| Term | History |
|---|
| 1 | Became a Pirate at age 18 |
| 1 | Is now a Lackey |
| 1 | You spend months in the dangerous criminal underworld. |
| 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 |
| 2 | Promoted to rank 2 |
| 2 | Is now a Corporal |
| 3 | Continued as Pirate at age 26 |
| 3 | A police detective or rival criminal forces you to flee and vows to hunt you down. Gain an Enemy. |
| 3 | Promoted to rank 3 |
| 3 | Is now a Sergeant |
| 4 | Continued as Pirate at age 30 |
| 4 | Backstab a fellow rogue for personal gain. |
| 4 | Promoted to rank 4 |
| 4 | Is now a Lieutenant |
| 5 | Continued as Pirate at age 34 |
| 5 | You spend months in the dangerous criminal underworld. |
| 5 | Promoted to rank 5 |
| 5 | Is now a Leader |
| 6 | Continued as Pirate at age 38 |
| 6 | Betrayed by a friend. One of your Contacts or Allies betrays you, ending your career. That Contact or Ally becomes a Rival or Enemy. |
| 7 | Became a Scavenger at age 42 |
| 7 | Lost eye or limb. Fully recovered. Owe 5,000 for medical bills. |
| 8 | Became a Intelligence at age 46 |
| 8 | Go undercover to investigate an enemy. |
| 8 | You spend months in the dangerous criminal underworld. |
| 8 | Promoted to rank 1 |
| 8 | Is now a Agent |
| 9 | Aging Crisis. Owe 40,000 for medical bills. |
| 9 | Continued as Intelligence at age 50 |
| 9 | Nearly killed. |
| 10 | Aging Crisis. Owe 10,000 for medical bills. |
| 10 | Retired at age 54 |
| 10 | Gained a contact. |
| 11 | Aging Crisis. Owe 40,000 for medical bills. |
| 11 | Gained a contact. |
| 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. |
| 13 | Gained a contact. |
| 14 | Aging Crisis. Owe 30,000 for medical bills. |
| 14 | Gained a contact. |
| 15 | Aging Crisis. Owe 50,000 for medical bills. |
| 15 | Good fortune |
| 16 | Aging Crisis. Owe 10,000 for medical bills. |