7. Mr. McMahon (0-4-0)
You might not expect the owner of the promotion to have many wins at their biggest show, but Mr. McMahon has far more WrestleMania matches than many on this list. The evil billionaire stood as the ultimate villain at four different WrestleManias, competing in 2001, 2003, 2006, and 2010.
While not a trained wrestler, McMahon took a hell of a beating. In his career, he was defeated by Shane McMahon in 2001, Hulk Hogan in 2003, Shawn Michaels in 2006, and Bret Hart in 2010. Given his age and lack of mobility, it seems highly unlikely that McMahon will get another chance to right his WrestleMania record.
6. Umaga (0-2-0)
The Samoan Bulldozer Umaga was one of the most talented members of the Anoa’i wrestling family and could have had an amazing career had his career and life not been cut short. That being said, Umaga made the most of his time in WWE.
While he was on the losing end, Umaga was part of one of the biggest matches in WrestleMania history. He was Mr. McMahon’s representative against Donald Trump’s pick, Bobby Lashley, in 2007. The Battle of the Billionaires drew the biggest pay per view buyrate ever at the time and Umaga was part of that equation. He followed up that performance with a loss to Batista in 2008 in what would be his final ‘Mania match.
5. The Dudley Boys (0-5-0)
This one is shocking. The Dudley Boys have the most WrestleMania matches on this list and yet have never come away with a win. They had two tenures with WWE and were unable to pick up a win during either one.
Two years in a row they entered WrestleMania as the Tag Team Champions and two years in a row they lost them to Edge and Christian. In the years that followed, they continued to fail to find success at WrestleMania, losing in 2002 and 2004. Finally, they engaged in their final WrestleMania match in 2016, losing to The Usos.
4. Ryback (0-4-0)
For a guy who checks all of Vince McMahon’s boxes, Ryback did not find a lot of big wins in his career. Before leaving the company in 2016, Ryback’s only championship was the Intercontinental Championship in 2015. Otherwise, he was an upper-midcard guy with very big muscles.
His only featured WrestleMania match was his first one in 2013. In that match, he lost to Mark Henry in the battle of big muscles. After that, Ryback was relegated to pre-shows in the following three years.
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