| Term | History |
|---|
| 1 | Became a Pirate at age 18 |
| 1 | Is now a Lackey |
| 1 | Involved in a feud with a rival criminal organization. |
| 1 | Injured. Fully recovered. Owe 2,500 for medical bills. |
| 2 | Continued as Pirate at age 22 |
| 2 | Refuse to backstab a fellow rogue for personal gain. Gain an Ally |
| 2 | Promoted to rank 1 |
| 2 | Is now a Henchman |
| 3 | Continued as Pirate at age 26 |
| 3 | Involved in a feud with a rival criminal organization. |
| 3 | Scarred. Owe 5,000 for medical bills. |
| 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 | Injured. Fully recovered. Owe 2,500 for medical bills. |
| 4 | Promoted to rank 3 |
| 4 | Is now a Sergeant |
| 5 | Continued as Pirate at age 34 |
| 5 | A police detective or rival criminal forces you to flee and vows to hunt you down. Gain an Enemy. |
| 6 | Became a Flight at age 38 |
| 6 | Is now a Crewman |
| 6 | You are tormented by or quarrel with an officer or fellow crewman. Gain that character as a Rival. |
| 7 | Became a Free Trader at age 42 |
| 7 | Make an unexpected connection outside your normal circles. Gain a Contact. |
| 8 | Continued as Free Trader at age 46 |
| 8 | Promoted to rank 1 |
| 9 | Continued as Free Trader at age 50 |
| 9 | Embroiled in legal trouble. |
| 9 | Promoted to rank 2 |
| 10 | Continued as Free Trader at age 54 |
| 10 | Embroiled in legal trouble. |
| 10 | Promoted to rank 3 |
| 10 | Is now a Experienced Trader |
| 11 | Aging Crisis. Owe 20,000 for medical bills. |
| 11 | Continued as Free Trader at age 58 |
| 11 | Risk your fortune on a possibility lucrative deal and win. |
| 11 | Promoted to rank 4 |
| 12 | Aging Crisis. Owe 30,000 for medical bills. |