| Term | History |
|---|
| 1 | Became a Free Trader at age 18 |
| 1 | A new romantic starts. Gain an Ally. |
| 1 | Promoted to rank 1 |
| 2 | Continued as Free Trader at age 22 |
| 2 | A good deal ensures you are living the high life for a few years. |
| 2 | Promoted to rank 2 |
| 3 | Continued as Free Trader at age 26 |
| 3 | A romantic relationship deepens, possibly leading to marriage. Gain an Ally. |
| 3 | Promoted to rank 3 |
| 3 | Is now a Experienced Trader |
| 4 | Continued as Free Trader at age 30 |
| 4 | A series of bad deals and decisions force you into bankruptcy. You salvage what you can. |
| 5 | Became a Pirate at age 34 |
| 5 | Is now a Lackey |
| 5 | You commit a legendary crime. |
| 5 | Promoted to rank 1 |
| 5 | Is now a Henchman |
| 6 | Continued as Pirate at age 38 |
| 6 | Involved in a gambling ring. |
| 7 | Continued as Pirate at age 42 |
| 7 | You spend months in the dangerous criminal underworld. |
| 7 | Promoted to rank 2 |
| 7 | Is now a Corporal |
| 8 | Continued as Pirate at age 46 |
| 8 | Involved in the planning of an impressive heist. |
| 8 | Promoted to rank 3 |
| 8 | Is now a Sergeant |
| 9 | Continued as Pirate at age 50 |
| 9 | You spend months in the dangerous criminal underworld. |
| 9 | Promoted to rank 4 |
| 9 | Is now a Lieutenant |
| 10 | Aging Crisis. Owe 10,000 for medical bills. |
| 10 | Continued as Pirate at age 54 |
| 10 | Nearly killed. Owe 7,500 for medical bills. |
| 11 | Aging Crisis. Owe 20,000 for medical bills. |
| 11 | Retired at age 58 |
| 11 | Gained a contact. |
| 12 | Aging Crisis. Owe 40,000 for medical bills. |
| 12 | A romantic relationship deepens, possibly leading to marriage. Gain an Ally. |
| 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. |