When he arrived, Jim Cornette was in charge of the organization and, according to Anderson, did not see potential in his abilities and declined to feature him as more than an occasional bit-player on OVW's programming. match, a victory over Funaki, he showed himself to be a cocky and arrogant wrestler with not only his mannerisms by taking a microphone and performing his own ring announcement.Kennedy also created an ongoing mini-feud with Smack Down! 's No Mercy, defeating Hardcore Holly and injuring Holly's ribs during the match. , Kennedy faced Eddie Guerrero to compete for a spot on Smack Down! He lost the match when Guerrero tossed him a steel chair and played possum, a move which Guerrero had made famous. In retaliation, Kennedy struck Guerrero over the head with the chair after the match.
Most recently, Chesney is said to be dating actress Jamie Hill.
Kennedy won the match after MVP turned on him and aimed for his head with a steel chair, but missed and hit the Undertaker instead, leaving him bleeding.
After the match, the Undertaker attacked Kennedy, forcing him to bleed.
The San Francisco Gate reported that the couple attended the Country Music Awards together in 2008, and that Chesney had already met the 24-year-old’s parents at the time.
In 2010, Chesney was rumored to be dating ESPN sportscaster Jenn Brown.
It’s likely, however, that the rumors are false, as the two haven’t been photographed together and neither has commented on the subject.