| Term | History |
| 1 | Became a Pirate at age 18 |
| 1 | Is now a Lackey |
| 1 | Accused of a crime |
| 1 | Promoted to rank 1 |
| 1 | Is now a Henchman |
| 2 | Became a Fixer at age 22 |
| 2 | A guard takes a dislike to you. |
| 3 | Switched to Inmate at age 26 |
| 3 | Persecuted by a prison gang. |
| 4 | Continued as Inmate at age 30 |
| 4 | Persecuted by a prison gang. |
| 5 | Continued as Inmate at age 34 |
| 5 | You are moved to a lower security prison. |
| 5 | Promoted to rank 1 |
| 6 | Switched to Thug at age 38 |
| 6 | Severely injured. Fully recovered. Owe 10,000 for medical bills. |
| 7 | Returned to Inmate at age 42 |
| 7 | You are moved to a different prison. |
| 7 | Promoted to rank 2 |
| 8 | Continued as Inmate at age 46 |
| 8 | Accused of assaulting a prison guard. |
| 9 | Returned to Fixer at age 50 |
| 9 | Scarred. Fully recovered. Owe 10,000 for medical bills. |
| 10 | Continued as Fixer at age 54 |
| 10 | Lightly injured, no permanent damage. Fully recovered. |
| 11 | Continued as Fixer at age 58 |
| 11 | The warden takes an interest in your case. |
| 11 | Promoted to rank 1 |
| 11 | Paroled from prison. |
| 12 | Aging Crisis. Owe 30,000 for medical bills. |
| 12 | Retired at age 62 |
| 12 | A new romantic starts. Gain an Ally. |
| 13 | Aging Crisis. Owe 60,000 for medical bills. |
| 13 | Betrayal. Convert an Ally into a Rival or Enemy. |
| 14 | Aging Crisis. Owe 10,000 for medical bills. |