| Term | History |
|---|
| 1 | Became a Pirate at age 18 |
| 1 | Is now a Lackey |
| 1 | Involved in a gambling ring. |
| 1 | Forced to continue current assignment |
| 1 | Promoted to rank 1 |
| 1 | Is now a Henchman |
| 2 | Continued as Pirate at age 22 |
| 2 | You spend months in the dangerous criminal underworld. |
| 2 | Promoted to rank 2 |
| 2 | Is now a Corporal |
| 3 | Continued as Pirate at age 26 |
| 3 | A crime lord considers you his protégé. |
| 3 | Promoted to rank 3 |
| 3 | Is now a Sergeant |
| 4 | Continued as Pirate at age 30 |
| 4 | Backstab a fellow rogue for personal gain. |
| 4 | Promoted to rank 4 |
| 4 | Is now a Lieutenant |
| 5 | Continued as Pirate at age 34 |
| 5 | Good fortune |
| 5 | Promoted to rank 5 |
| 5 | Is now a Leader |
| 6 | Continued as Pirate at age 38 |
| 6 | Arrested and charged. |
| 6 | Failed to defend self. Gain an Enemy and go to prison. |
| 6 | Forced to muster out. |
| 7 | Became a Fixer at age 42 |
| 7 | Parole hearing. |
| 7 | Promoted to rank 1 |
| 7 | Paroled from prison. |
| 8 | Aging Crisis. Owe 30,000 for medical bills. |
| 8 | Retired at age 46 |
| 8 | A romantic relationship deepens, possibly leading to marriage. Gain an Ally. |
| 9 | Aging Crisis. Owe 20,000 for medical bills. |
| 9 | A new romantic starts. Gain an Ally. |
| 10 | Moved to a new world. |
| 11 | Aging Crisis. Owe 50,000 for medical bills. |
| 11 | Birth or Death involving a family member or close friend. |
| 12 | Aging Crisis. Owe 10,000 for medical bills. |
| 12 | Birth or Death involving a family member or close friend. |
| 13 | Aging Crisis. Owe 20,000 for medical bills. |
| 13 | Gained a contact. |
| 14 | Aging Crisis. Owe 20,000 for medical bills. |
| 14 | Betrayal. Convert an Ally into a Rival or Enemy. |
| 15 | Aging Crisis. Owe 50,000 for medical bills. |