| Term | History |
|---|
| 1 | Became a Pirate at age 18 |
| 1 | Is now a Lackey |
| 1 | Arrested and charged. |
| 1 | Hired a lawyer to beat the charges. |
| 1 | Promoted to rank 1 |
| 1 | Is now a Henchman |
| 2 | Continued as Pirate at age 22 |
| 2 | Arrested and charged. |
| 2 | Failed to defend self. Gain an Enemy and go to prison. |
| 2 | Promoted to rank 2 |
| 2 | Is now a Corporal |
| 3 | Became a Inmate at age 26 |
| 3 | Vocational Training. |
| 3 | Promoted to rank 1 |
| 3 | Paroled from prison. |
| 4 | Switched to Thief at age 30 |
| 4 | Refuse to backstab a fellow rogue for personal gain. Gain an Ally |
| 4 | Promoted to rank 1 |
| 5 | Continued as Thief at age 34 |
| 5 | Arrested and charged. |
| 5 | Failed to defend self. Gain an Enemy and go to prison. |
| 5 | Promoted to rank 2 |
| 6 | Switched to Thug at age 38 |
| 6 | Vocational Training. |
| 7 | Continued as Thug at age 42 |
| 7 | Vocational Training. |
| 8 | Continued as Thug at age 46 |
| 8 | Accused of assaulting a prison guard. |
| 9 | Continued as Thug at age 50 |
| 9 | Vocational Training. |
| 9 | Promoted to rank 1 |
| 10 | Switched to Fixer at age 54 |
| 10 | A guard takes a dislike to you. |
| 11 | Returned to Thug at age 58 |
| 11 | Joined a prison gang |
| 11 | Promoted to rank 2 |
| 12 | Aging Crisis. Owe 40,000 for medical bills. |
| 12 | Continued as Thug at age 62 |
| 12 | The warden takes an interest in your case. |
| 12 | Promoted to rank 3 |
| 13 | Aging Crisis. Owe 20,000 for medical bills. |
| 13 | Returned to Inmate at age 66 |
| 13 | Accused of assaulting a prison guard. |
| 14 | Aging Crisis. Owe 10,000 for medical bills. |
| 14 | Returned to Thug at age 70 |
| 14 | A guard takes a dislike to you. |
| 15 | Aging Crisis. Owe 30,000 for medical bills. |
| 15 | Returned to Inmate at age 74 |
| 15 | Persecuted by a prison gang. |
| 16 | Aging Crisis. Owe 10,000 for medical bills. |