#2. Rob Van Dam
For years, Rob Van Dam was regarded by many as the greatest Superstar to never become World Champion.
That all changed when Van Dam won Money in the Bank at WrestleMania 22 and announced he would cash in on John Cena at ECW One Night Stand 2006. Defeating Cena, RVD finally won the Big one and things got better days later when he was awarded the ECW World title.
Then, everything fell apart.
RVD was traveling from West Virginia to Philadelphia with best friend Sabu when a traffic stop led to cops finding 18 grams of weed and five Vicodin tablets. As a result, RVD was suspended for 30 days, which means he had to drop both the WWE title and ECW title in the same week.
And thus ended RVD's main event push.