Born in Kingston, Jamaica, he started out his musical career as a member of the Scare Dem Crew, later continuing as a solo artist. He was later characterised for several trademarks, such as his dyed yellow-orange hair, his unique low-key voice, and his stage performance, which included jumping and running, or even climbing on stage props and monitors. His acoustic trademark is marked by a light lisp.

Bryan had his first international recognition when he and Puma settled a contract for using his single "All Out" for its Olympics commercial campaign in 2004.

He also had a song called "Willie Bounce" that appeared on several mixtapes in early 2006. It sampled the first few bars from "I Will Survive" by Gloria Gaynor.

Recently, Bryan signed with New York-based label Bad Boy Records and released Let's Get Physical on 6 November 2007. The first single is called "Five-O" and features Wyclef Jean. Another track on the album will feature Diddy and Busta Rhymes, and it was produced by Cipha Sounds and Solitair.

Many of his songs are found on various Riddim Driven albums by VP Records and Greensleeves Records's Rhythm Album series. He performs on popular riddims such as "Diwali", "Coolie", "Stepz", and "Bubble Up".

The Gully Creeper dance, for which Bryan created a song, was danced by Usain Bolt at the 2008 Summer Olympics in Beijing after winning the gold medal and breaking a world record in the 200 meter sprint. In 2009 released a cover of the song "We Are The World" in tribute to Michael Jackson. He also plays one of the following song "Ooo La La La" by Teena Marie. In 2013 he did a cover of Eminem's song "Berzerk". Also he first appeared on BET Awards where he sang with Beenie Man. He was invited to sing on the album Free the Universe from Major Lazer where he collaborated for the song "Wind Up". In a 2012 interview the artist said he is the father of 22 children. Also is one of the highest-paid Jamaican personalities. At Jamaican Cribs he show his house which at that time had 20 rooms, 1 bar, 4 chefs, 1 jacuzzi, 1 shark, 15 dogs, 1 pool, 6 rabbits, 1 disco club and was named one of the largest houses in Jamaica.

He said in an interview that after the tour ends, he will release an album, it will be called Out Of Control.

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