| Term | History |
| 1 | Became a Pirate at age 18 |
| 1 | Is now a Lackey |
| 1 | Involved in the planning of an impressive heist. |
| 1 | Promoted to rank 1 |
| 1 | Is now a Henchman |
| 2 | Continued as Pirate at age 22 |
| 2 | Refuse to backstab a fellow rogue for personal gain. Gain an Ally |
| 3 | Continued as Pirate at age 26 |
| 3 | Betrayed by a friend. One of your Contacts or Allies betrays you, ending your career. That Contact or Ally becomes a Rival or Enemy. |
| 4 | Became a Dilettante at age 30 |
| 4 | Is now a Wastrel |
| 4 | Join a conspiracy of nobles that were caught. |
| 4 | Political manoeuvrings usurp your position. Gain a Rival. |
| 4 | Promoted to rank 1 |
| 5 | Continued as Dilettante at age 34 |
| 5 | Inherit a gift from a rich relative. |
| 6 | Voluntarily left Dilettante |
| 6 | Became a Line/Crew at age 38 |
| 6 | Is now a Crewman |
| 6 | Lost eye or limb. Fully recovered. Owe 2,500 for medical bills. |
| 7 | Became a Wanderer at age 42 |
| 7 | run afoul of a criminal gang, corrupt bureaucrat or other foe. Gain an Enemy. |
| 8 | Aging Crisis. Owe 20,000 for medical bills. |
| 8 | Retired at age 46 |
| 8 | Gained a contact. |
| 9 | Aging Crisis. Owe 20,000 for medical bills. |
| 9 | Gained a contact. |
| 10 | Aging Crisis. Owe 40,000 for medical bills. |
| 10 | A romantic relationship ends badly. Gain a Rival or Enemy. |
| 11 | Aging Crisis. Owe 60,000 for medical bills. |
| 11 | Good fortune |
| 12 | Aging Crisis. Owe 60,000 for medical bills. |
| 12 | Moved to a new world. |
| 13 | Aging Crisis. Owe 50,000 for medical bills. |
| 13 | Moved to a new world. |
| 14 | Aging Crisis. Owe 60,000 for medical bills. |
| 14 | Moved to a new world. |
| 15 | Aging Crisis. Owe 30,000 for medical bills. |
| 15 | A romantic relationship ends badly. Gain a Rival or Enemy. |
| 16 | Aging Crisis. Owe 60,000 for medical bills. |