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James Redpath has a diverse work experience spanning multiple companies and roles. James started their career in 2003 as a Sales Associate at 2001 Audio Video and later worked as an IT Support Specialist at Job Skills from 2005 to 2007. In 2009, they joined Witron as an IT Support Technician.

From 2010 to 2017, James worked at Sobeys, where they held various positions including Systems Analyst, Systems and Support Lead, and Manager of Enterprise Applications Support.

In 2017, James joined CGI as an Application Support Manager for a brief period before transitioning to Fortigo Freight Services Inc, where they first served as Director of Information Systems and later became the Senior Director of Information Technology in 2019.

James Redpath completed their high school education at (HTS) Holy Trinity School in 2004, earning a High School Diploma. From 2004 to 2009, they attended Ryerson University and obtained a Bachelor of Commerce (BCom) degree with a specialization in Information Technology. Additionally, James has obtained certifications in CompTIA A+, CompTIA Network+, CompTIA Security+, and MCSA - Microsoft Certified System Administrator from the respective institutions, although the specific dates of obtaining these certifications are not provided.