Legacy of Shaggy

Richard O'Neil Burrell, better known by his stage name Robb Banks, is an American rapper. Born in New York City and raised in Broward County, Florida, he gained recognition with the Raider Klan movement in 2012. In that year, he released his debut mixtape Calendars and its follow-up, Tha City the following year. He is best known for his association with fellow South Florida-based cloud rap artists, namely XXXTentacion and the group Members Only, as well as his 2013 singles "All the Way Live" and "On Me". He signed with 300 Entertainment to release his debut studio album, Year of the Savage (2015).

Rupert Antonio Clarke, best known by his stage name Rupee, is a soca musician from Barbados. He was born in the military barracks in Germany to a German mother and a Bajan father, who was serving in the British Armed Forces at the time. He later migrated to Barbados. He was signed to Atlantic Records.

Alison Amanda Hinds is a British-born Bajan soca singer based in Barbados. She is often referred to as the Bajan "Queen of Soca" as a result of her impact on the genre.

Tessanne Amanda Chin is a Jamaican recording artist, best known for winning Season 5 of NBC's reality TV singing competition The Voice as part of Adam Levine's team. She has opened for artists such as Patti LaBelle, Peabo Bryson and Gladys Knight, and toured for three years with Jimmy Cliff. She is the younger sister of singer Tami Chynn.

Pepper is a three-piece reggae rock band originally from Hawaii, now based in San Diego. The band consists of vocalist/guitarist Kaleo Wassman, vocalist/bassist Bret Bollinger, and drummer Yesod Williams. Since the band's formation they have released eight studio albums, as well as two live albums.