| Term | History |
| 1 | Became a Pirate at age 18 |
| 1 | Is now a Lackey |
| 1 | Crime pays off. Gain victim as Enemy. |
| 2 | Continued as Pirate at age 22 |
| 2 | Betrayed by a friend. One of your Contacts or Allies betrays you, ending your career. That Contact or Ally becomes a Rival or Enemy. |
| 3 | Became a Inmate at age 26 |
| 3 | Beaten by a prison gang. |
| 3 | Nearly killed. Owe 20,000 for medical bills. |
| 4 | Continued as Inmate at age 30 |
| 4 | Nearly killed. Fully recovered. Owe 25,000 for medical bills. |
| 5 | Continued as Inmate at age 34 |
| 5 | Persecuted by a prison gang. |
| 6 | Continued as Inmate at age 38 |
| 6 | Saved a guard or prison officer. Gain an Ally. |
| 7 | Switched to Fixer at age 42 |
| 7 | Severely injured. Fully recovered. Owe 25,000 for medical bills. |
| 8 | Returned to Inmate at age 46 |
| 8 | Injured. Fully recovered. Owe 5,000 for medical bills. |
| 9 | Switched to Thug at age 50 |
| 9 | Lost eye or limb. Fully recovered. Owe 10,000 for medical bills. |
| 10 | Aging Crisis. Owe 60,000 for medical bills. |
| 10 | Returned to Fixer at age 54 |
| 10 | Accused of assaulting a prison guard. |
| 11 | Aging Crisis. Owe 30,000 for medical bills. |
| 11 | Returned to Thug at age 58 |
| 11 | Persecuted by a prison gang. |
| 12 | Aging Crisis. Owe 40,000 for medical bills. |
| 12 | Returned to Fixer at age 62 |
| 12 | Vocational Training. |
| 12 | Promoted to rank 1 |
| 13 | Aging Crisis. Owe 50,000 for medical bills. |
| 13 | Continued as Fixer at age 66 |
| 13 | Joined a prison gang |
| 13 | Promoted to rank 2 |
| 14 | Aging Crisis. Owe 10,000 for medical bills. |