10 WWE Superstars Who Won By Losing

10. Jeff Hardy (RAW Ladder Match 2003)

The Summer of 2002 was a strange time in WWE, with the company coming off its first brand split. WWE Champion The Undertaker was defending the title against both RAW and SmackDown talents and on July 1st, he made a young kid famous.

As a result of said brand extension, the Hardy Boyz (Jeff & Matt) were split up and placed on separate shows. Jeff Hardy was viewed by company officials as having bigger potential, and was thus positioned on RAW where he soon received the opportunity of a lifetime.

On the 7/1/02 RAW, Jeff was pitted against The Undertaker in a WWE Championship Ladder Match in what, at first, seemed like a mercy killing. Heading into the match, no one gave the young upstart a chance. By the time the seesawing match had climaxed, though, most viewers had changed their minds...for a few seconds, anyway.

Ultimately, Jeff watched as Undertaker pulled down the gold, but the spotlight soon moved to Jeff in a career-enhancing performance. In the post-match, The Undertaker raised Jeff's hand, signalling a new found respect for the match's loser; a feeling the fans shared and built upon soon after.