Fiona Apple

In early January 1997, Fiona Apple performed “Sleep to Dream” live on The Stern Show, shortly after the release of her debut album, "Tidal," which came out in July 1996. This album not only showcased her distinctive voice and introspective songwriting style but also received critical acclaim, earning her a Grammy Award for Best New Artist the following year. The live performance highlights her raw talent and emotional delivery, particularly in the context of her reflections on teenage experiences and relationships, which significantly influenced her lyrics. This appearance on the Stern Show contributed to her rising fame and solidified her presence in the alternative music scene of the late '90s, marking a pivotal moment in her early career as she transitioned from a newcomer to a recognized artist.

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