Blessed was born in St. Thomas, Jamaica. In high school, Blessed was introduced to the sound system RED FLAMES, and completed his first recordings. In 2002, “LOVE (African Woman)” won a JUNO for Reggae Recording of the Year. Produced by Firehouse Crew, it went number one in many reggae markets worldwide and was rated highly on FLOW 93.5's TOP 50 Requested Songs in 2001. In 2002, Blessed won a UMAC award for Best Reggae Recording with the single “Can't Say No More.” He was nominated for a JUNO Award in 2003 for “SMILE” and in 2004 for “Empty Barrels” featuring Kardinal Offishall. He later won a UMAC award for Best Reggae Recording with “Empty Barrels” and both the JUNO and UMAC award for Best Reggae Recording in 2005 with “Reggae Time.” During the 2010 Winter Olympics, Blessed headlined the Jamaica House in Whistler, BC. In 2017, he was nominated for a JUNO for Reggae Recording of the Year for “Cry Every Day” and in 2018 for “Hold Up Slow Down.” Overall, Blessed has received the most JUNO nominations for Best Reggae Recording and he has opened for artists such as Lauryn Hill and Beres Hammond. He's currently working on several projects.