| Who | Won From | Date | How |
| The Rage | -- | 6/19/99 | Won Tournament |
| Justin "The Snake" Roberts | The Rage | 7/10/99 | Pinfall |
| Funk | Justin "The Snake" Roberts | 9/11/99 | Pinfall |
| Marc "Sellout" Foley | Funk | 10/30/99 | Awarded Title After Funk Was Stripped |
| Cactus Sack | Marc "Sellout" Foley | 5/13/00 | Knockout |
| Justin "The Snake" Roberts | -- | 7/8/00 | Defeated Tanner in Number One Contenders Match |
