Infiltrator

You are a criminal who specializes in breaking into and surveying places where you shouldn't be. You have spent years learning the best way to slip in and out of restricted areas. You are well versed in criminal dealings, and have probably illegally broken into quite a few places. You hide slyly away from the eyes of anyone who would seek to reveal your covert operations.

Infiltrators, while their profession isn't necessarily legal, are usually sought after by nobles, usually hired to find dirt on a certain political rival. Other times infiltrators are a key asset for thieves and saboteurs, who often hire infiltrators to case locations and draw plans. Whatever the job you can use your skills to get in and get out like an expert.

Skill Proficiencies: Stealth, plus one from among Acrobatics, Investigation, and Sleight of Hand

Tool Proficiencies: Cartographer’s tools, Thieves’ tools

Equipment: A crowbar, a set of dark common clothes including a hood, and a pouch containing 15 gp

Suggested Characteristics

Infiltrator's occupy a very morally grey area in the criminal underbelly of society. Many are not evil, but rather they work because it is their best way to make money. Or, they simply enjoy doing it. An infiltrator's goals usually don't rest too heavily on anyone else's. Even those who would seek to hire one.

d8	Personality Trait
1	I like to leave a calling card on all of my jobs. It makes me giddy seeing all of the people who can't find me throwing a fit.
2	If I am not being quiet I am being very. Very. Loud. There is seldom an in between.
3	I like to leave some choices up to chance. If I can't decide the world will for me.
4	Nothing is impenetrable, if something claims to be I WILL get infiltrate it just to prove it wrong.
5	I try to avoid confrontation at all costs. Nobody should know I was there to begin with.
6	I spy on people even when I'm not working. The secrets of anyone's life are intriguing to me.
7	I don't always work under the cover of night. Casing an awake house is exciting!
8	Once I know I'm being looked for I find whoever wants to see me first, usually when they're not expecting it.

d6	Ideal
1	Power. The only people who are entitled to anything are the people that can pay for it. (Evil)
2	Confidentiality. Some secrets are too important to be revealed, especially to the wrong people. (Good)
3	Code. I won't overstep the boundaries of whatever I've been hired to do. (Lawful)
4	Boundless. I'll go where I want and nothing can stop me. (Chaotic)
5	Ambiguity. There's no use in thinking of morals, it'll just make things complicated. (Neutral)
6	Conscience. I can't take jobs that would require me to wrong innocent people. (Good)

d6	Bond
1	I have a mentor who I can't stand to disappoint, I must impress them.
2	I took a job that I shouldn't have, I'm still trying to clean up the repercussions.
3	There are certain jobs I won't take because of the principles that were instilled within me at a young age.
4	I left my family. I can never go back now that this is my profession.
5	I had a partner once, but something terrible happened to him, and he got caught. I hope to free him one day.
6	I'm good at what I do because someone who was close to me taught me. They have now become my enemy, and I'll learn even more so that I may stop them.

d6	Flaw
1	I can be stealthy...I cannot be subtle.
2	I put myself in situations that are too dangerous for me just for the thrill of it.
3	Sometime's I contradict the orders given to me by a client for personal gain. This can lead to problems.
4	I can be incredibly vindictive sometimes...it gets ugly.
5	I have a hard time relaxing. I always feel like there's someone out to get me, even if there isn't.
6	I am incredibly slow to trust anyone. This means that there's few people (if any) I'd call my friend.