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Jason Stewart has worked for two companies in their career. From 2011 to present, they have been a Senior Product Support Specialist at Big Bang LLC. Prior to this, from 2003 to 2011, they were a Professional Driver at Schneider National, delivering freight to customers across the country in the 48 contiguous states and Canada.

Jason Stewart attended the University of Wisconsin-Whitewater from 1999 to 2002, studying Information Technology. Jason then attended the Milwaukee Area Technical College from 2008 to 2010, where they earned an Associate of Applied Science in IT Security.