
You are an experienced criminal with a history of breaking the law. You have spent a lot of time among other criminals and still have contacts within the criminal underworld. You’re far closer than most people to the world of murder, theft, and violence that pervades the underbelly of civilization, and you have survived up to this point by flouting the rules and regulations of society.
None of the other spies of the Last War had a task half as difficult as yours, for you were a true infiltrator. You spent years, perhaps even decades, living in an enemy nation, guild, mercenary company, or dragonmarked house. You masqueraded as one of its citizens, worked your way into a position of knowledge or influence, all the while secretly reporting back to your true masters. It was a life fraught with danger and temptation, and it has marked you in ways you have yet to discover.
Your endeavors served a dual purpose. You constantly strove to prove yourself loyal to your “adopted” nation, outwardly seeking to strengthen it, to uncover magic that could help it, to thwart its foes. At the same time, you had to learn enough of its activities, and sabotage enough of its efforts, to ensure that, in the end, your work did more good for your true nation than this one. You might still be doing just that, for although the war has officially ended, espionage is as prevalent as ever. It can become confusing, this constant set of double objectives, all overlaid with the constant risk of being discovered.
- Skill Proficiencies: Deception, Stealth
- Tool Proficiencies: Poisoner's kit
- Equipment: A set of fine clothes, a set of high quality fake identification papers, a costume, a disguise kit, and a belt pouch containing 15 gp
There are many kinds of criminals, and within a thieves’ guild or similar criminal organization, individual members have particular specialties. Even criminals who operate outside of such organizations have strong preferences for certain kinds of crimes over others. Choose the role you played in your criminal life, or roll on the table below.
d8 | Criminal Specialty |
---|---|
1 | Blackmailer |
2 | Burglar |
3 | Enforcer |
4 | Fence |
5 | Highway robber |
6 | Hired killer |
7 | Pickpocket |
8 | Smuggler |
As a foreign infiltrator in order to ultimately be effective you needed to have a handler that can help pass you information and goals. This handler might be associated with the criminal underworld, the rough-and-tumble folk of the streets, or members of high society. This connection comes in the form of a contact in and to a major city or country, a person who provides information about the people and places of the local area. This person has a general knowledge of where you are at, and may meet you in other cities from time to time, you know how to discretely get messages to them.
Suggested Characteristics
Criminals might seem like villains on the surface, and many of them are villainous to the core. But some have an abundance of endearing, if not redeeming, characteristics. There might be honor among thieves, but criminals rarely show any respect for law or authority.
d8 | Personality Trait |
---|---|
1 | I always have a plan for what to do when things go wrong. |
2 | I am always calm, no matter what the situation. I never raise my voice or let my emotions control me. |
3 | The first thing I do in a new place is note the locations of everything valuable—or where such things could be hidden. |
4 | I would rather make a new friend than a new enemy. |
5 | I am incredibly slow to trust. Those who seem the fairest often have the most to hide. |
6 | I don’t pay attention to the risks in a situation. Never tell me the odds. |
7 | The best way to get me to do something is to tell me I can’t do it. |
8 | I blow up at the slightest insult. |
d6 | Ideal |
---|---|
1 | Honor. I don’t steal from others in the trade. (Lawful) |
2 | Freedom. Chains are meant to be broken, as are those who would forge them. (Chaotic) |
3 | Charity. I steal from the wealthy so that I can help people in need. (Good) |
4 | Greed. I will do whatever it takes to become wealthy. (Evil) |
5 | People. I’m loyal to my friends, not to any ideals, and everyone else can take a trip down the Styx for all I care. (Neutral) |
6 | Redemption. There’s a spark of good in everyone. (Good) |
d6 | Bond |
---|---|
1 | I’m trying to pay off an old debt I owe to a generous benefactor. |
2 | My ill-gotten gains go to support my family. |
3 | Something important was taken from me, and I aim to steal it back. |
4 | I will become the greatest thief that ever lived. |
5 | I’m guilty of a terrible crime. I hope I can redeem myself for it. |
6 | Someone I loved died because of I mistake I made. That will never happen again. |
d6 | Flaw |
---|---|
1 | When I see something valuable, I can’t think about anything but how to steal it. |
2 | When faced with a choice between money and my friends, I usually choose the money. |
3 | If there’s a plan, I’ll forget it. If I don’t forget it, I’ll ignore it. |
4 | I have a “tell” that reveals when I’m lying. |
5 | I turn tail and run when things look bad. |
6 | An innocent person is in prison for a crime that I committed. I’m okay with that. |
Although your capabilities are not much different from those of a burglar or smuggler, you learned and practiced them in a very different context: as an espionage agent. You might have been an officially sanctioned agent of the crown, or perhaps you sold the secrets you uncovered to the highest bidder.

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