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Jason Sheppard started their work experience in 1998 as an Electrician at Peter's Electric. Jason then moved on to work as a Ranger 1 at the Georgia Forestry Commission from 2000 to 2004. In 2005, they joined Dunbar Armored as the Vice President of ATM Operations, where they focused on developing business relationships, implementing process improvements, and optimizing productivity. Jason held this position until 2020. Currently, Jason Sheppard is the Director of ATM Operations at Brink's Inc, a position they have held since 2018.

Jason Sheppard attended Middle Georgia Technical College, but no further information about their degree or field of study is provided.