The year 1995 truly had it all for TLC. The trio of Tionne “T-Boz” Watkins, Rozanda “Chili” Thomas and Lisa “Left Eye” Lopes had become stars with their 1992 album Ooooooohhh… On the TLC Tip, but in late 1994, the release of sophomore set CrazySexyCool had taken them to the next level — a winning streak that would last through all of ’95 for the R&B group. But even in the midst of multiple era-defining No. 1 hits, VMAs-dominating music videos and unprecedented millions in album sales, the group had to fight through countless setbacks — medical, legal and (particularly) financial.

On this week’s Vintage Pop Stardom episode of the Greatest Pop Stars podcast, host Andrew Unterberger is joined by NYU professor, longtime music industry exec and social media legend Naima Cochrane to remember a

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