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Justin McCauliffe has had a varied career, beginning with a role as an Assistant at Garden City Information Technologies Cooperative in 2000. Justin also served as an enlisted member of the Kansas Army National Guard from 2000 to 2009, during which time they were deployed twice. From 2009 to 2010, they were a PHP Developer at Reed Business Information, and then a Lead Developer at SANDOW from 2010 to 2014. Finally, from 2014 to the present, they have been with Broadnet, where they have held the roles of Senior Software Engineer, Director of Engineering, and Vice President of Engineering. During their time at Broadnet, they were responsible for new feature development and led a push to move to more modern software development practices. Justin was also responsible for code and release deployments throughout test and production environments.

Justin McCauliffe received an Associate's degree from Highland Community College in 2005, majoring in Science. Justin then attended Kansas State University from 2005 to 2007, where they earned a Bachelor of Information Systems with a focus on information system and computer science.