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By the time WrestleMania 17 came around, the Attitude Era was almost on the verge of dying. WWE had finally bought off its arch-rival WCW after six years of intense back and forth between the two companies.
The Monday Night Wars gave us a long string of Superstars who went on to become megastars and held multiple World titles. Once WCW died down, several stars made their way to WWE. Some quickly jumped ship immediately, while others took their own time.
Major names like Goldberg, Booker T, and Ric Flair managed to win World titles in both companies. On the other hand, there were a select few who never won a World title in both WWE and WCW.
The Superstars mentioned in this article made a name for themselves in both promotions, with some of them having Hall of Fame careers. However, they couldn't get their hands on the top prize.
#5 Scott Hall
Scott Hall's run in WWE as Razor Ramon in the early to mid-90s turned him into one of the biggest Superstars in the company at the time. He quickly became a mega babyface and had several memorable feuds.
The Ladder match between Ramon and Shawn Michaels at WrestleMania 10 for the Intercontinental title is regarded by many as one of the greatest Ladder bouts of all time. Ramon never bagged the top prize in WWE though.
In 1996, both Kevin Nash and Scott Hall made their way to WCW and formed the nWo soon after with Hulk Hogan. Over the next several years, the nWo ran rampant over the promotion, with all three original members being on the forefront for the better part of the group's run.
Scott Hall didn't win the World title here as well, although he won several mid-card titles, including the TV title, US Heavyweight title, and the WCW Tag Team titles.
#4 Arn Anderson
One of the original Four Horsemen, Arn Anderson is regarded by many fans as one of the most respected veterans of the business. The Four Horsemen formed in 1985 in WCW and wreaked havoc over some of the biggest stars in the company for the next three years.
Consisting of Ric Flair, Arn Anderson, Ole Anderson, and Tully Blanchard, the stable is widely hailed as the greatest faction of all time. Following his WCW stint, Anderson had a short-lived run in WWE, which saw him win the World Tag Team titles with Blanchard by defeating Demolition, effectively ending the latter's reign that lasted 478 days.
Anderson spent the rest of his career in WCW. The Four Horsemen had a much-publicized reunion in the mid-90s, with original members Ric Flair and Anderson joining forces with Brian Pillman and Chris Benoit.
Anderson won a string of mid-card titles in the promotion, including the World TV Championship, and the World Tag Team titles, but was never pushed to become the World Champion.
#3 Mr. Perfect
Curt Hennig is known for his stints in WWE and WCW in the 90s. Soon after his return to WWE in the late 80s, Hennig donned the gimmick of Mr. Perfect. He quickly kicked off an undefeated streak.
On March 19, 1990, Perfect suffered his first pinfall loss to The Ultimate Warrior on an MSG Network special. Over the next six years or so, Hennig turned into a major star and won the Intercontinental title on two occasions.
He made his way to WCW in 1997 and teamed up with DDP in his very first match, to take on Randy Savage and Scott Hall. Originally a fan-favorite, Hennig turned heel by turning on DDP. Later, he joined Kevin Nash's nWo Wolfpac stable along with childhood friend Rick Rude.
He also won the US Heavyweight title by putting down Steve McMichael. This was the only singles title that Hennig won in WCW. He made a second return to WWE in the 2002 Royal Rumble match, and was eventually thrown out by Triple H.
#2 William Regal
Currently, William Regal is the GM of WWE NXT and also holds the positions of Director of Talent Development and Head of Global Recruiting. Regal made his WCW debut in the early 90s. In his debut, Regal defeated an enhancement talent named Bob cook. Regal jumped ship to WWE in 1998.
The run didn't last long and Regal was back in WCW by 1999. He made his way to WWE again in 2000, months before WCW was bought off by Vince McMahon.
Ever since then, Regal has been a mainstay in WWE. Regal was as an active wrestler in WWE for the better part of the 2000s and won several titles. He bagged the Tag Team belts on four occasions, alongside the likes of Lance Storm, Tajiri, and Eugene. Regal also won the King of the Ring tournament in 2008 by defeating Hornswoggle, Finlay, and CM Punk on the same night.
In December 2013, Regal lost a match to Cesaro in NXT, which turned out to be his last hurrah inside the squared circle. Despite an illustrious career, Regal never managed to get hold of the top prize.
#1 Roddy Piper
One of the greatest villains of all time, Roddy Piper was instrumental in bringing WrestleMania on the map and popularizing pro-wrestling in the 80s. The main event of WrestleMania I saw Hulk Hogan and Mr. T defeating Piper and Paul Orndorff in a blockbuster tag team main event.
The event was a huge hit, confirming that 'Mania would become a yearly staple going forward. Piper won the Intercontinental title and the Tag Team titles in WWE but never had a main event run as top Champion.
The situation didn't change in WCW, where Piper won the US Heavyweight title three times. The main event of Starrcade 1996 saw Piper defeating Hulk Hogan in a non-title match, which took place mere months after the latter had turned heel and formed the nWo.
Piper also had a short-lived run in WWE in 2003, in which Piper acted as the manager of Sean O'Haire. Piper also competed in a 3-on-1 Handicap match at WrestleMania 25, with Piper, Jimmy Snuka, and Ricky Steamboat taking on Chris Jericho. He passed away in 2015 due to cardiopulmonary arrest.
