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Jonathan Gartland has a diverse work experience spanning multiple roles and companies. Jonathan began their career in 2008 at Canon CTS as a Configuration Specialist, where they worked until April 2009. Jonathan then joined Computer Aid, Inc. in April 2009 as a Service Desk employee, remaining in that role until April 2013. In April 2013, they transitioned to Global DMS, where they held multiple positions. Jonathan started as a Technical Support Specialist and Service Delivery Manager, functioning as an Account Manager from June 2015 to August 2016. The end dates for their roles at Global DMS are unspecified.

Jonathan Gartland attended Quakertown Community High School from 1999 to 2003, but did not receive a degree or pursue any specific field of study during that time. From 2003 to 2007, they attended Bucks County Community College, where they earned an Associate's degree in Cinema Video Communications.