The wrestling career of Road Dogg saw him finding many ups and downs in various promotions. Road Dogg is known as Brian James who followed in the footsteps of his father in the legendary Armstrong family. The desire to keep wrestling in the bloodline led to Road Dogg chasing the dream along with many of his brothers.

RELATED: New Age Outlaws: 5 Best Road Dogg Matches (& 5 Best Billy Gunn Matches)

WWE witnessed Road Dogg having a strong run most remembered for his time in the New Age Outlaws tag team with Billy Gunn in D Generation X. TNA employed him in the early years under the name of BG James. The current life of Road Dogg sees him working backstage in WWE as a producer. Find out which moments from his long run are remembered for the wrong reasons. The following memories were the most embarrassing from Road Dogg in wrestling.

8 Country Music Singing

The Roadie and Jeff Jarrett

The first big role for Road Dogg in a mainstream promotion featured him working with Jeff Jarrett in WWE. Jarrett was playing the heel country music singing character with Road Dogg playing the character of Roadie as his unofficial manager.

RELATED: Every Version Of Road Dogg, Ranked Worst To Best

WWE ran an angle that Road Dogg was the one doing the singing while Jarrett was lip-syncing. Jarrett leaving the company allowed Road Dogg to start working as Jesse James with a bigger push. However, the portrayal of him singing didn’t connect at all and was cringeworthy.

7 Mocking LAX

Voodoo Kin Mafia Sombreros

TNA tried to find the magic of The New Age Outlaws who thrived in WWE. Road Dogg and Billy Gunn entered a feud with top TNA duo LAX that was meant to feature comedy. A few segments featured controversial content that would get any promotion in trouble today.

Both members of The New Age Outlaws wore sombreros and made anti-Mexican jokes playing into stereotypes. LAX was arguably the hottest tag team act in TNA and this felt like a waste of their time using outdated D-Generation X humor from nearly a decade prior.

6 Tag Team Run With K-Kwik

Road Dogg and K-Kwik

WWE wanted to reboot Road Dogg into a new tag team in 2000 when teaming with R-Truth who debuted under the name of K-Kwik. R-Truth had potential as an athletic in-ring worker with charisma on the microphone and a solid rapping gimmick.

Road Dogg didn’t have chemistry with K-Kwik as he did with Billy Gunn in his prior tag team. WWE tried to make Road Dogg legitimately rap like R-Truth could and it turned into a mess. Road Dogg was released shortly after due to personal issues.

5 TNA's CookieGate

TNA CookieGate

TNA tried to make controversial headlines by throwing rocks at WWE in the early years. Road Dogg took part in a tacky segment that featured various TNA stars appearing at a WWE commercial shoot nearby in Orlando and filming it for television.

Eddie Guerrero and Rey Mysterio were blurred with the TNA wrestlers handing them cookies and balloons to welcome them. Road Dogg led the charge with Abyss, Traci Brooks, Shane Douglas, and a few others. The terrible jokes from Road Dogg and the segment intent were flat-out embarrassing in the long run.

4 Odd Man Out After DX Ended

D-Generation X

The face run of D-Generation X led by Triple H took the group to new levels. All five wrestlers involved became bigger stars until the breakup when Triple H ended DX in 1999. WWE had plans for everyone but Road Dogg.

RELATED: 10 Most Embarrassing Moments Of Triple H's Career

Triple H moved into The Corporation faction as a top heel with Chyna at his side. Billy Gunn received a big heel push winning the King of the Ring tournament in 1999. X-Pac thrived in a face tag team with Kane. Only Road Dogg looked weaker and suffered the embarrassment as a post-DX afterthought until they reunited.

3 Calling Out Triple H & Shawn Michaels In TNA

Voodoo Kin Mafia in TNA.

TNA went overboard trying to get attention by trashing WWE when Triple H and Shawn Michaels reformed D-Generation X in 2006. Road Dogg and Billy Gunn cut promos claiming they were going to take the war to WWE in a few cringe-worthy segments.

There were a few promos of The New Age Outlaws doing bad impressions of Triple H and Michaels. The duo mocked both older WWE wrestlers for being uncool, but they were in the same age range doing the exact same thing with less success.

2 Hosting Are You Serious? Show For WWE

WWE's Are You Serious? Series

Road Dogg returned to WWE in a backstage role to start the next chapter of his career after leaving TNA. There was an on-screen gig for him hosting a web show titled Are You Serious? with WWE broadcaster Josh Mathews when WWE wanted online content.

The show was made to look at the most embarrassing moments in wrestling with Road Dogg and Mathews mocking them. WCW ended up being the main target with it turning into another bash fest. Both Mathews and Road Dogg came off poorly with the weak comedy leading to the show ending faster than expected.

1 Showing Up At Final Nitro Expecting Job

Road Dogg

The most embarrassing moment of Road Dogg’s career came backstage rather than on-screen. WWE released him in late 2000 due to his personal issues continuing to grow worse. Road Dogg obviously wanted to move to WCW as the other major company at the time.

The weak state of WCW didn’t stop wrestlers from wanting to go there for another big contract. Road Dogg showed up for the final show of Nitro expecting to broker a deal with WCW management. This happened on the night WWE took control after buying WCW. The moment of showing up for a new job only to meet the people who fired you is next-level embarrassing in the wrestling world.

NEXT: New Age Outlaws: 5 Reasons Why Road Dogg Was The Team’s Star (& 5 Why It Was Billy Gunn)