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Jason Winfield has a diverse work experience in various sales roles. Jason is currently working as the Vice President Sales - East Region at Element Critical since 2022. Prior to this, they worked at CompuCom from 2019 to 2022 as a Sr. Account Executive, Enterprise. From 2018 to 2019, they served as a Senior Account Executive at Flexential. Before that, they were a Regional Director at 365 Data Centers from 2015 to 2018. Jason also worked at Zayo Group from 2013 to 2015 as a Senior Account Director, focusing on the Healthcare, Legal, and Life Science verticals. Jason started their career at Reliance Globalcom in 2007 and held various roles such as Strategic Solutions Manager, Director of Business Development, Federal Market, Regional Sales Director, and Enterprise Solutions Manager. Jason also has experience as an Enterprise Sales Representative at MTM Technologies and a Senior Enterprise Representative at ePlus Technology.

Jason Winfield completed their Bachelor of Science degree in Business Administration and Marketing from Delaware State University, which they attended from 1988 to 1992. In 2018 to 2019, they pursued a PMP Certification in Project Management at Penn State Abington.