During his reign as NWA Mississippi Heavyweight Champion, O'Reilly worked for the Nashville-based Music City Wrestling promotion.
Along with wrestlers such as James Storm and Chris Harris, O'Reilly was part of "R & B Security", a group of jobbers who were billed as the bodyguards of Vince Russo and Eric Bischoff.
They would be involved in one-sided confrontations with bigger stars on Nitro and Thunder, and would wrestle one another on Worldwide and Saturday Night.
O'Reilly also made an appearance on the big stage during the opening segment of the Mike Awesome and DDP match at the WCW Great American Bash 2000 PPV as a medic in the back of the ambulance.
O'Reilly made his WWE television debut on Sunday Night Heat in October 2002, losing to Raven.
The Hotshots worked in Nashville before appearing with the fledgling NWA:TNA promotion in July 2002, when they were signed to full-time contracts.
Following a feud with America's Most Wanted, the team split in October 2002 when O'Reilly left TNA due to travel problems, returning to Louisiana and taking a hiatus from wrestling.
At TNA Sacrifice 2005 on August 14, Riley interfered in the main event tag team match, preventing Jeff Jarrett from hitting Raven with a guitar.
At Unbreakable on September 11, he faced Jerrelle Clark in a free-for-all match which ended in an abrupt draw when Monty Brown entered the ring and attacked both men.
O'Reilly returned to WWE television on the ECW brand where, as Cassidy Riley, he was defeated by fellow TNA alumnus Marcus Cor Von (formerly Monty Brown) on January 16, 2007.
On June 29, 2007 The James Boys defeated the Major Brothers to re-capture the OVW Southern Tag Team Championships.
[3] After his release from WWE, O'Reilly continued working in independent promotions in Tennessee and Oklahoma and retired later that year.