| Term | History |
|---|
| 1 | Became a Pirate at age 18 |
| 1 | Is now a Lackey |
| 1 | Involved in the planning of an impressive heist. |
| 2 | Continued as Pirate at age 22 |
| 2 | You commit a legendary crime. |
| 2 | Promoted to rank 1 |
| 2 | Is now a Henchman |
| 3 | Continued as Pirate at age 26 |
| 3 | Crime pays off. Gain victim as Enemy. |
| 4 | Continued as Pirate at age 30 |
| 4 | Arrested |
| 5 | Became a Fixer at age 34 |
| 5 | Severely injured. Owe 10,000 for medical bills. |
| 6 | Continued as Fixer at age 38 |
| 6 | Persecuted by a prison gang. |
| 7 | Continued as Fixer at age 42 |
| 7 | Severely injured. Owe 15,000 for medical bills. |
| 8 | Aging Crisis. Owe 60,000 for medical bills. |
| 8 | Continued as Fixer at age 46 |
| 8 | Nearly killed. Fully recovered. Owe 40,000 for medical bills. |
| 9 | Aging Crisis. Owe 60,000 for medical bills. |
| 9 | Switched to Thug at age 50 |
| 9 | You are moved to a higher security prison. |
| 9 | Promoted to rank 1 |
| 9 | Paroled from prison. |
| 10 | Retired at age 54 |
| 10 | Moved to a new world. |
| 11 | Aging Crisis. Owe 20,000 for medical bills. |
| 11 | Moved to a new world. |
| 12 | Aging Crisis. Owe 50,000 for medical bills. |
| 12 | Betrayal. Convert an Ally into a Rival or Enemy. |
| 13 | Aging Crisis. Owe 10,000 for medical bills. |
| 13 | Gained a contact. |
| 14 | Aging Crisis. Owe 30,000 for medical bills. |
| 14 | A romantic relationship deepens, possibly leading to marriage. Gain an Ally. |
| 15 | Aging Crisis. Owe 10,000 for medical bills. |
| 15 | Betrayal. Convert an Ally into a Rival or Enemy. |
| 16 | Aging Crisis. Owe 40,000 for medical bills. |