| Term | History |
| 1 | Became a Pirate at age 18 |
| 1 | Is now a Lackey |
| 1 | A romantic relationship deepens, possibly leading to marriage. Gain an Ally. |
| 2 | Continued as Pirate at age 22 |
| 2 | Involved in a feud with a rival criminal organization. |
| 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 |
| 3 | Promoted to rank 2 |
| 3 | Is now a Corporal |
| 4 | Continued as Pirate at age 30 |
| 4 | Involved in a feud with a rival criminal organization. |
| 4 | Promoted to rank 3 |
| 4 | Is now a Sergeant |
| 5 | Continued as Pirate at age 34 |
| 5 | Refuse to backstab a fellow rogue for personal gain. Gain an Ally |
| 5 | Promoted to rank 4 |
| 5 | Is now a Lieutenant |
| 6 | Continued as Pirate at age 38 |
| 6 | Involved in the planning of an impressive heist. |
| 6 | Forced to muster out. |
| 7 | Became a Merchant Marine at age 42 |
| 7 | Is now a Crewman |
| 7 | Good fortune |
| 7 | Promoted to rank 1 |
| 7 | Is now a Senior Crewman |
| 8 | Continued as Merchant Marine at age 46 |
| 8 | Risk your fortune on a possibility lucrative deal and win. |
| 8 | Promoted to rank 2 |
| 8 | Is now a 4th Officer |
| 9 | Continued as Merchant Marine at age 50 |
| 9 | Embroiled in legal trouble. |
| 9 | Promoted to rank 3 |
| 9 | Is now a 3rd Officer |
| 10 | Continued as Merchant Marine at age 54 |
| 10 | Make an unexpected connection outside your normal circles. Gain a Contact. |
| 10 | Promoted to rank 4 |
| 10 | Is now a 2nd Officer |
| 11 | Continued as Merchant Marine at age 58 |
| 11 | A series of bad deals and decisions force you into bankruptcy. You salvage what you can. |
| 11 | Promoted to rank 5 |
| 11 | Is now a 1st Officer |
| 12 | Continued as Merchant Marine at age 62 |
| 12 | A good deal ensures you are living the high life for a few years. |
| 12 | Promoted to rank 6 |
| 12 | Is now a Captain |
| 13 | Aging Crisis. Owe 60,000 for medical bills. |
| 13 | Continued as Merchant Marine at age 66 |
| 13 | Given advanced training in a specialist field |
| 13 | Promoted to rank 7 |
| 14 | Aging Crisis. Owe 50,000 for medical bills. |
| 14 | Continued as Merchant Marine at age 70 |
| 14 | Promoted to rank 8 |
| 15 | Aging Crisis. Owe 50,000 for medical bills. |
| 15 | Continued as Merchant Marine at age 74 |
| 15 | Gained a contact. |
| 15 | Promoted to rank 9 |
| 15 | Forced to muster out. |
| 16 | Aging Crisis. Owe 60,000 for medical bills. |