Assassin/ Spy Image

You are, or were, a professional assassin or hit-man. Your job, possibly even your purpose in life, was to kill people without getting caught. By luck or talent, you must have been fairly successful- a famous assassin is a dead assassin after all. Were you born into the profession, or were you otherwise forced into it, or did you intentionally take up the dagger? Were you a solo act, or did you work for an agency/guild, organized crime group, or private individual? Did you work for money, personal beliefs, to avoid some threat from your employer or your own freedom? Were you brainwashed or tortured to do this type of work? Did you receive professional training as an assassin, or did you learn it by yourself? Did you hang up the hat, or are you still available for hire? Did you enjoy your work? How do you feel about your marks? What do you think of other assassins? Were there any really important people you were tasked to kill or were there any missions that were especially difficult or memorable?

 

 
Skill Proficiencies: Stealth, Deception

 

Tool Proficiencies: Disguise Kit or Poisoner's Kit

 

Languages: common, undercommon, elvish, draconic
Equipment: A set of common clothes, traveler's clothes, and fine clothes, and a dark robe, each having a hidden pouch sewn into it. You also have several sheets of paper, an ink pen, and flacons of black, red, and invisible ink. 30 gp is hidden somewhere on you as well as a coin pouch containing 10 gp.
 
Assasin Specialty
  • Enforcers - specialize in direct melee combat and they can deal/sustain a lot of damage.
  • Shadows - specialize in stealth approach and avoiding direct combat.
  • Specialists - have varied skills that support their teammates on missions.
d8 Assasin Specialty
1 Blackmailer
2 Burglar
3 Enforcer
4 Fence
5 Highway robber
6 Hired killer
7 Pickpocket
8 Smuggler
 
Feature: Guild Membership

Like an artisan, you belong to a guild but instead of merchants you consort with killers. You live a comfortable lifestyle without charge, and your guild will grant you protection from any crimes you are charged with, up to a finable value equal to 10 × your level in gp. To remain part of the guild you must pay them 10 gp every month. In addition, your guild provides for the cost of the maintenance of your weapons and your living costs (food and shelter) while away from the guild. If you are ever convicted of a charge for assassination, roll a d4. On a 1, your guild will sever all ties with you. On a 2-4, your guild will provide you with a cover story (choose from the other backgrounds) as an assassin works best when not known as an assassin. If all of your connections with the guild are severed, you may rejoin at the cost of 20 × your level in gp.

 
Suggested Characteristics
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 a 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.
 
Variant Assassin/ Spy: alternate Alibi

Should you choose the path of a solo assassin, you may choose this alternative feature instead. Instead of belonging to a guild, you have acquired acquaintances that will provide a suitable alibi should you fall under suspicion after you have completed a job. You must pay 100 gp to the person who covers for you to use this feature, or they will turn a blind eye. You may use this feature again after 1d4 weeks of not committing murder. If you want to use this feature again before then, the cost doubles for each consecutive use and you must add an additional 1d2 weeks to your original wait period after each use. At your DM's discretion, excessive use of this feature before the waiting period is over will accrue suspicion of yourself and your acquaintance, and you may be investigated, kept under surveillance, or abandoned by your acquaintance as they break ties with you. also, choose a cover (choose from the other backgrounds) as an assassin works best when not known as an assassin.

 
Assassin/ Spy Image

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