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Kelly Webb Roberts has a diverse work experience in the automotive industry. Kelly has worked as the President of Webb Automotive Group since 2015. Prior to that, they held positions such as Dealer Principal and President at Webb Chevrolet Plainfield, President at Webb Hyundai Mitsubishi, President at Webb Auto Outlet, and President at Webb Hyundai. Before entering the automotive industry, they worked as an Associate at Crowe Chizek from 2004 to 2006.

Kelly Webb Roberts attended Saint Mary's College from 2000 to 2004, where they studied Accounting and Finance. Afterward, they pursued a Master's degree in MSA at Loyola University Chicago from 2004 to 2005.