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Convict

You have done time. Quite a lot of time, in fact; enough to fully acclimate to the life of a prisoner, whether you deserv ed it or not. Your time incarcerated has shaped you as an individual and it is highly unlikely that you bear much resemblance to the person you were before you went inside.

What was your supposed crime? Were you innocent, guilty, or something in between? Has your time in custody made you vengeful? Cynical? Traumatized? Merciful? Determined to make the most or your freedom? How do you feel about the prospect of going back inside? How do you view your current freedom? Were you released, or did you escape?


Ability Score Increases: +1 to Constitution and one other ability score.

Skill Proficiencies: Insight and either Athletics, Intimidation, or Sleight of Hand.

Languages: One of your choice

Suggested Equipment (Cost 6 gold):Traveler’s clothes, crowbar, dagger.

Feature: Prison Lessons. Incarceration affects different people differently. Choose one of the following options.

Hardened Reputation. You gain an expertise die on Intimidation checks against other former prisoners, criminals, and others who know how tough those who have served time can be.

Cell-Dwelling Scholar. You spent your time locked up reading anything you could get your hands on, but had a particular interest that you studied over all others. You gain a skill specialty of your choice from either Arcana, Culture, Engineering, History, Nature, or Religion.

Adventures and Advancement. You may occasionally meet someone you knew from your time as a prisoner or one of the parties who put you there. They will be interested to see how you are using your freedom. Depending on how you play your cards, you may acquire the services of up to 8 bandits who may form the start of a new gang or an organization devoted to something less nefarious, depending on the example you set.

Connection and Memento. Roll 1d10, choose, or make up your own.


Convict Connections

  1. Your old cellmate, who insisted they were innocent.
  2. The cruel guard who made your time incarcerated even more miserable.
  3. The leader of the prison gang you joined or avoided joining at all costs.
  4. The attorney who swore they’d get you released.
  5. The (perhaps former) friend that you took the fall for.
  6. The greedy guard who smuggled contraband for you.
  7. The prison “fixer” who knew how to get whatever illicit goods you wanted.
  8. The only other member of your escape team who made it out.
  9. The watchman who busted you.
  10. The one person who always visited you.

Convict Mementos

  1. Your old shackles.
  2. A prison shiv you managed to keep hidden and took with you when you left.
  3. A copy of your sentence.
  4. A set of parole papers.
  5. A copy of the decree that freed you.
  6. The remnants of your old prison uniform.
  7. A piece of jewelry, returned to you on release.
  8. A letter from a mysterious party promising freedom in exchange for a small favor.
  9. A hand-drawn map to riches given to you by your dying cellmate.
  10. The tattoo or brand you were marked with.