human Resources.