| Term | History |
| 1 | Became a Enforcer at age 18 |
| 1 | Involved in the planning of an impressive heist. |
| 1 | Promoted to rank 1 |
| 2 | Continued as Enforcer at age 22 |
| 2 | Involved in the planning of an impressive heist. |
| 2 | Promoted to rank 2 |
| 3 | Continued as Enforcer at age 26 |
| 3 | A crime lord considers you his protégé. |
| 3 | Forced to muster out. |
| 4 | Became a Artist at age 30 |
| 4 | Invited to take part in a controversial event or exhibition that improves your social standing. |
| 5 | Continued as Artist at age 34 |
| 5 | Public opinion turns on you. |
| 6 | Switched to Thief at age 38 |
| 6 | Involved in a feud with a rival criminal organization. |
| 7 | Continued as Thief at age 42 |
| 7 | Betrayed by a friend. One of your Contacts or Allies betrays you, ending your career. That Contact or Ally becomes a Rival or Enemy. |
| 8 | Became a Broker at age 46 |
| 8 | Promoted to rank 1 |
| 9 | Continued as Broker at age 50 |
| 9 | Embroiled in legal trouble. |
| 9 | Promoted to rank 2 |
| 10 | Aging Crisis. Owe 40,000 for medical bills. |
| 10 | Continued as Broker at age 54 |
| 10 | A romantic relationship ends badly. Gain a Rival or Enemy. |
| 11 | Aging Crisis. Owe 40,000 for medical bills. |
| 11 | Continued as Broker at age 58 |
| 12 | Aging Crisis. Owe 40,000 for medical bills. |
| 12 | Continued as Broker at age 62 |
| 12 | Befriend a useful ally in one sphere. Gain an Ally. |
| 12 | Promoted to rank 3 |
| 12 | Is now a Experienced Broker |
| 13 | Aging Crisis. Owe 60,000 for medical bills. |
| 13 | Voluntarily left Broker |
| 13 | Retired at age 66 |
| 13 | A romantic relationship ends badly. Gain a Rival or Enemy. |
| 14 | Aging Crisis. Owe 40,000 for medical bills. |