| Term | History |
| 1 | Became a Pirate at age 18 |
| 1 | Is now a Lackey |
| 1 | Involved in a feud with a rival criminal organization. |
| 1 | Promoted to rank 1 |
| 1 | Is now a Henchman |
| 2 | Continued as Pirate at age 22 |
| 2 | A police detective or rival criminal forces you to flee and vows to hunt you down. Gain an Enemy. |
| 2 | Promoted to rank 2 |
| 2 | Is now a Corporal |
| 3 | Continued as Pirate at age 26 |
| 3 | You spend months in the dangerous criminal underworld. |
| 3 | Promoted to rank 3 |
| 3 | Is now a Sergeant |
| 4 | Continued as Pirate at age 30 |
| 4 | Involved in a feud with a rival criminal organization. |
| 5 | Continued as Pirate at age 34 |
| 5 | Involved in a feud with a rival criminal organization. |
| 5 | Promoted to rank 4 |
| 5 | Is now a Lieutenant |
| 6 | Continued as Pirate at age 38 |
| 6 | Backstab a fellow rogue for personal gain. |
| 6 | Promoted to rank 5 |
| 6 | Is now a Leader |
| 7 | Continued as Pirate at age 42 |
| 7 | Involved in a gambling ring. |
| 7 | Promoted to rank 6 |
| 7 | Is now a Captain |
| 8 | Aging Crisis. Owe 60,000 for medical bills. |
| 8 | Continued as Pirate at age 46 |
| 8 | You spend months in the dangerous criminal underworld. |
| 8 | Forced to continue current assignment |
| 8 | Promoted to rank 7 |
| 9 | Aging Crisis. Owe 40,000 for medical bills. |
| 9 | Continued as Pirate at age 50 |
| 9 | Arrested |
| 9 | Promoted to rank 8 |
| 9 | Forced to muster out. |
| 10 | Aging Crisis. Owe 30,000 for medical bills. |
| 10 | Became a Fixer at age 54 |
| 10 | Scarred. Fully recovered. Owe 10,000 for medical bills. |
| 11 | Aging Crisis. Owe 30,000 for medical bills. |
| 11 | Switched to Thug at age 58 |
| 11 | Lightly injured, no permanent damage. Fully recovered. |
| 12 | Aging Crisis. Owe 10,000 for medical bills. |
| 12 | Returned to Fixer at age 62 |
| 12 | Injured. Fully recovered. Owe 5,000 for medical bills. |
| 13 | Aging Crisis. Owe 20,000 for medical bills. |