| Term | History |
|---|
| 1 | Became a Pirate at age 18 |
| 1 | Is now a Lackey |
| 1 | You spend months in the dangerous criminal underworld. |
| 1 | Promoted to rank 1 |
| 1 | Is now a Henchman |
| 2 | Continued as Pirate at age 22 |
| 2 | Arrested |
| 3 | Became a Thug at age 26 |
| 3 | Defeated a prison gang. Gain an Enemy. |
| 4 | Switched to Inmate at age 30 |
| 4 | Vocational Training. |
| 5 | Switched to Fixer at age 34 |
| 5 | A guard takes a dislike to you. |
| 6 | Returned to Thug at age 38 |
| 6 | A guard takes a dislike to you. |
| 7 | Continued as Thug at age 42 |
| 7 | Accused of assaulting a prison guard. |
| 8 | Returned to Inmate at age 46 |
| 8 | Vocational Training. |
| 8 | Promoted to rank 1 |
| 9 | Returned to Fixer at age 50 |
| 9 | Offended a prison gang you tried to join. Gain an Enemy. |
| 9 | Promoted to rank 1 |
| 10 | Returned to Inmate at age 54 |
| 10 | A guard takes a dislike to you. |
| 11 | Aging Crisis. Owe 50,000 for medical bills. |
| 11 | Continued as Inmate at age 58 |
| 11 | Accused of assaulting a prison guard. |
| 12 | Aging Crisis. Owe 10,000 for medical bills. |
| 12 | Returned to Thug 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. |
| 13 | Returned to Fixer at age 66 |
| 13 | Severely injured. Fully recovered. Owe 30,000 for medical bills. |
| 14 | Aging Crisis. Owe 20,000 for medical bills. |
| 14 | Returned to Inmate at age 70 |
| 14 | Good Behaviour. |
| 15 | Aging Crisis. Owe 60,000 for medical bills. |