| Term | History |
|---|
| 1 | Became a Pirate at age 18 |
| 1 | Is now a Lackey |
| 1 | Involved in a gambling ring. |
| 1 | Promoted to rank 1 |
| 1 | Is now a Henchman |
| 2 | Continued as Pirate at age 22 |
| 2 | A romantic relationship deepens, possibly leading to marriage. Gain an Ally. |
| 2 | Promoted to rank 2 |
| 2 | Is now a Corporal |
| 3 | Continued as Pirate at age 26 |
| 3 | A police detective or rival criminal forces you to flee and vows to hunt you down. Gain an Enemy. |
| 4 | Switched to Thief at age 30 |
| 4 | Crime pays off. Gain victim as Enemy. |
| 4 | Promoted to rank 1 |
| 5 | Continued as Thief at age 34 |
| 5 | Involved in a feud with a rival criminal organization. |
| 5 | Nearly killed. Fully recovered. Owe 17,500 for medical bills. |
| 5 | Promoted to rank 2 |
| 6 | Continued as Thief at age 38 |
| 6 | Involved in a feud with a rival criminal organization. |
| 6 | Promoted to rank 3 |
| 7 | Continued as Thief at age 42 |
| 7 | Good fortune |
| 8 | Continued as Thief at age 46 |
| 8 | A crime lord considers you his protégé. |
| 8 | Forced to muster out. |
| 9 | Became a Performer at age 50 |
| 9 | Expose or are involved in a scandal of some sort. |
| 10 | Aging Crisis. Owe 50,000 for medical bills. |
| 10 | Retired at age 54 |
| 10 | A romantic relationship deepens, possibly leading to marriage. Gain an Ally. |
| 11 | Aging Crisis. Owe 10,000 for medical bills. |
| 11 | Betrayal. Convert an Ally into a Rival or Enemy. |
| 12 | Aging Crisis. Owe 40,000 for medical bills. |
| 12 | Gained a contact. |
| 13 | Aging Crisis. Owe 50,000 for medical bills. |
| 13 | Good fortune |
| 14 | Aging Crisis. Owe 20,000 for medical bills. |