Flashback: In 1998 Coolio collaborated with unlikely friend Kenny Rogers on “The Hustler”
and“As a friend of Coolio, I’ll do whatever he wants me to do,” Rogers said in an interview withabout their collaboration, a hip-hop update to “The Gambler,” the track that the singer had made a hit in the late 1970s.
In a post-“Old Town Road” world, the rap-country coupling may not feel groundbreaking, but if Lil Nas X’s Western yarn caused all thatin the year 2019, think about how crazy Coolio and Kenny’s link-up must have seemed in 1998. “I enjoy working with people that you wouldn’t expect me to be with,” said Rogers. “It’s a great opportunity for me to get kinda involved in another form of music.”
Country and rap can be kindred spirits in their storytelling, and Coolio aptly translated the lessons of “The Gambler” to fit the times. Written by Don Schlitz, “The Gambler,” centers a sage betting man that a narrator meets on a train “bound for nowhere” that offers advice in the form of an extended allegory on what he knows best. “You’ve got to know when to hold ’em/ Know when to fold ’em/ Know when to walk away/ And know when to run,” he famously warns.
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How Coolio Reimagined a Country Hit With His Unlikely Friend Kenny RogersFlashback: In 1998 Coolio collaborated with unlikely friend Kenny Rogers on “The Hustler”
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