5 Greatest WWE Superstars with a “Cowboy” Gimmick

#2. WWE’s singing cowboy, Jeff Jarrett.

“That's J-E-Double-F, J-A-Double-R, E-Double-T!” said WWE Hall of Famer Jeff Jarrett during the height of his WWE career. The singing cowboy and third generation superstar, Jarrett would win over 80 titles in his storied career. Jarrett was inducted into WWE’s Hall of Fame in 2018.

Jarrett had two successful runs in WWE, from 1992-1996 and again from 1997-1999. The highlight of both his WWE runs was winning the IC title. Jarrett won the title on six different occasions in his two stints in WWE. He would also win the European title as well as the Tag Team title belts. Jarrett would have classic feuds with Razor Ramon, Shawn Michaels and Ahmed Johnson. In between his WWE runs, Jarrett found success in WCW.

Double J’s stay in WCW was a very successful one. He would win the US championship in a feud with Dean Malenko. He then began a feud with the Four Horsemen before departing back to WWE. Jarrett’s last stay at WCW was even more successful. Jarrett would win the WCW heavyweight title on 4 different occasions and become the focal point of the company. Jarrett would move on to TNA and have a successful run as champion and a classic rivalry with Kurt Angle.

Jeff Jarrett made his mark in both WCW and WWE. He successfully navigated the singing cowboy gimmick into multiple title reigns and a place in WWE’s Hall of Fame.

#1. WWE’s hardcore legend, Terry Funk.

Terry Funk didn’t play his character, he lived it. Funk’s 50 year wrestling career took him all over the world and led to his induction in WWE’s Hall of Fame in 2009. Hailing from the “Double Cross Ranch” in Amarillo, Texas, Funk came to the ring in a cowboy hat and chaps looking for a fight. Funk, along with his father Dory and brother Dory Jr., built a legacy for all-time.

In a 50-year career, Funk has had more than his share of accolades. Funk had legendary feuds with the likes of Ric Flair, Junkyard Dog and Cactus Jack. Funk also won the NWA heavyweight title, ECW heavyweight title and multiple tag team titles including one in WWE. Funk embraced the cowboy role fully in his WWE run. Funk would often ‘brand’ his opponents after a victory and conducted the majority of his interviews with a mouthful of tobacco.

Terry Funk was the embodiment of a Texas-tough cowboy. He was fearless in the ring and more than a bit crazy. Like an old cowboy, Funk was never quite ready to hang up his tights. Funk carried himself like a true cowboy.