Jai's 1988 debut single Sumintra told the tale of an Indo-Trinidadian woman from Debe who informed her boyfriend of her preference for soca over the music of Indian artist Lata Mangeshkar. Jai returned the following year with Pumping, then Bolo and Show Me Yuh Motion. His 1993 song Wine on a Bumsee signalled Jai's exit from the soca world, opting for the "chutney soca" arena, in which he continues to perform. Jai released Chutney Vibrations, a compilation with soca chutney rhythms and his re-reading of the Juma.
His most commercially successful release is "Mor Tor" fetauring fellow Trini soca star Machel Montano. In 2007 he released songs such as Aj Bhi Jeen and Bodekidal, followed by Barman. Jai has won Chutney Soca Monarch a record breaking 6 times. In 2011, he won his 6th title with the song White Oak and Water.
In 2001 he tied for first place (with Bunji Garlin) for the "Young King" title and placed second in 2010's "Chutney Soca Monarch". He was crowned champion at the 2011 Chutney Soca Monarch, and walked away with $2 million in prize money
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