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Clairmont The Second is the stage name of Clairmont II Humphrey, a Canadian rapper from Toronto, Ontario. He is most noted for his 2017 album Lil Mont from the Ave, which received a Juno Award nomination for Rap Recording of the Year at the Juno Awards of 2018. He also received positive reception from his 2019 album Do You Drive? Clairmont The Second won the 2019 Hi-Fidelity Award. Beginning his career in 2013, he released the mixtapes Becoming a GentlemIIn, Project II, and A Mixtape by Clairmont The Second before releasing the album Quest for Milk and Honey on Black Box Music in 2016. The album was a longlisted nominee for the 2017 Polaris Music Prize. Lil Mont from the Ave followed in 2017.In addition to his own music, Clairmont appeared as a guest musician on 2017 recordings by Del Bel and Grand Analog.

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