| Term | History |
| 1 | Became a Enforcer at age 18 |
| 1 | A new romantic starts. Gain an Ally. |
| 2 | Continued as Enforcer at age 22 |
| 2 | Arrested |
| 3 | Became a Inmate at age 26 |
| 3 | Defeated a prison gang. Gain an Enemy. |
| 4 | Switched to Fixer at age 30 |
| 4 | Joined a prison gang |
| 4 | Promoted to rank 1 |
| 5 | Continued as Fixer at age 34 |
| 5 | Beaten by a prison gang. |
| 5 | Severely injured. Fully recovered. Owe 5,000 for medical bills. |
| 6 | Switched to Thug at age 38 |
| 6 | Defeated a prison gang. Gain an Enemy. |
| 7 | Continued as Thug at age 42 |
| 7 | A guard takes a dislike to you. |
| 8 | Continued as Thug at age 46 |
| 8 | Defeated a prison gang. Gain an Enemy. |
| 9 | Aging Crisis. Owe 50,000 for medical bills. |
| 9 | Returned to Inmate at age 50 |
| 9 | Good Behaviour. |
| 10 | Aging Crisis. Owe 50,000 for medical bills. |
| 10 | Returned to Fixer at age 54 |
| 10 | A guard takes a dislike to you. |
| 11 | Aging Crisis. Owe 20,000 for medical bills. |
| 11 | Continued as Fixer at age 58 |
| 11 | Hire a new lawyer. |
| 11 | Promoted to rank 2 |
| 12 | Aging Crisis. Owe 50,000 for medical bills. |
| 12 | Returned to Inmate at age 62 |
| 12 | Accused of assaulting a prison guard. |
| 13 | Aging Crisis. Owe 20,000 for medical bills. |
| 13 | Returned to Thug at age 66 |
| 13 | Severely injured. |
| 14 | Aging Crisis. Owe 10,000 for medical bills. |