| Term | History |
| 1 | Became a Thief at age 18 |
| 1 | Backstab a fellow rogue for personal gain. |
| 1 | Promoted to rank 1 |
| 2 | Voluntarily left Thief |
| 2 | Switched to Pirate at age 22 |
| 2 | Is now a Lackey |
| 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 | Arrested |
| 4 | Became a Inmate at age 30 |
| 4 | Vocational Training. |
| 4 | Promoted to rank 1 |
| 5 | Continued as Inmate at age 34 |
| 5 | You gain a new Rival among the inmates or guards. |
| 5 | Promoted to rank 2 |
| 6 | Continued as Inmate at age 38 |
| 6 | Offended a prison gang you tried to join. Gain an Enemy. |
| 7 | Switched to Fixer at age 42 |
| 7 | A guard takes a dislike to you. |
| 8 | Switched to Thug at age 46 |
| 8 | Persecuted by a prison gang. |
| 9 | Returned to Inmate at age 50 |
| 9 | Persecuted by a prison gang. |
| 10 | Returned to Thug at age 54 |
| 10 | Parole hearing. |
| 10 | Promoted to rank 1 |
| 10 | Paroled from prison. |
| 11 | Aging Crisis. Owe 40,000 for medical bills. |
| 11 | Retired at age 58 |
| 11 | A romantic relationship deepens, possibly leading to marriage. Gain an Ally. |
| 12 | Aging Crisis. Owe 30,000 for medical bills. |
| 12 | A romantic relationship deepens, possibly leading to marriage. Gain an Ally. |
| 13 | Aging Crisis. Owe 40,000 for medical bills. |
| 13 | A romantic relationship deepens, possibly leading to marriage. Gain an Ally. |
| 14 | Aging Crisis. Owe 10,000 for medical bills. |
| 14 | Betrayal. Convert an Ally into a Rival or Enemy. |
| 15 | Aging Crisis. Owe 30,000 for medical bills. |
| 15 | A romantic relationship ends badly. Gain a Rival or Enemy. |
| 16 | Aging Crisis. Owe 10,000 for medical bills. |