10 Current WWE Wrestlers with the Longest Tenures in WWE

Most superstars who've stuck with the WWE are legends now
Most superstars who've stuck with the WWE are legends now

The WWE has been the base for many superstars to become legends and Hall of Famers. Some have become so famous thanks to the company, that their names have as much value as the company itself if not more. Such superstars include The Undertaker, Shawn Michaels, Hulk Hogan, and John Cena.

Other wrestlers have come and gone from the company only to rejoin on several occasions. Wrestlers like Goldust, R-Truth, Chris Jericho, and Mickie James have been a part of the WWE on and off for a long long period of time. They’ve enjoyed success at times while frustration thanks to the WWE creatives have made them leave the company only to rejoin later.

Many superstars, such as Kofi Kingston, Alicia Fox, and Natalya have stayed with the company for over a decade, and are far from leaving the WWE anytime soon.

There are many wrestlers who have been with the company for an even longer period of time, and some have even become synonymous with the company's name. Let’s take a look at ten superstars who have been continuously tenured by the company for the longest period of time.


#10 Sheamus – Since 2006

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The Celtic Warrior makes it to the list at number 10. 12+ years into the business has seen Sheamus grow more and more each year. Sheamus made his first televised appearance on an episode of Raw in 2006 as a security personnel and later received a Pedigree from Triple H for his efforts.

In 2009 Sheamus won his first WWE Championship after defeating John Cena at TLC. Since then, Sheamus has won the World Heavyweight title, the United States Championship, the Raw Tag Team Championship, the Money in the Bank in 2015, and the Royal Rumble in 2012.

All these achievements show the worth of Sheamus to the WWE, and there remains little doubt that the man will continue his winning ways in order to be more successful in his WWE career for years to come.

#9 Zack Ryder – Since 2005

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Zack Ryder has been as fortunate as he has been unfortunate during his time with the WWE. He has been fortunate to receive a WWE contract for 13 years now. However, he has been unfortunate with the way he has been used and booked by the WWE creatives over those 13 years.

He has lost far more matches than he has won in his illustrious career, and the 33-year-old is far from changing that. He hasn’t been the best in the business by far but has been good enough to not get fired till now.

Ryder made his WWE debut before the age of 20 and is still young enough to start afresh and make a long-lasting impact in the company. If booked right, he could go a long way for the company as the crowds still seem to cheer him on even after continuous loses and extended time away from TV.

#8 The Miz – Since 2004

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One of WWE’s most loved heels, The Miz has gone onto much greater things since his arrival into the WWE as a Tough Enough contestant in 2004. The Miz was the runner-up to the 4th season of the competition, but the WWE went on to offer him a contract anyway.

After a couple of years in development, The Miz was called up to SmackDown and soon started hosting his own segment called MizTV. After being drafted to the ECW brand in 2007, Miz found his footing in the WWE and used it as a launching pad for his career which peaked during 2010-11. He became the WWE Champion during that time and has since being a part of the elite club in the WWE locker rooms.

#7 Dolph Ziggler – Since 2004

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14 years into the business, Dolph Ziggler has seen numerous gimmicks being thrown at him by WWE creatives. The 38-year-old was signed by the company and emerged as the caddie for the short-lived "Kerwin White" gimmick used by Chavo Guerrero.

Later he was made a part of Vince McMahon’s favorite Spirit Squad, with whom he became a World Tag Team Champion. Since then, he has won the World Heavyweight Championship, the US Title, and the Intercontinental Championship on numerous occasions.

Ziggler has come on and gone off from TV a number of times, returning with a new gimmick each time. It seems like the WWE creatives can trust him with their ‘creativity’ for much longer, as he has just reached his prime.

#6 Randy Orton – Since 2001

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Aged 21, Randy Orton signed his first WWE contract. 17 years later, he is still working each and every match at a 100%, and giving fans what they pay for. He has become one of WWE’s best heels during his long career.

Orton trained with Jon Cena at Ohio Valley Wrestling before making it to the bigger brand. He made his debut on the main roster in 2002 as a fresh and young babyface, before turning heel for the first time in 2003. Later he went on the join Evolution with Ric Flair, Batista, and The Game Triple H and never looked back.

At SummerSlam 2004, Orton won his first WWE championship, thus becoming the youngest champion in WWE’s long history. He has now won a total of 13 world championships, making him one of the most successful wrestlers in WWE’s history.

#5 John Cena – Since 2000

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Once known as The Doctor of Thugonomics, Cena has run some of the best gimmicks of the 2000s for the WWE. Introduced into the company as The Prototype in 2000, Cena made his SmackDown debut against Kurt Angle in an impressive fashion under his real name.

Seeing immense passion and potential in the young Cena, Paul Heyman pushed the superstar in 2002 while he was the head writer of SmackDown. Soon after in 2005, Cena won his first of sixteen world championship and went on to become a fan favorite.

John Cena is still fit and raring to go, which means he is far from done with the world of wrestling and the WWE. He is working hard to put new talent over for the WWE while working as a free-agent, working on both the Raw and SmackDown brand.

#4 The Big Show – Since 1999

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Big Show has been the biggest superstar of them all since his debut in 1999. He has effortlessly worked one of the longest running and most successful gimmicks in the company’s history.

The 7 feet tall superstar has seen it all and won numerous championships and titles over his illustrious career. Currently, Big Show was working as a mentor to newcomers and working hard to put new talent over just like John Cena.

Injury has sidelined the 46-year-old for some time, but he will be back for more once he has fully recovered. He has seen men like The Great Khali, Mark Henry, and Big Cass come and go, but only The Big Show has survived the WWE for over 19 years!

#3 Kane – Since 1995

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Kane signed his first WWE contract in 1995, and the company saw so much potential in his gimmick that they never let him go. The Demon has been involved in some great main events and tag teams since his debut and has been the on-screen brother of The Undertaker in the WWE.

Part-time Demon and Mayor of Knox County, Kane has slowly reduced the amount of time he works matches now. At 51 years of age, it’s not easy for the superstar to work long matches, and his Mayor duties have pulled him away from the WWE.

However, Kane is still under contract with the WWE and is paid a handsome amount for his years of service to the business. We can also rest assured that he is not done with the company yet, and could work a few more iconic matches in the future.

#2 Triple H – Since 1995

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The former in-ring competitor of the boss Mr. Vince McMahon, and current son-in-law, Triple H has been everywhere and all over for the company. From being a mid-card player to being the best in the business and beyond, Triple H has found immense success in the world of WWE.

He made his debut in the WWE around the age of 26 as a wrestler, and 23 years later he is the Executive Vice President of Talent, Live Events and Creative for the company. He has built the NXT to be at par with SmackDown and Raw and remains the backbone of the yellow brand.

Even though Triple H does not take to the ring much often now, he made notable appearances at the Greatest Royal Rumble in Saudi Arabia and at the WrestleMania 34. Triple H is not yet past his prime, and the 49-year-old legend still has a few matches left in him.

#1 The Undertaker - Since 1990

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The Undertaker is not just synonymous to the WWE but to the wrestling business as a whole. He has singlehandedly become the most widely known wrestling figure in the world, and even those who have never seen him or watched him wrestle have heard his name. He can actually be called the Muhammad Ali of the wrestling world.

The Undertaker was given his first contract by the WWE in 1990, and since then he has never been off their payroll. The Undertaker has been involved in some of the most high-profile matches in the business’ history and held The Streak at WrestleMania.

Though he makes one-off appearances on television today for the company, there is no doubt that every single appearance sends a chill down the fans’ spines and glues them to their televisions. The 53-year-old seems far from done from the world of wrestling.

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