The Most Iconic Pro Wrestlers in History – From Then Till Now

The WWE (World Wrestling Entertainment) is one of the most lucrative businesses out there. It has been around for decades, and it is owned by Vince McMahon. However, the WWE would be nothing without its slew of talented, charismatic, and sometimes shocking performers.

There have been many iconic pro-wrestlers over the years. What makes each of the names on this list so successful is unique to each of them. What isn’t unique to each of the pro-wrestlers on this list is the amount of money they have made from the WWE and other, independent venues that have hired them to perform.

Career Started: 1992 
Career Ended: 2011  
Net Worth: $14 million*

Edge (real name: Adam Copeland) was trained by professional wrestlers such as Ron Hutchison and Sweet Daddy Siki. He started wrestling in the nineties with various independent groups before he joined the WWE. He is one of wrestling’s most decorated participants. He has won thirty-one WWE championships overall.

Edge was forced into retirement in 2011 after he broke his neck. He was famous for not faking his stunts, and this injury caused his immediate departure. He returned briefly in 2019, but he mainly focuses on his acting career now. He has a role in the hit show Vikings as Ketill Flatnose.



Career Started: 1974 
Career Ended: 1993 
Net Worth: $1 million*

Nicknamed “The Million Dollar Man,” pro-wrestler Ted DiBiase has held thirty titles throughout his professional wrestling career. He was described by the IGN as one of wrestling’s “most gifted technical wrestlers” to ever get in the ring. He is considered one of professional wrestling’s most notorious villains.

The Million Dollar Man started his career in the mid-seventies. He retired after twenty years of terrorizing opponents in the ring. He was the first WWF North American Heavyweight Champ. He won three WWF Tag Team Championships alongside Irwin R. Schyster. He won the WWE’s 24/7 Championship once and the King of the Ring in 1998.

Career Started: 2000
Career Ended: N/A
Net Worth: $11 million*Randy Orton, like Vince McMahon, is part of a generation of wrestlers. Orton is the third generation, as his grandfather, father, and uncle were all pro-wrestles. Randal Keith Orton is signed to WWE as part of the WWE Raw brand name. Orton made history when he became the second-youngest two-time WWE champ of all time at the age of twenty-seven.

Orton formed a group called The Legacy, which featured Ted DiBiase and Cody Rhodes. He has also been associated with The Authority, who briefly named him as the “Face of the WWE.” After that, he joined the Wyatt Family alongside Luke Harper and Bray Wyatt.

Career Started: 1989
Career Ended: N/A 
Net Worth: $8.5 million*


Rey Mysterio is signed to the Raw brand of the WWE. He is considered, according to ESPN, to be one of the greatest cruiserweights in the history of professional wrestling. He was born in Chula Vista, CA, and he began wrestling when he was fourteen. His uncle was a professional wrestler, and he tutored him in the art of wrestling.

He signed with WCW in 1995 before switching to the WWE. Mysterio is best known for helping to popularize the now-famous style of fighting called the Lucha libre, which is a flying wrestling style that also helped jump-start the emergence of the cruiserweight wrestler category. 

Career Started: 1998 
Career Ended:  2019 
Net Worth: $25 million*

Kurt Angle is still signed to the WWE, except he works backstage as a producer instead of getting in the ring himself. He started wrestling when he was in the NCAA, winning the D1 Heavyweight Wrestling Championship twice. He then won a gold medal in the WWC in 1995.

Angle began a professional career in his favorite sport in 1996, signing with the WWF. He made waves almost immediately, with John Cena stating that he was one of the most “gifted performers” of all time. He was named the Wrestler of the Decade in 2004 by Wrestling Observer Newsletter.

Career Started: 1992 
Career Ended:  N/A 
Net Worth: $40 million*

Triple H (born Paul Levesque) is a business executive, as well as an actor and professional wrestler. He is signed to WWE, and he also works backstage as the executive VP of Talent, Creative, and Live Events. He has held that role since 2013. He gained fame in the nineties for helping to usher in the “Attitude Era” of pro-wrestling.

Triple H was widely considered one of the best wrestlers in North America in 2000. He won five Intercontinental Championships, two World Tag Team Championships, a Grand Slam Championship, and many other accolades. He is part of the Generation X stable.