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Robert Stewart has over 40 years of experience in the casino and slot operations industry. Robert began their career in 1973 at LOUCO Amusement Co. as an Installation, Collections, and Technician. In 1978, they joined Resorts International as a Slot Operations Manager, and later held the same role at NEVADA, INDIANA, NEW JERSEY, and COLORADO. In 1989, Stewart became the Vice President of Slot Operations at Trump Taj Mahal, before moving to Grand Victoria Casino as Assistant General Manager in 2000. Robert then served as the Senior Vice President of Casino Operations and Race and Sports Book at Las Vegas Hilton from 2004 to 2010. In 2011, Stewart became the General Manager of Indiana Live! Casino, and in 2013, they became the Director of Slot Operations at Tropicana Casino & Resort.

Robert Stewart attended Stockton University from 1990 to 1991, where they studied Business/Corporate Communications. Prior to that, from 1986 to 1987, they attended Atlantic Cape Community College, focusing on Accounting and Business/Management. In the earlier years of their education, from 1976 to 1978, Robert pursued Pre-Dentistry Studies at Marist College. It is unclear if Robert Stewart completed any degrees, as the information provided does not mention any specific degrees earned. Additionally, there is an unspecified period of time where Robert may have also attended Stockton University without specifying the years or field of study.