| 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 | You spend months in the dangerous criminal underworld. |
| 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 | Refuse to backstab a fellow rogue for personal gain. Gain an Ally |
| 5 | Promoted to rank 5 |
| 5 | Is now a Leader |
| 6 | Continued as Pirate at age 38 |
| 6 | Crime pays off. Gain victim as Enemy. |
| 6 | Promoted to rank 6 |
| 6 | Is now a Captain |
| 7 | Continued as Pirate at age 42 |
| 7 | Arrested |
| 8 | Became a Thug at age 46 |
| 8 | Offended a prison gang you tried to join. Gain an Enemy. |
| 9 | Switched to Inmate at age 50 |
| 9 | Hire a new lawyer. |
| 10 | Switched to Fixer at age 54 |
| 10 | Persecuted by a prison gang. |
| 11 | Aging Crisis. Owe 40,000 for medical bills. |
| 11 | Returned to Thug at age 58 |
| 11 | Beaten by a prison gang. |
| 11 | Scarred. Fully recovered. Owe 10,000 for medical bills. |
| 12 | Aging Crisis. Owe 60,000 for medical bills. |
| 12 | Returned to Fixer at age 62 |
| 12 | Attacked by another prisoner. |
| 12 | Lost eye or limb. Fully recovered. Owe 10,000 for medical bills. |
| 12 | Promoted to rank 1 |
| 13 | Aging Crisis. Owe 40,000 for medical bills. |