Even though Jessie Ware has become a critically-acclaimed singer, she didn't always think that she was on the right path. In fact, as she told The Guardian in 2020, she came very close to quitting the music biz altogether after her 2017 album "Glasshouse." Her dip in confidence came at Coachella in 2018. "I clashed [set times] with Cardi B, a phenomenon that year, who was playing on another stage," Ware recalled. Then when she started to play, she had technical issues, plus her songs didn't exactly appeal to the crowd. "You know how the audience at Coachella is, uh, pretty young? I'm up there, 33 years old, singing about motherhood," she continued. "It was just ... tumbleweed." Yikes, that certainly doesn't sound like an encouraging experience.
After the set, Ware's mother simply told her, "Darling. Quit." And apparently, Ware really did consider leaving it all behind. However, as Ware told Esquire, she gave her career one more shot. "I was definitely very prepared to quit," she shared. "I think I needed to try one more time to see whether it was going to work or not." Luckily, Ware's next album "What's Your Pleasure?" was her most successful to date (via Billboard).
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