| Term | History |
|---|
| 1 | Became a Cavalry at age 18 |
| 1 | Is now a Private |
| 1 | Nearly killed. Owe 8,750 for medical bills. |
| 2 | Became a Pirate at age 22 |
| 2 | Is now a Lackey |
| 2 | Involved in the planning of an impressive heist. |
| 2 | Promoted to rank 1 |
| 2 | Is now a Henchman |
| 3 | Continued as Pirate at age 26 |
| 3 | Arrested |
| 4 | Became a Fixer at age 30 |
| 4 | Lost eye or limb. Fully recovered. Owe 10,000 for medical bills. |
| 5 | Switched to Thug at age 34 |
| 5 | Accused of assaulting a prison guard. |
| 6 | Switched to Inmate at age 38 |
| 6 | Hire a new lawyer. |
| 7 | Continued as Inmate at age 42 |
| 7 | Accused of assaulting a prison guard. |
| 8 | Aging Crisis. Owe 30,000 for medical bills. |
| 8 | Returned to Thug at age 46 |
| 8 | The warden takes an interest in your case. |
| 8 | Promoted to rank 1 |
| 9 | Returned to Inmate at age 50 |
| 9 | Persecuted by a prison gang. |
| 10 | Aging Crisis. Owe 50,000 for medical bills. |
| 10 | Returned to Thug at age 54 |
| 10 | Assigned to difficult or backbreaking labour. |
| 10 | Promoted to rank 2 |
| 11 | Aging Crisis. Owe 30,000 for medical bills. |
| 11 | Continued as Thug at age 58 |
| 11 | Nearly killed. Owe 30,000 for medical bills. |
| 12 | Aging Crisis. Owe 30,000 for medical bills. |
| 12 | Returned to Inmate at age 62 |
| 12 | Nearly killed. Owe 20,000 for medical bills. |
| 13 | Aging Crisis. Owe 50,000 for medical bills. |
| 13 | Continued as Inmate at age 66 |
| 13 | Assigned to difficult or backbreaking labour. |
| 13 | Promoted to rank 1 |
| 14 | Aging Crisis. Owe 30,000 for medical bills. |
| 14 | Returned to Thug at age 70 |
| 14 | Persecuted by a prison gang. |
| 15 | Aging Crisis. Owe 10,000 for medical bills. |
| 15 | Continued as Thug at age 74 |
| 15 | Accused of assaulting a prison guard. |
| 16 | Aging Crisis. Owe 10,000 for medical bills. |