Through the Remix Project, Reyez was introduced to Chicago-based hip-hop artist King Louie he liked her work and asked her to collaborate with him on a song.

After resettling in Canada, Reyez became involved with the Remix Project, an educational program for low-income students that helps young adults learn about music and the arts. Her life took a left turn when her family members were granted visas to live and work in America after years of waiting she relocated to Miami with her folks, but after landing a job as a bartender, she found that the city's party-friendly atmosphere was sapping her creativity, and when a music video she made began receiving notice online, she left Florida to return to Toronto. By the time she graduated, Reyez was writing songs that expressed her emotions, playing in Toronto clubs, and busking on the streets. However, after a traumatic breakup with her first serious boyfriend when she was 17, she poured her heartache into her music when her sympathetic music teacher allowed her to spend most of her school days at the piano. Before she became serious about music, she was a committed dance student, and studied hip-hop dance from junior high into high school. She learned to play guitar as a child from her father, who had mastered the instrument. Reyez was born in Toronto, Canada on Jto Colombian parents.

After the arrival of that single, Reyez released the EPs Kiddo (2017) and the Juno-winning Being Human in Public (2018) as well as her first full-length, Before Love Came to Kill Us (2020), amid numerous singles and high-profile collaborations with the likes of Calvin Harris, Eminem, and Sam Smith. The singer/songwriter achieved fame with the cathartic breakup ballad 'Figures' (2016), a multi-platinum hit in her native Canada that also led to a Juno Award for Breakthrough Artist of the Year. Jessie Reyez's unique take on contemporary R&B is accented with pop and hip-hop influences, reinforced by a vocal style that merges the passionate with the stylishly theatrical.

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