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Tricksy, Tricksy

 
Skill Proficiencies: Acrobatics, Sleight of Hand
Tool Proficiencies: Disguise kit, Thieves tools
Equipment: A set of fine clothes, a disguise kit, and a pouch containing 15 gp
 
Feature: Abandonment

Minimum Initiative roll is 10.
Cannot be Surprised.
Hidden Targets do not get Advantage on you.

 
Suggested Characteristics
d7 Personality Trait
1 I have a joke for every occasion, especially occasions where humor is inappropriate.
2 Flattery is my preferred trick for getting what I want.
3 I’m a born gambler who can’t resist taking a risk for a potential payoff.
4 I lie about almost everything, even when there’s no good reason to.
5 Sarcasm and insults are my weapons of choice.
6 I keep multiple holy symbols on me and invoke whatever deity might come in useful at any given moment.
7 I pocket anything I see that might have some value.
d6 Ideal
1 Independence. I am a free spirit—no one tells me what to do. (Chaotic)
2 Fairness. I never target people who can’t afford to lose a few coins. (Lawful)
3 Charity. I distribute the money I acquire to the people who really need it. (Good)
4 Creativity. I never run the same con twice. (Chaotic)
5 Friendship. Material goods come and go. Bonds of friendship last forever. (Good)
6 Aspiration. I’m determined to make something of myself. (Any)
d6 Bond
1 I fleeced the wrong person and must work to ensure that this individual never crosses paths with me or those I care about.
2 I owe everything to my mentor—a horrible person who’s probably rotting in jail somewhere.
3 Somewhere out there, I have a child who doesn’t know me. I’m making the world better for him or her.
4 I come from a noble family, and one day I’ll reclaim my lands and title from those who stole them from me.
5 A powerful person killed someone I love. Some day soon, I’ll have my revenge.
6 I swindled and ruined a person who didn’t deserve it. I seek to atone for my misdeeds but might never be able to forgive myself.
d6 Flaw
1 I can’t resist a pretty face.
2 I’m always in debt. I spend my ill-gotten gains on decadent luxuries faster than I bring them in...
3 I’m convinced that no one could ever fool me the way I fool others.
4 I’m too greedy for my own good. I can’t resist taking a risk if there’s money involved.
5 I can’t resist swindling people who are more powerful than me.
6 I hate to admit it and will hate myself for it, but I’ll run and preserve my own hide if the going gets tough.
 
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