Best known as the "Quickest Kick in the South" and "The Bounty Hunter", he is best known for his appearances on the independent circuit, as well as AEW's sister promotion Ring of Honor (ROH) and Deadlock Pro-Wrestling, where he was a former DPW National Champion.

[2] Initially having a cowboy persona, ROW owner Booker T recommended Keith to adopt a bounty hunter gimmick inspired by Sammy Davis Jr.'s character from The Rifleman.

At Beast Coast, Keith defeated Andrew Everett to become the DPW National Champion.

[citation needed] At Ring of Honor’s (ROH) Final Battle on December 15, 2023, Keith won the qualifier but lost the Survival of the Fittest match.

[8] On the June 12 episode of Dynamite, fellow member Big Bill and Keith were dubbed "The Redwood" and "The Bad Apple" respectively.