#2 Randy Orton - 6 losses
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Randy Orton, like Triple H, is joint third in the list of wrestlers with most SummerSlam appearances at 13 matches but has one win less than The Game at 7 wins.
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At SummerSlam 2004, Orton created history by becoming the youngest WWE Champion at age 24, when he defeated Chris Benoit for the title, and won the title once again at SummerSlam in the 2010 edition when he defeated Sheamus.
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Orton has had some crushing defeats at SummerSlam too, including one to Hulk Hogan, dubbed "Legend vs. Legend Killer" match at SummerSlam 2006, and lost the following year to John Cena. Speaking of John Cena...
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Edited by Alan John