Jesse McCartney and Ana Sky

Oct 16, 2025 at 8:00 PM · Massey Hall, Toronto, ON Massey Hall, Toronto, ON

Oct 16

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Jesse McCartney

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New York-born, LA-based Jesse McCartney is well-known for hits like “Beautiful Soul” and “Leavin’.” His albums often top Billboard charts, and he's earned Gold and Platinum certifications. Jesse wrote the hit “Bleeding Love” and toured with iconic bands. He was also the runner-up on The Masked Singer.