#7 Val Venis
I guess considering he got started right in the beginning of the Attitude Era, it wasn't too surprising to see a porn star gimmick being introduced to the audience, but was it supposed to actually work? I guess we all have our own thoughts on the destiny of the Val Venis character, but at the end of the day, he made it work.
For over a decade, Val Venis remained a common fixture on WWE programming. This alone is enough to celebrate, but Val actually had some accomplishments of significance to speak of. In 1999, Pro Wrestling Illustrated listed Val Venis as number 25 in the PWI 500 for that year.
Not only that, but Venis captured a few titles along the way as well, including the European Championship, tag titles with Lance Storm, and the Intercontinental Championship, which he won twice.