Outlaw

You spent your days roaming with a gang of outlaws, carving out a living through schemes like smuggling, robbery, or worse. Maybe you rode with bandits in the hills, ran jobs for a black-market syndicate, or lived as a loner, slipping through the cracks of society. You’ve made big scores and big enemies. The road is your home now, each new town a fresh opportunity or a trap waiting to spring. Whether you're chasing your next payout or just trying to stay one step ahead of the law, you've learned to rely on your wits, your weapons, and your ability to disappear when things go south.

Ability Scores: Dexterity, Constitution, Charisma

Feat: Sharpshooter or Durable

Skill Proficiencies: Intimidation, Survival

Tool Proficiencies: Thieves' Tools or Playing Card Set

Equipment: Choose A or B: (A) Thieves' Tools, Bedroll, Tent, Traveler's Clothes, 1 Dagger, a Trinket or Souvenir from your First Big Job 24 GP (B) 50 GP

Suggested Characteristics

Personality Traits (d8)

1. I keep my back to the wall and my eyes on every exit.

2. I crack jokes, even when the gallows are being built.

3. I don’t talk about my past—ever.

4. I’m always sizing people up, calculating risk and reward.

5. I live by a personal code, even if it’s not the law’s.

6. I trust no one until they’ve proven themselves.

7. I speak in riddles and half-truths.

8. I feel more at home in the wild or in the shadows than in any town.

 

Ideals (d6)

1. Freedom. No one tells me where to go or what to do. (Chaotic)

2. Redemption. I’ve done bad things—I want to make up for them. (Good)

3. Power. I’ve lived at the bottom. Never again. (Evil)

4. Loyalty. I look out for my crew. No one else. (Neutral)

5. Rebellion. The law protects the powerful. I fight for the rest. (Chaotic)

6. Survival. Do what you must. Live to fight another day. (Neutral)

 

Bonds (d6)

1. I owe someone my life, and I intend to pay it back.

2. A loved one was taken from me by the law—I won’t rest until justice is served.

3. I have a bounty on my head that keeps growing.

4. I protect a secret that could destroy me—or save someone else.

5. I once led a crew. Someday, I’ll bring them back together.

6. There's a town or gang I swore to never return to.

 

Flaws (d6)

1. I can’t resist a risky bet or shady deal.

2. I will lead a crew into a risky job as long as it pays well.

3. I don’t believe in forgiveness—only payback.

4. I lie more easily than I breathe.

5. I’m addicted to danger.

6. I’d betray a friend to save my own skin.

d8	Personality Trait
1	I keep my back to the wall and my eyes on every exit.
2	I crack jokes, even when the gallows are being built.
3	I don’t talk about my past — ever.
4	I’m always sizing people up, calculating risk and reward.
5	I live by a personal code, even if it’s not the law’s.
6	I trust no one until they’ve proven themselves.
7	I speak in riddles and half-truths.
8	I feel more at home in the wild or in the shadows than in any town.

d6	Ideal
1	Freedom. No one tells me where to go or what to do. (Chaotic)
2	Redemption. I’ve done bad things — I want to make up for them. (Good)
3	Power. I’ve lived at the bottom. Never again. (Evil)
4	Loyalty. I look out for my crew. No one else. (Neutral)
5	Rebellion. The law protects the powerful. I fight for the rest. (Chaotic)
6	Survival. Do what you must. Live to fight another day. (Neutral)

d6	Bond
1	I owe someone my life, and I intend to pay it back.
2	A loved one was taken from me by the law — I won’t rest until justice is served.
3	I have a bounty on my head that keeps growing.
4	I protect a secret that could destroy me — or save someone else.
5	I once led a crew. Someday, I’ll bring them back together.
6	There's a town or gang I swore to never return to.

d6	Flaw
1	I can’t resist a risky bet or shady deal.
2	I will lead a crew into a risky job as long as it pays well.
3	I don’t believe in forgiveness — only payback.
4	I lie more easily than I breathe.
5	I’m addicted to danger.
6	I’d betray a friend to save my own skin.