| Term | History |
| 1 | Became a Free Trader at age 18 |
| 1 | Make an unexpected connection outside your normal circles. Gain a Contact. |
| 2 | Continued as Free Trader at age 22 |
| 2 | Given advanced training in a specialist field |
| 3 | Continued as Free Trader at age 26 |
| 3 | Risk your fortune on a possibility lucrative deal and win. |
| 3 | Promoted to rank 1 |
| 4 | Continued as Free Trader at age 30 |
| 4 | A good deal ensures you are living the high life for a few years. |
| 4 | Forced to muster out. |
| 5 | Became a Pirate at age 34 |
| 5 | Is now a Lackey |
| 5 | Involved in a feud with a rival criminal organization. |
| 5 | Nearly killed. Owe 20,000 for medical bills. |
| 5 | Promoted to rank 1 |
| 5 | Is now a Henchman |
| 6 | Continued as Pirate at age 38 |
| 6 | You spend months in the dangerous criminal underworld. |
| 7 | Continued as Pirate at age 42 |
| 7 | Involved in a feud with a rival criminal organization. |
| 7 | Promoted to rank 2 |
| 7 | Is now a Corporal |
| 8 | Aging Crisis. Owe 40,000 for medical bills. |
| 8 | Continued as Pirate at age 46 |
| 8 | A romantic relationship ends badly. Gain a Rival or Enemy. |
| 8 | Promoted to rank 3 |
| 8 | Is now a Sergeant |
| 9 | Aging Crisis. Owe 10,000 for medical bills. |
| 9 | Continued as Pirate at age 50 |
| 9 | Moved to a new world. |
| 9 | Promoted to rank 4 |
| 9 | Is now a Lieutenant |
| 10 | Aging Crisis. Owe 20,000 for medical bills. |
| 10 | Continued as Pirate at age 54 |
| 10 | Refuse to backstab a fellow rogue for personal gain. Gain an Ally |
| 10 | Forced to continue current assignment |
| 10 | Promoted to rank 5 |
| 10 | Is now a Leader |
| 11 | Aging Crisis. Owe 10,000 for medical bills. |
| 11 | Continued as Pirate at age 58 |
| 11 | Good fortune |
| 11 | Promoted to rank 6 |
| 11 | Is now a Captain |
| 11 | Forced to muster out. |
| 12 | Retired at age 62 |
| 12 | Moved to a new world. |
| 13 | Aging Crisis. Owe 10,000 for medical bills. |