| Player | Team(s) | Consecutive Wins |
| Bob Nusser | Underground Tim | 9 |
| Brian Leisure | Underground Art, Underground Austin, Underground Dan, Underground Jeff | 3 |
| Hank Donner | Underground Hank | 2 |
| Brad "The Dogloop" Florian III | Underground Art, Underground Hank, Underground Jake, Underground Spanky | 2 |
| Justin Gunderson | Underground Jeff, Underground Jimmy | 2 |