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Roy Bobley has worked in the IT industry since 2008. Roy began their career as a Contract Engineer at Engineer Total Computer SolutionsGreensboro, where they updated and supported 16 servers and 170 users. Roy then moved to EngineerRPS Technology, where they doubled the number of workstations from 75 to 175, and installed and supported the migration from 6 server solution to 15 server solution. In 2010, they became a Network Administrator at the US Bankruptcy Administrator, where they assessed the existing network infrastructure and created a strategy to migrate the network infrastructure from an antiquated Novel eDirectory to a new Windows 2008 R2 Domain. In 2011 they worked as a Windows Administrator at the Law Offices of Michael Negri, where they designed and set up a new office network and created a new 2008R2 domain. Roy then worked as a Technical Support Engineer at NetApp from 2013 to 2016, before becoming a Systems Engineer at Hewlett Packard Enterprise. From 2017 to 2020, Roy Bobley worked as a Microsoft Office 365 Concierge Support Engineer at Microsoft/Experis, before taking up their current role as a System Engineer at Cii Technology Solutions, Inc.

Roy Bobley attended Palm Beach Community College from 1974 to 1976 and obtained an Associate's degree in Computer Science. Roy has also obtained certifications from Microsoft, SonicWALL Solutions, and VMware.