| Term | History |
| 1 | Became a Pirate at age 18 |
| 1 | Is now a Lackey |
| 1 | Arrested and charged. |
| 1 | Failed to defend self. Gain an Enemy and go to prison. |
| 1 | Promoted to rank 1 |
| 1 | Is now a Henchman |
| 2 | Became a Thug at age 22 |
| 2 | Special Duty. |
| 2 | Promoted to rank 1 |
| 3 | Switched to Inmate at age 26 |
| 3 | A guard takes a dislike to you. |
| 4 | Continued as Inmate at age 30 |
| 4 | Hire a new lawyer. |
| 4 | Promoted to rank 1 |
| 5 | Continued as Inmate at age 34 |
| 5 | Persecuted by a prison gang. |
| 6 | Returned to Thug at age 38 |
| 6 | Parole hearing. |
| 6 | Promoted to rank 2 |
| 7 | Returned to Inmate at age 42 |
| 7 | Scarred. Fully recovered. Owe 10,000 for medical bills. |
| 8 | Switched to Fixer at age 46 |
| 8 | Injured. Fully recovered. Owe 5,000 for medical bills. |
| 9 | Returned to Thug at age 50 |
| 9 | Injured. Fully recovered. Owe 5,000 for medical bills. |
| 10 | Continued as Thug at age 54 |
| 10 | Nearly killed. Fully recovered. Owe 35,000 for medical bills. |
| 11 | Returned to Inmate at age 58 |
| 11 | Injured. |
| 12 | Aging Crisis. Owe 50,000 for medical bills. |
| 12 | Returned to Fixer at age 62 |
| 12 | Scarred. Fully recovered. Owe 10,000 for medical bills. |
| 13 | Aging Crisis. Owe 20,000 for medical bills. |
| 13 | Continued as Fixer at age 66 |
| 13 | Assigned to difficult or backbreaking labour. |
| 14 | Aging Crisis. Owe 30,000 for medical bills. |
| 14 | Returned to Inmate at age 70 |
| 14 | Hire a new lawyer. |
| 14 | Paroled from prison. |
| 15 | Aging Crisis. Owe 40,000 for medical bills. |