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Cale Sherry has a diverse work experience primarily in the field of technology and software development. Cale is currently the Co-Founder and CTO of Trio CRM since May 2020. Prior to that, they were the CTO at UrComped starting from November 2013. Cale also worked as the VP of Development at Cominium Ventures, LLC from January 2015. In addition, they were the Managing Partner at JTS Innovations, LLC starting from June 2014. Cale Sherry has also been involved as the Managing Partner at A.I Intellectual Property, LLC since September 2009. Before that, they served as the Co-President of the Texas Garbasailing Team in 2004. Furthermore, they held the position of Manager of Information Systems at Aircraft Inventory from May 2005 to January 2015. During their tenure at Aircraft Inventory, they were responsible for maintaining critical servers and providing network and client support. Cale also developed software to increase internal business efficiency and planned IT enhancements for future growth.

Cale Sherry attended The University of Texas at Dallas from 2006 to 2010, where they earned a Bachelor of Science degree in Computer Science.