You've never had a job.

Skill Proficiencies: Deception, Persuasion

Tool Proficiencies: Two types of gaming set

Equipment: A set of  common clothes, and a pouch containing 15 gp

Suggested Characteristics

Unemployed people might seem like vagrants on the surface, and many of them are vagrants to the core. But some have an abundance of endearing, if not redeeming, 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.