Top 10 WWE Matches with the Highest Stakes

Build as Winner takes all with the winning team stays in business.

A match in which if Flair lost he would have to retire Michaels had an opportunity to end the match early but hesitated almost costing him the match eventually Michael's did what he had to do and super kick Flair into retirement.

Ironically Two years earlier Michaels retired Flair this time it was Michaels career that was on the line as he faced off with The Undertaker determined to end the streak even if it meant putting his career on the line.

If Stone Cold's team won he could whoop A@# any time he wanted if Srone Cold's team loses than he would no longer be co GM things started smoothly for Austin but was put in enormous jeopardy when it was down to Shawn Michaels against Chris Jericho, Christian & Randy Orton Michaels managed to eliminate Christian and Jericho despite being badly injured it got down to Shawn Michaels and Randy Orton despite his best effort Orton scored the win with help from Evolution member Batista meaning Austin's career was over.

Leading up to this CM Punk announced that he would be leaving WWE and planned to take the WWE title with him after voicing his displeasure with the company Mr. McMahon gave Cena an ultimatum either reatain the title or be fired come match time McMahon attempted another screwjob Cena stopped it resulting in losing to Punk.

In order to end their feud once and for all Edge and Hardy faced off for Edge's Money in the Bank briefcase with the loser leaving RAW, Hardy nearly had the win until Lita and Edge double teamed him causing him to fall from the ladder then wrapped his arms in the ropes while Lita held him in place while Edge grabbed the briefcase winning the match and ousting Matt Hardy from RAW.

For the first time in history 30 challengers competed in The Royal Rumble match with the winner taking home the vacant WWE Championship, Ric Flair drew #3 and outlasted all 29 other guys to claim the title.