| PAST WINNERS: | STANLEY CUP | TEAM/GM | RUNNER UP | TEAM/GM |
| SEASON 1 |  |
Dallas
Stars Dan Taborga |
 |
Montreal
Canadiens Jadie Tang |
| SEASON 2 |  |
Ottawa
Senators Dan Jensen |
 |
Colorado
Avalanche Dennis Jorgensen |
| SEASON 3 | |
Colorado
Avalanche Dennis Jorgensen |
 |
Boston
Bruins Shon Shampain |
| SEASON 4 | |
Colorado
Avalanche Dennis Jorgensen |
 |
Tampa
Bay Lightning Bo Siemsen |
| SEASON 5 |  |
Toronto Maple Leafs Eric Sherkin |
|
Dallas Stars Dan Taborga |
| SEASON 6 |  |
San Jose Sharks Mikael Svensson |
 |
Buffalo Sabres Conor Williams |
| SEASON 7 | |
Colorado
Avalanche Dennis Jorgensen |
 |
Florida Panthers Jan Lapiolahti |
| SEASON 8 | |
Colorado
Avalanche Dennis Jorgensen |
 |
New York Rangers Bo Siemsen |
| SEASON 9 |  |
Washington Capitals Rob Negron |
|
Dallas Stars Dan Taborga |
| SEASON 10 |  |
St. Louis Blues Mike Marsh |
|
Washington Capitals Rob Negron |
| SEASON 11 |  |
Detroit Red Wings Ante Stighall |
 |
Carolina Hurricanes Conor Williams |
| SEASON 12 | |
Carolina Hurricanes Conor Williams |
 |
Phoenix Coyotes Lars Fredborg |
| SEASON 13 | |
St. Louis Blues Mike Marsh |
|
Toronto Maple Leafs Mikko Vuori |
| SEASON 14 |  |
Calgary Flames John Marsh |
|
Tampa Bay Lightning Lawrence Bailey |
| SEASON 15 | |
Washington Capitals Dennis Jorgensen |
|
Calgary Flames John Marsh |