| Term | History |
| 1 | Became a Thief at age 18 |
| 1 | You spend months in the dangerous criminal underworld. |
| 1 | Promoted to rank 1 |
| 2 | Continued as Thief at age 22 |
| 2 | Injured. Fully recovered. Owe 5,000 for medical bills. |
| 2 | Promoted to rank 2 |
| 3 | Continued as Thief at age 26 |
| 3 | Involved in a gambling ring. |
| 3 | Promoted to rank 3 |
| 4 | Continued as Thief at age 30 |
| 4 | Refuse to backstab a fellow rogue for personal gain. Gain an Ally |
| 4 | Promoted to rank 4 |
| 5 | Continued as Thief at age 34 |
| 5 | Backstab a fellow rogue for personal gain. |
| 5 | Promoted to rank 5 |
| 6 | Continued as Thief at age 38 |
| 6 | Refuse to backstab a fellow rogue for personal gain. Gain an Ally |
| 6 | Promoted to rank 6 |
| 6 | Forced to muster out. |
| 7 | Switched to Pirate at age 42 |
| 7 | Is now a Lackey |
| 7 | Involved in a gambling ring. |
| 8 | Voluntarily left Pirate |
| 8 | Became a Journalist at age 46 |
| 8 | Expose or are involved in a scandal of some sort. |
| 9 | Returned to Pirate at age 50 |
| 9 | You spend months in the dangerous criminal underworld. |
| 9 | Promoted to rank 1 |
| 9 | Is now a Henchman |
| 10 | Aging Crisis. Owe 30,000 for medical bills. |
| 10 | Continued as Pirate at age 54 |
| 10 | Involved in the planning of an impressive heist. |
| 10 | Forced to muster out. |
| 11 | Retired at age 58 |
| 11 | Betrayal. Convert an Ally into a Rival or Enemy. |
| 12 | Aging Crisis. Owe 60,000 for medical bills. |
| 12 | Gained a contact. |
| 13 | Aging Crisis. Owe 30,000 for medical bills. |
| 13 | A romantic relationship ends badly. Gain a Rival or Enemy. |
| 14 | Aging Crisis. Owe 40,000 for medical bills. |
| 14 | Gained a contact. |
| 15 | Aging Crisis. Owe 10,000 for medical bills. |
| 15 | Moved to a new world. |
| 16 | Aging Crisis. Owe 30,000 for medical bills. |