Lindsey Webster is a two-time Billboard “Artist of the Year” whose music spans jazz, R&B, pop, and soul. She has earned two #1 albums, two #1 singles, and ten Top 10 singles on the Billboard Contemporary Jazz Chart, including the historic 2016 #1 vocal hit Fool Me Once, the first since Sade. Her albums A Woman Like Me (2020) and Reasons (2022) both topped the iTunes Jazz Chart, showcasing her flawless range, soulful delivery, and poetic songwriting. A Woodstock native, Webster grew up surrounded by eclectic music and brings authenticity and depth to every performance. Her collaborators include Nathan East, Nicholas Payton, Randy Brecker, Brian Culbertson, Lil John Roberts, and Kev Choice. Critics have praised her as “soulful, authentic, and exceptional,” noting her ability to balance emotional intimacy with commanding stage presence. With precise vocals, compelling lyrics, and a dynamic blend of genres, Lindsey Webster continues to redefine contemporary jazz.