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Karen Woodruff has a strong background in the casino industry, with experience in various roles and positions. Karen most recently worked as the Director Cash Ops at Morongo Casino Resort & Spa since October 2016. Prior to that, they were the Director Cage & Credit at Agua Caliente Casino Resort Spa from May 2011 to September 2016. Karen also held the same position at Spa Resort Casino from September 2013 to October 2015. Karen also worked as the Cage Director at Casino Pauma from August 2006 to March 2011. Before that, they were a Cage Operations Trainer and Shift Manager at Mohegan Sun from May 1996 to April 2005, and a Cage Shift Supervisor at Foxwoods Resort Casino from November 1992 to June 1996.

Karen Woodruff obtained a Certificate in Casino Management from the University of Nevada-Las Vegas from 2006 to 2010. Prior to that, they earned another Certificate in Casino Management from Eastern Connecticut State University, having studied there from 2001 to 2002. In addition, they obtained an Associate's degree in Business Administration, Management, and Operations from Johnson & Wales University between 1974 and 1976.