As a singer, songwriter, and collaborator, Toronto native Jennifer Castle became a fixture of the city's indie underground in the late 2000s, releasing introspective folk-oriented music first as Castlemusic and later under her own name, while also recording with a variety of outsider acts like Doug Paisley, U.S. Girls, F****d Up, and Constantines. In later years, her music took on elements of light psychedelia and chamber pop, especially on 2014's highly touted standout Pink City. Castle introduced a fuller sound with country accents on 2018's Angels of Death, then shifted gears into a spare, psychedelic folk-inspired approach for 2020's Monarch Season.