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Jay Rogers has worked in various roles in the technology industry since 2005. Jay began their career as a Network Administrator/Media Specialist at Fiber-Tech Inc. in 2005, before becoming an IT Specialist at Network Specialist of Racine in 2006. In 2007, they were an Information Technology Specialist at Glassen Technology Services, and also started their own business, Jay's PC Services. During this time, they were also a Student at UW-Whitewater, and a Webmaster/Member/Audio Technician at Brown's Lake Aquaducks. In 2011, they were a Global Microsoft Server Engineer - Summer Intern at SC Johnson, and Co-Founder of both 521 Dimensions and Server Side Up, a blog filled with tutorials and resources for people who love technology. In 2009, they were also the IT Director at Whitewater Student Government.

Jay Rogers attended the University of Wisconsin-Whitewater from 2007 to 2011, where they earned a Bachelor of Science in Information Technology Infrastructure. Prior to that, they attended Waterford Union High School from 2003 to 2007.