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The former company executive of WWE, Jim Ross talked a lot about Brock Lesnar and The Undertaker during the episode 99 of The Ross Report. He narrated his ordeals with the company especially what he faced while signing Brock Lesnar in WWE and the decision he took to breaking The Undertaker’s WrestleMania undefeated streak at WrestleMania 30 show.
It is no longer a news in the ears of wrestling followers that Jim Ross signed most of the Superstars in the WWE such as John Cena, The Rock and Kurt Angle when he was with WWE’s talent relations department, Ross explained further that Lesnar was the first person he signed that Vince McMahon was anxious to meet. He says:

“[Lesnar] was the first recruit I ever signed that Vince McMahon actually went out of his way to want to meet. Lesnar was the guy that when McMahon saw him, it was like a man crush. And I can tell you this, and I don’t think I’ve ever told this story before, Vince said, ‘I understand that we’re talking’ and [Lesnar] said, ‘yeah’. [McMahon] said, ‘well, what do you want to do when you get out of college?’ and Lesnar’s answer was, ‘I want to be an entertainer’. He didn’t say, ‘I want to be a wrestler’. He didn’t say, ‘I want to be a pro wrestler’. He didn’t say, ‘I want to be a sports entertainer’. He said, ‘I want to be an entertainer’. And I thought McMahon was going to be orgasmic.”

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He narrated the efforts it took him to convince Lesnar to break the streak saying it was harder than it was to convince The Undertaker that the streak should have been stopped. Ross stated that the decision to break the streak was made on the day of WrestleMania 30 before it was finally achieved. Saying:

“Look, if The Undertaker had not wanted to lose or not agreed to lose to Brock, they would have worked out something else because the story I heard about WrestleMania 30 is that it was harder to convince Lesnar to accept the victory and beat Undertaker at WrestleMania 30 in New Orleans [Louisiana] in the [Mercedes-Benz] Superdome than it was for McMahon to talk to The Undertaker about ‘it’s time’ because that decision wasn’t made until late [on] the day of the show. And I don’t think that Brock was totally comfortable in breaking the streak because of his great respect for The Undertaker.”
James William “Jim” Ross is a 64 year old semi-retired American professional wrestling commentator, referee, restaurateur, occasional wrestler, and the erstwhile C.E.O of The WWE, where he worked as a commentator and as a talent relations consultant who retired from WWE in 2014.