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Courtney Guest has a total of three work experiences. Courtney started their career as an Intern at Forum Municipal Development Inc. in May 2011. In June 2011, they transitioned to a role as a Field Service Consultant at MetLife, where they worked until September 2014. From June 2013 to September 2014, they also held the position of Group Voluntary and Worksite Sales Trainee at MetLife. Most recently, they have been working as a Regional Sales Manager at GIS Benefits, Inc. since September 2016.

Courtney Guest attended the University of Georgia - Terry College of Business from 2009 to 2013, where they earned their Bachelor of Business Administration (B.B.A.) degree in Risk Management and Insurance. In 2011, they also briefly studied at the University of New Orleans- Innsbruck, but it is not specified whether they obtained a degree or pursued any specific field of study during their time there.