As 1999 started, the Outlaws slowly began to drift apart, with each man striving for singles gold. Road Dogg held both the Hardcore Title and the Intercontinental Championship in the first few months of 1999 (including a successful IC title defense at Wrestlemania XV), and Gunn briefly held the Hardcore title as well. In March, the pair started to team once again, leading to a match with Jeff Jarrett and Owen Hart at in April. A week later, Gunn turned heel on Road Dogg, resulting in a feud and a match at Over the Edge. The following month, Gunn went on to win the King of the Ring tournament.