| Term | History |
| 1 | Became a Pirate at age 18 |
| 1 | Is now a Lackey |
| 1 | Gained a contact. |
| 2 | Continued as Pirate at age 22 |
| 2 | Betrayed by a friend. One of your Contacts or Allies betrays you, ending your career. That Contact or Ally becomes a Rival or Enemy. |
| 2 | Promoted to rank 1 |
| 2 | Is now a Henchman |
| 3 | Continued as Pirate at age 26 |
| 3 | Backstab a fellow rogue for personal gain. |
| 3 | Promoted to rank 2 |
| 3 | Is now a Corporal |
| 4 | Voluntarily left Pirate |
| 4 | Became a Line/Crew at age 30 |
| 4 | Is now a Crewman |
| 4 | Advanced training in a specialist field |
| 4 | Commissioned in Navy/Line/Crew |
| 4 | Is now a Ensign |
| 4 | Promoted to Line/Crew officer rank 2 |
| 4 | Is now a Sublieutenant |
| 5 | Continued as Line/Crew at age 34 |
| 5 | Advanced training in a specialist field |
| 6 | Continued as Line/Crew at age 38 |
| 6 | A new romantic starts. Gain an Ally. |
| 6 | Promoted to Line/Crew officer rank 3 |
| 6 | Is now a Lieutenant |
| 7 | Continued as Line/Crew at age 42 |
| 7 | Display heroism in battle, saving the whole ship. |
| 7 | Promoted to Line/Crew officer rank 4 |
| 7 | Is now a Commander |
| 8 | Continued as Line/Crew at age 46 |
| 8 | Gained a contact. |
| 8 | Promoted to Line/Crew officer rank 5 |
| 8 | Is now a Captain |
| 9 | Continued as Line/Crew at age 50 |
| 9 | You join a gambling circle on board. |
| 9 | Promoted to Line/Crew officer rank 6 |
| 9 | Is now a Admiral |
| 10 | Continued as Line/Crew at age 54 |
| 10 | Nearly killed. Owe 8,750 for medical bills. |
| 10 | Forced to muster out. |
| 11 | Aging Crisis. Owe 20,000 for medical bills. |
| 11 | Retired at age 58 |
| 11 | A new romantic starts. Gain an Ally. |
| 12 | Aging Crisis. Owe 60,000 for medical bills. |
| 12 | Moved to a new world. |
| 13 | Aging Crisis. Owe 10,000 for medical bills. |
| 13 | Birth or Death involving a family member or close friend. |
| 14 | Aging Crisis. Owe 50,000 for medical bills. |
| 14 | Betrayal. Convert an Ally into a Rival or Enemy. |
| 15 | Aging Crisis. Owe 10,000 for medical bills. |