| 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 | Involved in the planning of an impressive heist. |
| 2 | Promoted to rank 1 |
| 2 | Is now a Henchman |
| 3 | Continued as Pirate at age 26 |
| 3 | Involved in the planning of an impressive heist. |
| 3 | Promoted to rank 2 |
| 3 | Is now a Corporal |
| 4 | Continued as Pirate at age 30 |
| 4 | A police detective or rival criminal forces you to flee and vows to hunt you down. Gain an Enemy. |
| 5 | Continued as Pirate at age 34 |
| 5 | Involved in the planning of an impressive heist. |
| 5 | Forced to muster out. |
| 6 | Became a Scientist at age 38 |
| 6 | Work leads to a considerable breakthrough. |
| 6 | Promoted to rank 1 |
| 7 | Continued as Scientist at age 42 |
| 7 | Win a prestigious prize for your work. |
| 7 | Promoted to rank 2 |
| 8 | Continued as Scientist at age 46 |
| 8 | Advanced training in a specialist field. |
| 8 | Forced to muster out. |
| 9 | Switched to Enforcer at age 50 |
| 9 | A romantic relationship deepens, possibly leading to marriage. Gain an Ally. |
| 9 | Promoted to rank 1 |
| 10 | Continued as Enforcer at age 54 |
| 10 | Backstab a fellow rogue for personal gain. |
| 10 | Promoted to rank 2 |
| 11 | Aging Crisis. Owe 50,000 for medical bills. |
| 11 | Continued as Enforcer at age 58 |
| 11 | You spend months in the dangerous criminal underworld. |
| 11 | Promoted to rank 3 |
| 12 | Aging Crisis. Owe 60,000 for medical bills. |
| 12 | Continued as Enforcer at age 62 |
| 12 | Scarred. Fully recovered. Owe 5,000 for medical bills. |
| 13 | Aging Crisis. Owe 60,000 for medical bills. |
| 13 | Retired at age 66 |
| 13 | Betrayal. Convert an Ally into a Rival or Enemy. |
| 14 | Aging Crisis. Owe 50,000 for medical bills. |
| 14 | A romantic relationship deepens, possibly leading to marriage. Gain an Ally. |
| 15 | Aging Crisis. Owe 60,000 for medical bills. |