Karl Amani Wailoo[1] (born March 6, 1978), better known by his stage name Saukrates (/ˈsɒkrətiːz/; "Socrates"), is a Canadian rapper, singer, and record producer.

Canadian hip hop artists have had a hard time getting established south of the border, and Saukrates is no exception.

Unfortunately for Saukrates, Warner dropped him in 1998,[3] which was one year before his debut album The Underground Tapes was released on Capitol Hill.

By 2000, Saukrates reached another big deal with Def Jam and Gilla House Records (owned by Redman).

[4] Eventually, Saukrates was dropped by Def Jam because he was no longer considered a priority, however he remained with Gilla House.

After completing a second album, Bad Addiction, in 2004, Saukrates faced difficulty securing widespread release on a major label.

[5] On November 19, 2006, he performed "Promiscuous" with Nelly Furtado at halftime show of the 94th Grey Cup (the CFL championship game) in Winnipeg, Manitoba.