Fiona Apple

In October 2005, when Fiona Apple performed "O' Sailor" live at Launch in Los Angeles, she was in a unique spot in her career. This performance came just a couple of years after the release of her critically acclaimed album "Extraordinary Machine," which hit shelves in 2005. Interestingly, this album, after several delays and a tumultuous production process, reflected Fiona's deep personal evolution and burgeoning artistic confidence. What makes the live version of "O' Sailor" notable is that she and her band played it at a slower pace, giving the song a fresh, contemplative vibe; it's almost like peeling back the layers of a familiar tune to reveal something new. Plus, with Jon Brio by her side during the performance, it highlighted that sense of collaboration that Fiona often cherishes. This live moment encapsulates then-current Fiona—introspective, raw, and ever so slightly unpredictable.

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