Charlotte Day Wilson can make a single moment stretch into a lifetime of feeling. It’s not just that her warm voice recalls the jazz phrasings of classic torch singers, or that her smoldering anthems are methodically paced, allowing her emotions to linger long after the song finishes. But throughout her self-made career, the Toronto-born-and-raised singer, songwriter, producer, and multi-instrumentalist has developed a masterful ability to unpack modern lamentations with a sense of timelessness, captivating listeners across generations.