Lindsey Webster on Jazz, Songwriting, and Billboard Success

The Jazz Flyte Podcast takes flight this week as host Darrell welcomes Lindsey Webster, a powerhouse in jazz, R&B, and pop whose soulful voice has redefined the genre. Lindsey made history as the first vocalist since Sade to hit #1 on the Billboard Smooth Jazz chart with "Fool Me Once," proving her unique sound resonates deeply in a primarily instrumental space.
In this heartfelt episode, Lindsey opens up about her musical roots, from playing the cello to her love of open mic nights, where her voice found its wings. A true lyricist and poet at heart, Lindsey reveals how her influences, like Mariah Carey and even her brother’s punk rock tastes, shaped her eclectic sound.
But the journey hasn’t been without hardship. Lindsey shares the devastating loss of her baby at six months pregnant and how she navigated the shock and pain to rediscover her passion for music. Through it all, her creativity remains unstoppable-she and her partner Keith are crafting a new album with deeply personal songs like “Home Wrecker.”
From the joy of performing live to the intimacy of studio recording (even remotely!), Lindsey invites listeners into her world of resilience, gratitude, and unshakable love for her craft. Tune in for an episode that celebrates the highs and lows of artistry and the healing power of music.
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