Aa Con-Artist 5E Background

As per this homebrew background you’re an experienced con-man by the history of breaking the law. Al though you have been spent a lot of time among the other ccon-men and even still have contacts all around the world.

However you have conned the people out of their money, even though all the way to the keys to their house. You do know all of the insides and out of most towns and also have been made detailed maps for each every type of criminal. Suppose, if anyone has come to close to finding out about you, then you can create a persona, or head to your next victims in the next town.

Skill Proficiencies: Deception, Stealth, Persuasion

Tool Proficiencies: Disguise kit, thieves’ tools

Languages: Undercommon, Common

Equipment: A Disguise kit, a set of dark common clothes including a hood, [Tooltip Not Found], and a pouch containing 20 gp

Con-man Specialty

There are so many kinds of con-men, and the individual members have also been particular specialties. Most of the con-men have the strongest preferences for certain kinds of cons over others. You can select the role that you played in your con life, or else roll on the table below.

d5Con-man Specialty

Feature: Criminal Contact

You maintain the reliable and trustworthy contact those who acts like your liaison to the network of other criminals.  Of course you know how to get some messages to and also from your contact, even over a great distances; specifically, you do know the local messengers and corrupt caravan masters, and even the seedy sailors who can deliver messages for you.

Suggested Characteristics

Usually, this Con-men might seem like the villains on the surface, but many of them only do it for enough in order to survive. Even many however select to do it for happy living, Usually, they do not have limits or honor. They will do whatever it takes to make money.

Personality Trait

d8Personality Trait
1I always have a plan for what to do when things go wrong.
2I am always calm, no matter what the situation. I never raise my voice or let my emotions control me.
3The first thing I do in a new place is note the locations of everything valuable—or where such things could be hidden.
4I would rather make a new friend than a new enemy.
5I am incredibly slow to trust. Those who seem the fairest often have the most to hide.
6I don’t pay attention to the risks in a situation. Never tell me the odds.
7The best way to get me to do something is to tell me I can’t do it.
8I blow up at the slightest insult.


1Honor. I don’t steal from others in the trade. (Lawful)
2Freedom. Chains are meant to be broken, as are those who would forge them. (Chaotic)
3Charity. I steal from the wealthy so that I can help people in need. (Good)
4Greed. I will do whatever it takes to become wealthy. (Evil)
5People. 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)
6Redemption. There’s a spark of good in everyone. (Good)


1I’m trying to pay off an old debt I owe to a generous benefactor.
2My ill-gotten gains go to support my family.
3Something important was taken from me, and I aim to take it back. (Whatever that may consist of)
4I will become the greatest thief that ever lived.
5I’m guilty of a terrible crime. I hope I can redeem myself for it.
6Someone I loved died because of a mistake I made. That will never happen again.


1When I see something valuable, I can’t think about anything but how to con it off of them.
2When faced with a choice between money and my friends, I usually choose the money.
3If there’s a plan, I’ll forget it. If I don’t forget it, I’ll ignore it.
4I have a “tell” that reveals when I’m lying.
5I turn tail and run when things look bad.
6An innocent person is in prison for a crime that I committed. I’m okay with that.

Leave a Comment