Rick Cummings graduated Magna Cum Laude from Butler University in 1973, where he majored in Radio/Television and minored in Journalism. In 1981, he joined Emmis Broadcasting as its first Program Director at flagship station WENS-FM, 97.1 Indianapolis (now Hank FM). In 1984, Cummings became the National Program Director for Emmis and shortly thereafter launched KPWR "Power 106" Los Angeles in 1986, as well as WQHT "Hot 97" New York and the country's first all-sports station, WFAN New York, in 1987.

In 2002, Cummings became President of the Radio Division of Emmis Communications. On December 15, 2008, he became President of Programming for the domestic radio group. One of the nation's most respected media companies, Emmis Communications owns radio, city/regional magazine, online and mobile operations in large and medium-sized markets throughout the United States. Emmis (the Hebrew word for "truth") went public in 1994 and now owns and/or operates the ninth largest radio portfolio in the United States based on total listeners. Cummings is also a past member of the National Association of Broadcasters and Radio Advertising Bureau boards and is a member of the Board of Trustees at Butler University.

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