| Term | History |
| 1 | Became a Pirate at age 18 |
| 1 | Is now a Lackey |
| 1 | You spend months in the dangerous criminal underworld. |
| 2 | Continued as Pirate at age 22 |
| 2 | Backstab a fellow rogue for personal gain. |
| 2 | Promoted to rank 1 |
| 2 | Is now a Henchman |
| 3 | Continued as Pirate at age 26 |
| 3 | Arrested |
| 4 | Became a Fixer at age 30 |
| 4 | Nearly killed. Owe 30,000 for medical bills. |
| 5 | Switched to Inmate at age 34 |
| 5 | Hire a new lawyer. |
| 5 | Promoted to rank 1 |
| 6 | Switched to Thug at age 38 |
| 6 | Scarred. Fully recovered. Owe 10,000 for medical bills. |
| 7 | Returned to Inmate at age 42 |
| 7 | Offended a prison gang you tried to join. Gain an Enemy. |
| 7 | Promoted to rank 2 |
| 8 | Returned to Fixer at age 46 |
| 8 | Scarred. Owe 5,000 for medical bills. |
| 9 | Returned to Thug at age 50 |
| 9 | Injured. Fully recovered. Owe 5,000 for medical bills. |
| 10 | Returned to Inmate at age 54 |
| 10 | Persecuted by a prison gang. |
| 11 | Aging Crisis. Owe 10,000 for medical bills. |
| 11 | Returned to Thug at age 58 |
| 11 | Accused of assaulting a prison guard. |
| 12 | Aging Crisis. Owe 10,000 for medical bills. |
| 12 | Returned to Fixer at age 62 |
| 12 | Lost eye or limb. Fully recovered. Owe 10,000 for medical bills. |
| 13 | Aging Crisis. Owe 10,000 for medical bills. |