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Raymond Simmons has a strong background in athletic communications and sports information. Raymond started their career as a Sports Information Assistant at SIU Edwardsville in 1985 and worked there until 1988. In 1988, they moved to Florida International University where they held the role of Sports Information Assistant until 1989. Raymond then joined the University of Southern Indiana in 1989 as the Director of Athletic Communications, a role they continue to hold.

Raymond Simmons attended Southern Illinois University Edwardsville from 1984 to 1988, where they obtained a Bachelor's degree in Communications.