| Term | History |
|---|
| 1 | Became a Pirate at age 18 |
| 1 | Is now a Lackey |
| 1 | Involved in the planning of an impressive heist. |
| 2 | Continued as Pirate at age 22 |
| 2 | Crime pays off. Gain victim as Enemy. |
| 3 | Continued as Pirate at age 26 |
| 3 | Involved in the planning of an impressive heist. |
| 3 | Promoted to rank 1 |
| 3 | Is now a Henchman |
| 4 | Continued as Pirate at age 30 |
| 4 | Scarred. Fully recovered. Owe 5,000 for medical bills. |
| 4 | Promoted to rank 2 |
| 4 | Is now a Corporal |
| 5 | Continued as Pirate at age 34 |
| 5 | Crime pays off. Gain victim as Enemy. |
| 5 | Promoted to rank 3 |
| 5 | Is now a Sergeant |
| 6 | Continued as Pirate at age 38 |
| 6 | Involved in the planning of an impressive heist. |
| 6 | Forced to continue current assignment |
| 6 | Promoted to rank 4 |
| 6 | Is now a Lieutenant |
| 7 | Continued as Pirate at age 42 |
| 7 | Accused of a crime |
| 7 | Forced to continue current assignment |
| 7 | Promoted to rank 5 |
| 7 | Is now a Leader |
| 8 | Continued as Pirate at age 46 |
| 8 | Good fortune |
| 8 | Promoted to rank 6 |
| 8 | Is now a Captain |
| 8 | Forced to muster out. |
| 9 | Switched to Thief at age 50 |
| 9 | A crime lord considers you his protégé. |
| 9 | Promoted to rank 1 |
| 10 | Aging Crisis. Owe 40,000 for medical bills. |
| 10 | Continued as Thief at age 54 |
| 10 | Betrayed by a friend. One of your Contacts or Allies betrays you, ending your career. That Contact or Ally becomes a Rival or Enemy. |
| 11 | Retired at age 58 |
| 11 | A romantic relationship deepens, possibly leading to marriage. Gain an Ally. |
| 12 | Aging Crisis. Owe 30,000 for medical bills. |
| 12 | Moved to a new world. |
| 13 | Aging Crisis. Owe 60,000 for medical bills. |