| Term | History |
| 1 | Became a Enforcer at age 18 |
| 1 | Involved in the planning of an impressive heist. |
| 1 | Promoted to rank 1 |
| 2 | Voluntarily left Enforcer |
| 2 | Switched to Thief at age 22 |
| 2 | A romantic relationship deepens, possibly leading to marriage. Gain an Ally. |
| 2 | Promoted to rank 1 |
| 3 | Continued as Thief at age 26 |
| 3 | Involved in a gambling ring. |
| 3 | Promoted to rank 2 |
| 4 | Continued as Thief at age 30 |
| 4 | Good fortune |
| 4 | Promoted to rank 3 |
| 5 | Continued as Thief at age 34 |
| 5 | Involved in a feud with a rival criminal organization. |
| 5 | Nearly killed. Owe 15,000 for medical bills. |
| 6 | Continued as Thief at age 38 |
| 6 | Accused of a crime |
| 6 | Promoted to rank 4 |
| 7 | Became a Fixer at age 42 |
| 7 | Offended a prison gang you tried to join. Gain an Enemy. |
| 8 | Continued as Fixer at age 46 |
| 8 | Scarred. Fully recovered. Owe 10,000 for medical bills. |
| 9 | Switched to Thug at age 50 |
| 9 | Lost eye or limb. Fully recovered. Owe 10,000 for medical bills. |
| 10 | Returned to Fixer at age 54 |
| 10 | Hire a new lawyer. |
| 11 | Switched to Inmate at age 58 |
| 11 | Severely injured. Fully recovered. Owe 15,000 for medical bills. |
| 12 | Aging Crisis. Owe 50,000 for medical bills. |
| 12 | Returned to Thug at age 62 |
| 12 | Make friends with another inmate; gain them as a Contact. |
| 12 | Promoted to rank 1 |
| 13 | Aging Crisis. Owe 50,000 for medical bills. |
| 13 | Continued as Thug at age 66 |
| 13 | Accused of assaulting a prison guard. |
| 14 | Aging Crisis. Owe 40,000 for medical bills. |
| 14 | Continued as Thug at age 70 |
| 14 | Lost eye or limb. Fully recovered. Owe 10,000 for medical bills. |
| 15 | Aging Crisis. Owe 60,000 for medical bills. |