Matt Winebright

Matt Winebright is an experienced executive in the education technology sector with a focus on K-12 software and services. He currently serves as an Advisory Board Member at Transizion, a role he took on in July 2022.2 Winebright has a strong background in leading and growing SaaS companies in the education space.

Previously, Winebright was the CEO and President of Hayes Software Systems, an Austin, Texas-based SaaS company specializing in K-12 asset and inventory management.1 During his tenure at Hayes, he led the company to significant growth, achieving net negative churn and substantial new customer acquisition.1

Winebright's career spans 24 years in the K-12 software and services industry. He has successfully led four K-12 focused SaaS companies to dramatic growth over a 20-year period, with three of these companies reaching successful exits.1 His expertise lies in revenue generation, corporate process improvement, efficient scaling, and culture creation.1

After completing degrees in Finance and Economics from Trinity University, Winebright began his career in K-12 focused financial services before transitioning to education technology.1 His leadership approach emphasizes dedicated customer relationship nurturing and driving brand and recurring revenue growth.1

In addition to his role at Transizion, Winebright has also served as an Advisory Board Member for Essentials In Writing. His current position is Business Development Executive at engage2learn, where he continues to apply his extensive experience in the education technology sector.3