“Ms. Jackson”— Outkast

60 Songs That Explain the '90s

Why would the best ever want to stop being the best? Rob tries to figure this out in this week's episode covering Outkast. He proves that Big Boi and André 3000 will always be better together by comparing the tag team effort in their hit song, “Ms. Jackson,” and their split album ‘Speakerboxxx/The Love Below’. Later, he is joined by ‘Last Song Standing’ hosts, Cole Cuchna and Charles Holmes, to discuss how Outkast has aged for newer rap listeners and to share their favorite Outkast album in their self-proclaimed old age.


Host: Rob Harvilla

Guests: Charles Holmes and Cole Cuchna

Producers: Olivia Crerie, Chris Sutton, and Justin Sayles

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2025-07-16 101 min

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