Grifter Background

by DumpStat

Search GM Binder Visit User Profile

Grifter

Your charming smile and self-assurance have allowed you to separate many a victim, known as the mark, from their coin. You are a natural in the art of the con. You learned at an early age that acting with complete confidence and seducing people with the lure of riches is, for you, a much easier and less violent way to steal money.

You started by learning the art of the short con. Using a combination of words and sleight of hand, you found a quick and easy way to get cash in your pocket on a regular basis. It was a grind however, as the small scams you ran never seemed to be enough. Every day was a struggle and you had to hustle every day just to make ends meet.

As you grew older, you discovered and learned the art of the long con. Through careful planning and the manipulation of your victims, you plotted over a series of days, weeks or even months for a much bigger score than when you ran short cons. Targeting nobles and rich merchants, you were to turn the higher risk of the long con into a much larger bounty.

Some grifters work solo, while others work with a crew. No matter what style fits your personality, there has never been a mark you haven’t been able to swindle.


  • Skill Proficiencies: Deception, Insight
  • Tool Proficiencies: Disguise Kit
  • Language: The natural language of the person or creature you are conning.
  • Equipment: Set of fine clothes, disguise kit, forged document of nobility, and a pouch with 20 gp.

Feature: Confident Chameleon

You can assume the appearance and mannerisms of all types of people. You can quickly adjust how you handle yourself given the situation you are in. Your confidence is second to none, and the natural projection of your convictions makes those around you believe you with little doubt or skepticism. You gain advantage on deception checks

Suggested Characteristics

As a master of the long con, you can be flamboyant or reserved depending on what the situation calls for. You are infinitely confident in yourself and the plan you have put in place. You abhor violence and will avoid it whenever you can.

d8 Personality Traits
1 I have infinite patience so that I can complete my goals.
2 I can talk to anyone on any topic.
3 My appearance is just a skin that I can shed at a moment's notice.
4 The devil is in the details.
5 I use humor to defuse tense situations.
6 When danger is close, I will look to save myself as quickly as possible.
7 I am loyal to a fault when it comes to my crew.
8 Gambling is for the amateur, as I never bet unless I am confident in the outcome.
d6 Ideals
1 Avarice. Money makes the world go round and I want as much as I can get. (Evil)
2 Simplicity. Over-thinking the long con will always result in failure. (Neutral)
3 Loyalty. I will never abandon my crew no matter what the circumstances. (Good)
4 Noble. I will never con those you cannot afford it. (Good)
5 Honor. There is a code amongst grifters. (Lawful)
6 Freedom. I value my independence above all else. (Chaotic)
d6 Bonds
1 I am forever searching for the whale of all whales to take down.
2 I lost a member of my old crew and have never forgiven myself.
3 My mentor abandoned me and I am forever searching for them.
4 I conned the wrong person in my youth and are being hunted.
5 I search out other great grifters to learn from their cons.
6 I conned people indiscriminately in my youth and have been making amends ever since.
d6 Flaws
2 My greed knows no bounds.
3 I abhor violence and will fight only if cornered.
4 I get so caught up in the details, I sometimes lose sight of the end goal.
5 I have a tendency to fall for people I am attracted to.
6 I have played so many different people in my life, I have forgotten who I am.
 

This document was lovingly created using GM Binder.


If you would like to support the GM Binder developers, consider joining our Patreon community.