| Term | History |
| 1 | Became a Enforcer at age 18 |
| 1 | Refuse to backstab a fellow rogue for personal gain. Gain an Ally |
| 2 | Continued as Enforcer at age 22 |
| 2 | You spend months in the dangerous criminal underworld. |
| 2 | Promoted to rank 1 |
| 3 | Continued as Enforcer at age 26 |
| 3 | Crime pays off. Gain victim as Enemy. |
| 3 | Forced to continue current assignment |
| 3 | Promoted to rank 2 |
| 4 | Continued as Enforcer at age 30 |
| 4 | Betrayed by a friend. One of your Contacts or Allies betrays you, ending your career. That Contact or Ally becomes a Rival or Enemy. |
| 5 | Switched to Pirate at age 34 |
| 5 | Is now a Lackey |
| 5 | A crime lord considers you his protégé. |
| 5 | Promoted to rank 1 |
| 5 | Is now a Henchman |
| 6 | Continued as Pirate at age 38 |
| 6 | Crime pays off. Gain victim as Enemy. |
| 6 | Promoted to rank 2 |
| 6 | Is now a Corporal |
| 7 | Continued as Pirate at age 42 |
| 7 | Arrested |
| 7 | Promoted to rank 3 |
| 7 | Is now a Sergeant |
| 8 | Became a Inmate at age 46 |
| 8 | Persecuted by a prison gang. |
| 9 | Switched to Thug at age 50 |
| 9 | The warden takes an interest in your case. |
| 9 | Promoted to rank 1 |
| 10 | Returned to Inmate at age 54 |
| 10 | Accused of assaulting a prison guard. |
| 11 | Switched to Fixer at age 58 |
| 11 | Lost eye or limb. Fully recovered. Owe 10,000 for medical bills. |
| 12 | Aging Crisis. Owe 60,000 for medical bills. |
| 12 | Returned to Thug at age 62 |
| 12 | Beaten by a prison gang. |
| 12 | Injured. |
| 13 | Aging Crisis. Owe 10,000 for medical bills. |
| 13 | Returned to Fixer at age 66 |
| 13 | Nearly killed. Fully recovered. Owe 50,000 for medical bills. |
| 14 | Aging Crisis. Owe 50,000 for medical bills. |
| 14 | Continued as Fixer at age 70 |
| 14 | A guard takes a dislike to you. |
| 15 | Aging Crisis. Owe 30,000 for medical bills. |