Sting vs The Undertaker

Sting vs The Undertaker
Sting vs The Undertaker
Sting vs The Undertaker
Sting vs The Undertaker
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Dream Rivalry:

WCW vs WWE between it’s most loyal top talent. An “unfinished business” that could have happened in 2015 once Sting finally came to the WWE, but for some reason did not. Sting altho retired, still holds on to this 1 match. It’s unclear if The Undertaker cares to have this match or if Sting is simply not cleared to wrestle anymore. Could this be one of the ultimate dream matches that will never happen?


1990 Sting wrestled Mark Calaway in his pre-Undertaker character, “Mean Mark” Callous, at WCW live events. In October, Mark Calaway signed with WWF and made his debut as Kane The Undertaker. Here on, The Undertaker remained signed with WWE while Sting remained signed with WCW.

1999 The Undertaker began to transition away from “The Deadman” to his biker character that he would play in 2000. According to Kevin Nash, this was a move to allow Calaway to enter WCW with a non-trademarked persona but as Mark Calaway. Although negotiations were described as close, he ultimately re-signed with WWF as Vince McMahon did not want to lose his core talent. The Undertaker continued to be the centerpiece of WWF.

2001-2002 After the WWF’s acquisition of WCW, WWF did not buy out Sting’s contract with AOL Time Warner. Sting rejected a buyout offer of 50 cents from AOL Time Warner, instead waiting until his contract expired in March 2002. He announced a short-lived retirement in February 2002. Sting then said he has gone public with the fact that he is willing to “entertain” offers to return to a full time schedule with the WWE. Around WrestleMania 18 (2002), Sting was in good negotiations with the WWE. His proposed debut angle was a confrontation with Austin at the conclusion of WrestleMania 19 (2003). Sting met Vince McMahon and after considering how WWF has treated the WCW invasion angle and talent, he protected his character by not signing with WWF. Sting began to wrestle again after a 2 year wrestling hiatus, touring Europe with World Wrestling All-Stars (WWA).

2003 Sting signed a contract with Total Nonstop Action Wrestling (TNA) committing him to a few sporadic appearances and interviews.

2005-2006 In December 2005, the lights in the arena went out as images of a scorpion appeared on the arena screens, along with “January 15, 2006” (date of Final Resolution PPV). Spotlights then illuminated the ring, revealing a chair bearing Sting’s signature trench coat, boots, and a black baseball bat in the center of the ring. At Final Resolution, Sting and his tag team partner won after Sting pinned Jarrett following the Scorpion Death Drop. His heavily promoted return was greeted with chants of “welcome back” and “you’ve still got it” by the Orlando, Florida audience. TNA later revealed that Final Resolution was “by far the most-purchased TNA pay-per-view event in company history, breaking all previous numbers”. On the January 28, 2006 episode of Impact!, Sting made his SpikeTV debut which made for his first appearance on national television in almost five years. Sting noted that he had never had a chance to properly say goodbye to his fans. He then announced that his match at Final Resolution had been “his goodbye”, before thanking the TNA management and the fans. Sting then dropped his bat, with a spotlight appearing over it, and left the ring, shaking hands with various TNA wrestlers on his way up the ramp.

2006-2014 TNA held on to Sting, and Sting continued to wrestle full time for TNA for many years as much as becoming the centerpiece of TNA. All the while The Undertaker in 2010 started his more part-time schedule. In 2011, Sting was “very, very close” to making a deal with WWE, which would potentially have involved a match against The Undertaker at WrestleMania 27 (2011). Sting turned the WWE down again for the same reason as before, seeing how the WCW acquisition and WCW talent was handled. Sting continued in TNA, where he then evolved his gimmick to an “Insane Icon” – a crazed clown-like influence of Heath Ledger’s portrayal of the Joker in the 2008 film The Dark Knight. In 2012, Sting was the first to be inducted into the TNA Hall of Fame. He continued to wrestle for TNA until 2014 when he challenged the TNA World Champion Magnus to a Title vs. Career match. Sting lost, and his TNA contract was terminated as a result.

2014-2015 The greatest wrestler never to perform for WWE, Sting at 55 years of age began to make appearances in WWE with website articles, interview regarding his past tag team partner The Ultimate Warrior, “The Best of Sting” DVD, and to promote was WWE’s latest video game WWE 2k15 where it was then announced he is a pre-order bonus character. On November 23, during the main event of Survivor Series, Sting made his first-ever appearance in a WWE ring by attacking Triple H with a Scorpion Death Drop beginning his feud with Triple H. On January 19, 2015, Sting made his live Raw debut further feuding with The Authority. On March 16 Sting spoke for the first time in-ring. Sting vs Triple H happened at WrestleMania 31, which also involved interference from D-Generation X and New World Order members, in WWE’s attempt to make it a historic WrestleMania moment. Sting but shook hands with Triple H after the match. At this WrestleMania, The Undertaker faced Bray Wyatt. Meltzer’s opinion of why Sting vs Undertaker did not happen was a choice of Vince McMahon’s. (Note: Meltzer is not always a reliable source.) Sting returned on the August 24 episode of Raw, interrupting WWE World Heavyweight Champion Seth Rollins’s statue unveiling ceremony by attacking Rollins before challenging Rollins for the title by raising the belt over his head. Triple H then announced on the WWE Network that Sting would face Rollins for the title at Night of Champions. The following week, Sting defeated Big Show by disqualification in his debut Raw match, as a consequence of Rollins attacking Sting. John Cena then came to Sting’s aid, which prompted Triple H to book a tag team contest involving the four wrestlers: Sting and Cena won after Sting made Rollins tap out to the Scorpion Deathlock. At Night of Champions in his WWE World Heavyweight Championship title match against Seth Rollins, Sting suffered a legitimate neck injury after taking a bump into the turnbuckle. He collapsed on his fours, but was able to finish the match with the intentional finish of Rollins retaining.

“Bottom line, I had tingling, numbness down both arms, all the way to my fingertips. And then, later in the match, I just fell wrong, whatever it was, and this time [the tingling and numbness] went down both arms and into my legs, and I couldn’t feel my legs too well. They just felt like rubber. I don’t know how to describe it. I had to go down on all fours there for a minute, get my composure. I was a little … I was worried. Long term, well, I’m just going to take care of the short term first and see how the long term might play out.”

He went on to say he was in a neck brace and “out like a light” at the hospital after the match. Sting said doctors “mentioned” cervical spinal stenosis, but that’s “only part” of what he heard. Sting paraphrased what the doctor who checked him out told his wife, per Adkins: “He’s going to have to get this dealt with. He’s lucky he walked out of there.” Sting said on the December 9 edition of Ric Flair’s WOOOOO! Nation podcast that he required surgery to correct cervical spinal stenosis, and is “lucky that a catastrophe didn’t happen” in his match with Rollins at Night of Champions. Stone Cold Steve Austin had the same neck surgery and suggested to Sting not to do the surgery.

2016 It was announced in January that Sting would be the first member of the WWE Hall of Fame Class of 2016. In March he explained that he felt “completely normal” and had none of the side effects associated with cervical spinal stenosis. On April 2, during his WWE Hall of Fame induction speech, Sting announced his retirement from professional wrestling. He appeared at WrestleMania 32, alongside his fellow 2016 inductees, the following night. The Undertaker wrestled Shane McMahon at the event. In August, Sting appeared on the WWE Network show Legends with JBL and talked about his career. He also stated that he has not undergone surgery, which would definitively end his career, and he still holds hope for a match with The Undertaker, claiming that such a match is his “unfinished business” in wrestling.

Tale of the tape:

Sting vs The Undertaker
1959 Born 1965
6’2″ Height 6’10”
250 Weight (lb) 309
1985 Debut 1984
Red Bastien, Rick Bassman Trained by Don Jardine
Scorpion Death Drop, Scorpion Deathlock Finisher Tombstone Piledriver, Hell’s Gate
The Stinger Known As The Deadman
Who would win this rivalry?

Can it happen?

The most upsetting thing is: it’s not impossible. Sting’s in-ring performance in 2015 was shaky, and The Undertaker’s is noticeably slower. The fact that it didn’t happen at WrestleMania 31 is a travesty. (Sting faced Triple H instead and in addition an nWo-DX angle was involved.) Regardless of Sting’s retirement in 2016, he still holds on to this 1 match.

Likelihood Level: Unlikely


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