| Term | History |
|---|
| 1 | Became a Pirate at age 18 |
| 1 | Is now a Lackey |
| 1 | Betrayal. Convert an Ally into a Rival or Enemy. |
| 1 | Promoted to rank 1 |
| 1 | Is now a Henchman |
| 2 | Continued as Pirate at age 22 |
| 2 | Refuse to backstab a fellow rogue for personal gain. Gain an Ally |
| 3 | Continued as Pirate at age 26 |
| 3 | Arrested |
| 4 | Became a Fixer at age 30 |
| 4 | A guard takes a dislike to you. |
| 5 | Continued as Fixer at age 34 |
| 5 | Nearly killed. Fully recovered. Owe 50,000 for medical bills. |
| 6 | Switched to Thug at age 38 |
| 6 | Lost eye or limb. Fully recovered. Owe 10,000 for medical bills. |
| 7 | Continued as Thug at age 42 |
| 7 | A guard takes a dislike to you. |
| 8 | Continued as Thug at age 46 |
| 8 | A guard takes a dislike to you. |
| 9 | Continued as Thug at age 50 |
| 9 | Beaten by a prison gang. |
| 9 | Nearly killed. Owe 25,000 for medical bills. |
| 10 | Switched to Inmate at age 54 |
| 10 | Scarred. Fully recovered. Owe 10,000 for medical bills. |
| 11 | Continued as Inmate at age 58 |
| 11 | Severely injured. Fully recovered. Owe 20,000 for medical bills. |
| 12 | Aging Crisis. Owe 60,000 for medical bills. |
| 12 | Returned to Fixer at age 62 |
| 12 | Hire a new lawyer. |
| 12 | Promoted to rank 1 |
| 12 | Paroled from prison. |
| 13 | Aging Crisis. Owe 40,000 for medical bills. |
| 13 | Retired at age 66 |
| 13 | Betrayal. Convert an Ally into a Rival or Enemy. |
| 14 | Aging Crisis. Owe 50,000 for medical bills. |
| 14 | Good fortune |
| 15 | Aging Crisis. Owe 60,000 for medical bills. |