| 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 | You spend months in the dangerous criminal underworld. |
| 2 | Forced to muster out. |
| 3 | Became a Artist at age 26 |
| 3 | You are forced out because of censorship or controversy. What truth did you get too close to? |
| 4 | Switched to Thief at age 30 |
| 4 | Lost eye or limb. Fully recovered. Owe 10,000 for medical bills. |
| 5 | Continued as Thief at age 34 |
| 5 | Betrayed by a friend. One of your Contacts or Allies betrays you, ending your career. That Contact or Ally becomes a Rival or Enemy. |
| 6 | Became a Corporate Agent at age 38 |
| 6 | Lost eye or limb. Fully recovered. Owe 2,500 for medical bills. |
| 7 | Voluntarily left Corporate Agent |
| 7 | Became a Wanderer at age 42 |
| 7 | Moved to a new world. |
| 7 | Promoted to rank 1 |
| 8 | Continued as Wanderer at age 46 |
| 8 | Attacked by enemies and injured. |
| 8 | Lightly injured, no permanent damage. Fully recovered. |
| 8 | Gain Enemy if you don't already have one. |
| 8 | Promoted to rank 2 |
| 9 | Continued as Wanderer at age 50 |
| 9 | Suffer from a life-threatening illness. |
| 10 | Aging Crisis. Owe 50,000 for medical bills. |
| 10 | Retired at age 54 |
| 10 | A new romantic starts. Gain an Ally. |
| 11 | Aging Crisis. Owe 40,000 for medical bills. |
| 11 | Accused of a crime |
| 12 | Aging Crisis. Owe 40,000 for medical bills. |
| 12 | A romantic relationship ends badly. Gain a Rival or Enemy. |
| 13 | Aging Crisis. Owe 30,000 for medical bills. |