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Larry DeWitt has a diverse work experience spanning several decades. Larry founded and worked as a coach at All About Endurance from 2016 to the present. Prior to that, Larry was a Senior Cloud Engineer at Plus3 IT Systems starting in 2015. From 2011 to 2015, they served as a Senior Program Manager at World Information Network Systems (WINS). Before that, Larry worked as an ITIL Consultant at ANC Research & Development in 2010 and as a Project Manager at BAE Systems Information Technology from 2009 to 2010. Larry also spent a significant portion of their career at Northrop Grumman Information Systems, holding positions as Deputy Program Manager, Project Manager/Senior Network Engineer, and Network Engineer. Larry started their career in the US Army as an Airborne Infantry Rifle platoon member, eventually becoming a Site Chief after advancing through different roles.

Larry DeWitt holds a Bachelor's degree in Kinesiology and Exercise Science from Concordia University-St. Paul, which they earned from 2014 to 2016. Larry also obtained a Masters Certificate in Project Management from UC Irvine in 2007 and 2008. Larry completed their Master of Science in Computer Information Systems from Boston University between 1991 and 1993. Prior to that, they received a Bachelor of Science in Information Systems Management from the University of Maryland in 1990. In addition, Larry holds the AWS Certified Solutions Architect certification from Amazon Web Services, which they obtained in January 2018.