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Chris Caldwell has a strong background in sales and management. Chris began their career in 1999 as an IT Network Sales Manager at TechPower Solutions Inc. In 2001, they joined VERITAS Software as a Sales Representative before moving to Symantec in 2005, where they worked as a Sales Representative, Manager DOD Renewals, and ultimately Director Inside Sales Public Sector Renewals. In 2014, they started working at Veritas Technologies LLC as the Director of Americas Inside Sales Renewals until 2017 when they joined Aspect Software in the role of Director of Subscription Sales.

Chris Caldwell attended Sherwood High School from 1973 to 1977. After graduating from high school, they pursued their Bachelor of Science (BS) degree in Business Management from the University of Phoenix, which they completed from 2005 to 2008.