| Term | History |
| 1 | Became a Pirate at age 18 |
| 1 | Is now a Lackey |
| 1 | Involved in a gambling ring. |
| 2 | Continued as Pirate at age 22 |
| 2 | A new romantic starts. Gain an Ally. |
| 2 | Promoted to rank 1 |
| 2 | Is now a Henchman |
| 3 | Continued as Pirate at age 26 |
| 3 | Refuse to backstab a fellow rogue for personal gain. Gain an Ally |
| 4 | Continued as Pirate at age 30 |
| 4 | A new romantic starts. Gain an Ally. |
| 4 | Promoted to rank 2 |
| 4 | Is now a Corporal |
| 5 | Continued as Pirate at age 34 |
| 5 | You spend months in the dangerous criminal underworld. |
| 5 | Forced to muster out. |
| 6 | Became a Artist at age 38 |
| 6 | Invited to take part in a controversial event or exhibition that injures your social standing. |
| 6 | Promoted to rank 1 |
| 7 | Continued as Artist at age 42 |
| 7 | Win a prestigious prize. |
| 7 | Promoted to rank 2 |
| 8 | Voluntarily left Artist |
| 8 | Became a Free Trader at age 46 |
| 8 | Good fortune |
| 8 | Promoted to rank 1 |
| 9 | Continued as Free Trader at age 50 |
| 9 | A series of bad deals and decisions force you into bankruptcy. You salvage what you can. |
| 10 | Aging Crisis. Owe 30,000 for medical bills. |
| 10 | Retired at age 54 |
| 10 | A new romantic starts. Gain an Ally. |
| 11 | Aging Crisis. Owe 60,000 for medical bills. |
| 11 | Gained a contact. |
| 12 | Aging Crisis. Owe 30,000 for medical bills. |
| 12 | Gained a contact. |
| 13 | Aging Crisis. Owe 30,000 for medical bills. |
| 13 | A romantic relationship ends badly. Gain a Rival or Enemy. |
| 14 | Aging Crisis. Owe 50,000 for medical bills. |
| 14 | A romantic relationship ends badly. Gain a Rival or Enemy. |
| 15 | Aging Crisis. Owe 10,000 for medical bills. |
| 15 | Betrayal. Convert an Ally into a Rival or Enemy. |
| 16 | Aging Crisis. Owe 20,000 for medical bills. |