When OutKast dropped “Ms. Jackson” in the fall of 2000, the world was stunned. Nobody had ever heard a hip-hop song that sounded anything like this. But there’s never been anybody like OutKast before. On this week’s episode, hosts Rob Sheffield and Brittany Spanos discuss “Ms. Jackson,” and how it fits into the long illustrious OutKast story. They’re joined by their brilliant Rolling Stone colleague Simon Vozick-Levinson as they break down this song, its timeless appeal and the mighty legacy of OutKast.

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One thing Cher's career has never been is predictable.This week, hosts Rob Sheffield and Brittany Spanos celebrate Cher's incredible legacy with her 1998 hit and best-selling song "Believe" as the focal point. They are joined by artist and DJ Bright Light Bright Light who opened for Cher on tour several years ago and has been a lifelong fan of the legend.

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Only a few rare songs ever turn into pop classics. But this one turned into a classic twice. “Killing Me Softly” not only made Rolling Stone’s list of the 500 Greatest Songs of All Time with the 1973 Roberta Flack hit at Number 273, but also with the 1996 Fugees hit which comes in at Number 359. It’s the only song on the list that appears in two different versions.

On this week’s episode, hosts Rob Sheffield and Brittany Spanos discuss the long-running story of “Killing Me Softly,” and how both these different versions just keep growing in stature over the years. They’re joined by their brilliant Rolling Stone colleague David Browne, breaking down how a Seventies pop ballad became a Nineties hip-hop smash, and why both versions remain universally beloved.

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