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Randy Pearsall began their career in 2008 as an Activation Manager for TEAM Enterprises' MillerCoors Division. In 2010, they moved to Apollo Group as an Enrollment Advisor. The following year, they joined Biomet Inc. as a Sales Representative for Orthopaedics. In 2012, they became the Vice President of Marketing for Berwick Insurance Group, a national independent marketing organization that recruits agents to sell insurance products.

Randy Pearsall completed their Master of Business Administration (M.B.A.) in Health Care Management from the University of Phoenix in 2011. Prior to that, they obtained a Bachelor of Science in Business with a focus on Marketing from Indiana University of Pennsylvania in 2008.