#1 Big Show - 5 losses
The Big Show is one of the few pro wrestling veterans who have been with WWE for over 20 years. He had made his WWE debut in February 1999, and 21 years later, he is still a part of a high-profile feud on RAW. While The World's Largest Athlete has not been so dominant as he was before, he still is a marquee attraction in WWE. As mentioned ahead, the 48-year-old Superstar will probably battle Randy Orton at Extreme Rules: The Horror Show.
Big Show's losses at WWE Extreme Rules
The Big Show has not featured on the match card of this PPV since 2015. His last appearance came in a match against Roman Reigns, where The Big Dog subdued him in a great Last Man Standing match. Two years before that match, Big Show had lost an Extreme Rules match to The Viper.
His first two defeats at this pay-per-view had come in 2009 and 2010. John Cena conquered a challenge from him in a Submission Match at the inaugural edition of the PPV. The following year, The Hart Dynasty beat ShoMiz in a Gauntlet Match that also featured The World's Strongest Tag Team and the alliance of John Morrison and R-Truth.
Two years later, Cody Rhodes defeated him in a Tables Match for the Intercontinental Championship.
Given the current run Orton is having, it may not be a surprise if he adds another one to the losses column for The Big Show at Extreme Rules.