| Term | History |
|---|
| 1 | Became a Pirate at age 18 |
| 1 | Is now a Lackey |
| 1 | You spend months in the dangerous criminal underworld. |
| 1 | Promoted to rank 1 |
| 1 | Is now a Henchman |
| 2 | Continued as Pirate at age 22 |
| 2 | Involved in a feud with a rival criminal organization. |
| 3 | Continued as Pirate at age 26 |
| 3 | You spend months in the dangerous criminal underworld. |
| 3 | Promoted to rank 2 |
| 3 | Is now a Corporal |
| 4 | Continued as Pirate at age 30 |
| 4 | Involved in a feud with a rival criminal organization. |
| 4 | Severely injured. Fully recovered. Owe 10,000 for medical bills. |
| 4 | Promoted to rank 3 |
| 4 | Is now a Sergeant |
| 5 | Continued as Pirate at age 34 |
| 5 | Arrested |
| 6 | Became a Thug at age 38 |
| 6 | Lost eye or limb. Fully recovered. Owe 10,000 for medical bills. |
| 7 | Switched to Fixer at age 42 |
| 7 | Persecuted by a prison gang. |
| 8 | Returned to Thug at age 46 |
| 8 | Defeated a prison gang. Gain an Enemy. |
| 9 | Continued as Thug at age 50 |
| 9 | Saved a guard or prison officer. Gain an Ally. |
| 10 | Aging Crisis. Owe 10,000 for medical bills. |
| 10 | Returned to Fixer at age 54 |
| 10 | Beaten by a prison gang. |
| 10 | Lost eye or limb. Fully recovered. Owe 10,000 for medical bills. |
| 11 | Aging Crisis. Owe 60,000 for medical bills. |
| 11 | Switched to Inmate at age 58 |
| 11 | Assigned to difficult or backbreaking labour. |
| 12 | Aging Crisis. Owe 50,000 for medical bills. |
| 12 | Returned to Fixer at age 62 |
| 12 | Parole hearing. |
| 12 | Promoted to rank 1 |
| 13 | Aging Crisis. Owe 10,000 for medical bills. |