| Term | History |
| 1 | Became a Pirate at age 18 |
| 1 | Is now a Lackey |
| 1 | Crime pays off. Gain victim as Enemy. |
| 2 | Continued as Pirate at age 22 |
| 2 | Involved in a gambling ring. |
| 2 | Promoted to rank 1 |
| 2 | Is now a Henchman |
| 3 | Continued as Pirate at age 26 |
| 3 | Refuse to backstab a fellow rogue for personal gain. Gain an Ally |
| 4 | Continued as Pirate at age 30 |
| 4 | A new romantic starts. Gain an Ally. |
| 4 | Promoted to rank 2 |
| 4 | Is now a Corporal |
| 5 | Continued as Pirate at age 34 |
| 5 | Involved in a feud with a rival criminal organization. |
| 5 | Forced to muster out. |
| 6 | Became a Scavenger at age 38 |
| 6 | Attacked by enemies that you easily defeat. |
| 6 | Gain Enemy if you don't already have one. |
| 7 | Continued as Scavenger 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 | A good deal ensures you are living the high life for a few years. |
| 8 | Promoted to rank 1 |
| 9 | Continued as Broker at age 50 |
| 9 | Given advanced training in a specialist field |
| 9 | Promoted to rank 2 |
| 10 | Aging Crisis. Owe 30,000 for medical bills. |
| 10 | Continued as Broker at age 54 |
| 10 | Make an unexpected connection outside your normal circles. Gain a Contact. |
| 11 | Aging Crisis. Owe 30,000 for medical bills. |
| 11 | Continued as Broker at age 58 |
| 11 | Risk your fortune on a possibility lucrative deal and win. |
| 12 | Aging Crisis. Owe 30,000 for medical bills. |
| 12 | Continued as Broker at age 62 |
| 12 | Embroiled in legal trouble. |
| 12 | Forced to muster out. |
| 13 | Aging Crisis. Owe 10,000 for medical bills. |
| 13 | Retired at age 66 |
| 13 | A romantic relationship deepens, possibly leading to marriage. Gain an Ally. |
| 14 | Aging Crisis. Owe 20,000 for medical bills. |