In over 45 years of entertainment, Jay has developed a wide-ranging repertoire of American Blues, West Indian Rhythms, Jazz Standards combined with fancy footwork and incredible on-stage charisma. Jay has performed around the world, and at annual Toronto events such as the Beaches Jazz Festival, Jerk Fest, Canadian National Exhibition, Yonge and Dundas Square, and a Taste of Lawrence. Jay was proclaimed winner of NOW Magazine's Toronto's "Best R&B Act" in 2006, and "Male Reggae Vocalist of the Year" at the Annual Toronto Reggae Awards in 2007. During this time Seattle, Washington-based promotions company, "Light in the Attic", made Jay their band leader for the "From Jamaica to Toronto" concert launch at the Harbourfront Centre in Toronto in July 2006. Jay was nominated for "Reggae Recording of the Year" at the 2012 JUNO Awards and was the recipient of the "G98.7 FM Entertainment Award" at the Harry Jarome awards that same year.