| Mr. Perfect | Win the Backlash Trophy |
| Shane McMahon | Win the Armageddon Trophy |
| The Rock | Win the WrestleMania Trophy |
| Cactus Jack | Win the SummerSlam Trophy |
| The Anvil Jim Neidhart | Win the Survivor Series Trophy |
| Tazz | Win the No Way Out Trophy |
| Mankind | Win the SummerSlam Trophy |
| Stone Cold Steve Austin | Win the the Royal Rumble Trophy |
| Jerry "the King" Lawler | Win the No Way Out Trophy |
| Bret Hart | Win the Survivor Series Trophy |
| Hulk Hogan | Win the WrestleMania Trophy |
| Dude Love | Win the SummerSlam Trophy |
| Bam Bam Bigelow | Win the Unforgiven Trophy |
| WrestleMania 22 Arena | Win the WrestleMania Trophy in Season Mode |
| Vengeance Arena | Win the Vengeance Trophy in Season Mode |
| Unforgiven Arena | Win the Unforgiven Trophy in Season Mode |
| ECW One Night Stand Arena | Win Money in the Bank Ladder Match on Legend Difficulty |
| SummerSlam Arena | Win the SummerSlam Trophy in Season Mode |
| Saturday Night Main Event Arena | Win the Superstar Challenge Trophy |
| No Mercy Arena | Win the No Mercy Trophy in Season Mode |
| Backlash Arena | Win the Backlash Trophy in Season Mode |
| Million Dollar Championship | Beat The Legend Challenges |
| n.W.o. Championship | Win the SummerSlam Trophy |
| Smoking Skull Championship | Win the Royal Rumble Trophy |
| The Hardcore Championship Belt | Win the Superstar Challenge Trophy |
| Divas Loading Screen | Win the No Mercy Trophy |
| DX tag entrance | Win the Vengeance Trophy |
| WWE Legends Loading Screens | Beat the Legend Challange Mode |
| Unlimited CAW EXP Points | Become GM Of The Year In GM Mode |
