In June 2006, when Fiona Apple performed “On the Bound” at The Mountain Winery in Saratoga, she was riding the wave of her critically acclaimed album, *Extraordinary Machine*, which had been released just a year prior. This album, known for its lush orchestration and introspective lyrics, marked a significant comeback for Apple following a lengthy hiatus. Interestingly, *Extraordinary Machine* faced tumultuous moments during its production, with leaks leading up to its release. Fans awaited its unveiling with bated breath, and Apple’s dynamic live performances, like the one in Saratoga, demonstrated her captivating on-stage presence and emotional depth. The audience interaction seen in the recordings adds a layer of intimacy to her performance, highlighting how her raw authenticity resonates so deeply with fans. It’s not just her music; it’s her whole vibe that transforms a concert into a personal experience.