Popcaan's international singles include "Only Man She Want", "Everything Nice", "Ova Dweet", "El Chapo", and "Family".

He has collaborated with a number of international artists, most notably Drake, Jamie xx, Pusha T, Giggs, Matoma, Wale, Gorillaz, and Davido.

He describes his childhood as "rough",[3] having to stop attending school due to the street drama surrounding his town.

[5] Popcaan began making music for Adidjaheim Productions with then-in-house producer NotNice, the first person to voice him professionally.

[11] In 2013, Popcaan released the video for "Unruly Rave", which was shot in Toronto, Ontario, and directed by October's Very Own label head Niko.

[14][15] It entered the Billboard Top Reggae Albums chart at number 2, and the video gained over 5 million views on YouTube.

[16] He featured on Melissa Steel's single "Kisses for Breakfast", which was a top ten hit in the UK in August 2014.

[20] In May 2015, Popcaan was featured on Jamie xx's "I Know There's Gonna Be (Good Times)" with American rapper Young Thug.

[23] On 2 May 2016, Popcaan was reportedly held by police after a performance in Antigua involving an altercation with an officer on stage.

[25] In March 2017, Popcaan performed guest vocals for the Gorillaz track "Saturnz Barz" off of the album Humanz.

[27] He also spent time in Europe as the opening act on Drake's Boy Meets World Tour.

[34] On 16 October 2020, Popcaan joined forces with OVO affiliate Preme for their EP Link Up, which featured Wiz Khalfia, Davido, Beam, and French Montana.