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10 Of The Worst Pro Wrestling Contracts From The 90s (And 5 Of The Best)

The art of negotiation is probably the most important aspect of business for a wrestler. Talent will discuss contract details with promotions before agreeing to a deal. Wrestlers always have the ability to shut down a contract if it looks bad. Promotions have the ability to do the same in finding the best deal for their company. Both sides would benefit from a great deal that leads to success for everyone involved. Horrible contracts typically see one of the two parties suffering for it, usually the promotion overpaying someone or giving out too many perks.

The Monday Night Wars was the absolute best time for a wrestler in the United States looking to make a great living. Two promotions at war with huge money and massive television deals gave the wrestlers leverage to hold out for the best deal. This is why the majority of wrestlers worked for both WWE and WCW throughout the 90s. There were many staggering contracts given out that look rather shocking today. Great contracts would see wrestlers take a decent deal making a good living before blowing up into a top level main event star with a pay raise. Horrible contracts were the ones that led to noteworthy negatives. We'll look at both sides with the ten worst wrestling contract in the 90s along with the five best.

14 Worst: Bret Hart - Both WWE & WCW Contracts 

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WWE and WCW both gave out contracts to Bret Hart that they would end up regretting. Hart was definitely one of the biggest stars of the era, but the competition between the two companies led to them overpaying him. WWE signed Bret at the peak of his popularity in 1996 to a ridiculous 20-year contract making $1 million+ each year.

13 Worst: Disco Inferno - WCW Contract 

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The biggest reason WCW went out of business in such quick fashion following their success was due to all the money they wasted. Eric Bischoff was using Ted Turner’s checkbook and gave massive contracts to anyone leaving WWE. WCW decided to shell out one of these horrible contracts to a homegrown guy when paying Disco Inferno the big bucks for the final three years of their existence.

12 Best: Chris Jericho - WCW Contract 

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Chris Jericho was one of the few stars being underpaid in WCW. Jericho did make a good living but the company held very little respect for him. The first autobiography of Jericho looking at his WCW career saw him explain that WCW would screw over him and the other mid-carders in residuals. Jericho recently posted a picture of an old check he received that featured his pay being less than a dollar and worth less than the stamp used to post it.

11 Worst: Brian Pillman - WWE Contract 

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Brian Pillman was an underrated talent but WWE overpaid him big time when signing him away from WCW and ECW. The reputation of Pillman for being the “loose cannon” made his character a very intriguing one. WWE had to have Pillman so bad that they offered him the first guaranteed contract in company history. The salary of $300,000 was quite high for WWE at time; the guaranteed stipulation was the biggest shock.

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Some of the worst WCW contracts were actually given out to people from outside of the wrestling industry. Master P was a very popular rapper in the 90s and WCW decided to pay him huge money to try to make them “cool” again after WWE started to dominate the ratings war in 1999. WCW paid Master P almost $300,000 for a handful of appearances.

10 Best: Mick Foley - WWE Contract 

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ECW fans chanted “You sold out” at Mick Foley when he decided to leave the hardcore promotion for a better contract in WWE. While the pay was much better, Foley did not sign a massive contract by any means. According to Foley, it was more of an opportunity to have a great future while making a good living along the way.

9 Worst: Lex Luger - WWE & WCW Contracts 

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The physique of Lex Luger definitely is the main reason he became a very wealthy man in the wrestling industry. Both WCW and WWE viewed him as a cornerstone of building the company around. Luger’s first awful contract came from WWE in the early 90s when Vince McMahon brought him in to replace Hulk Hogan. McMahon wanted another muscle head to use the patriotic gimmick to bring in the money.

8 Worst: Big Show - WCW & WWE Contracts 

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Big Show received two of the luckiest a contracts a wrestler will ever find in the world of wrestling. WCW signed him without any experience to feud with Hulk Hogan and win the WCW Championship. As the Giant, he made between $230,000 and $450,000 during his first three years in the business. That figure dropped in his final year before he made the jump to WWE.

7 Best: Diamond Dallas Page - WCW Contract 

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WCW managed to find a good contract when giving a chance to Diamond Dallas Page. The contract of DDP saw him make a modest $150,000 in 1996 as he started work his way up the rankings. Page became a fan favorite and worked with top stars like Hulk Hogan and Randy Savage over the next few years. WCW ended up having to pay his worth of $365,000 in 1998 and $1 million+ for the final three years before they went out of business.

6 Worst: Tank Abbott - WCW Contract 

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Tank Abbott was one of the first few UFC fighters to make the jump into professional wrestling during the 90s. WWE signed Ken Shamrock and it was a pretty good move considering he possessed some name value. Abbott however held a disappointing record of 2-5 in UFC but WCW felt he would be the right man to portray a top heel coming from the MMA world.

5 Worst: Ultimate Warrior - WWE & WCW Contracts 

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The short-lived success as a top star in WWE during the 80s landed Ultimate Warrior a lifetime of riches. Following his WWE Championship reign flopping, Warrior would have a horrible time finding success in the ring for the rest of his career. Fans still loved cheering him but he just was no longer a top guy which is how he viewed himself.

4 Best: Booker T - WCW Contract 

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Most of the top WCW stars were handed huge contracts thanks to their past success in WWE. Booker T is the best story of someone working their way up the card and giving the company an unexpected star. The salary of Booker was just $150,000 in 1996 as a tag team wrestler teaming with Stevie Ray in Harlem Heat.

3 Worst: Mark Henry - WWE Contract 

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WWE made a bold move in 1996 going after Mark Henry. Despite having no wrestling experience, WWE signed him to a surprising ten-year contract with a $250,000 guaranteed downside. Henry had a background in weightlifting that landed him on the United States Olympic team. WWE hoped to cash in on his success in his prior worlds.

2 Worst: Hulk Hogan - WCW Contract 

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Hulk Hogan leaving WWE for WCW saw him sign one of the most ridiculous contracts in the history of any sports or entertainment world. The star power of Hogan made him between $1.9 million and $4.6 million every year in WCW. That isn’t too bad considering his presence in the company leading the New World Order started the new boom period. The problem was Hogan had too many perks in the contract.

1 Best: Steve Austin - WWE Contract 

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The original WWE contract of Steve Austin turned out to be one of the best decisions for both a wrestler and a promotion. WWE took the chance on Austin after he ditched WCW and was having an impressive run with ECW. Austin worked as The Ringmaster making mediocre money for a television wrestler until he started to develop the “Stone Cold” character.

A low level contract would turn into Austin becoming one of the richest stars in wrestling history. Austin led the Attitude Era as WWE made more money than ever. Following the start of his run as the top star in 1998, Austin made between $5 million and $12 million every year. The craziest thing about this is that WWE made even more off his name. Austin signing for low six figures blossomed into him making over $10 million in multiple years proving a modest contract can lead to so much more.

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10 Of The Worst Pro Wrestling Contracts From The 90s (And 5 Of The Best)