You are a caporegime for a mafia-esque organisation, in which you control a territory and/or a team of people. You are well versed in the going ons and criminal activity of your jurisdiction, collecting from the citizens in return for protection. You may or may not oversee drug deals and permit illicit activities. 

Those sworn under you as your team have full trust for each other and you would trust the members of your squad with your life. You are respected by your team, and are able to command an intimidating aura to keep anyone questioning your authority in line. 

Work with your DM to determine the specifics of the organisation that your capo comes from, as well as any significant members of their team, and details about the territory they look after. 

Skill Proficiencies: Persuasion, Intimidation

Tool Proficiencies: One type of gaming set, one set of tools. 

Languages: Two languages of choice. 

Equipment: A dagger, a set of dark well-tailored clothes, a signet ring, and a purse containing 100 gp

Suggested Characteristics

Mobsters might seem like villains on the surface, and many of them are villainous to the core. But some have an abundance of endearing, if not redeeming, characteristics. There might be honour among thieves, but mobster rarely show any respect for law or authority that is not their own. 

As a figure of authority in your organisation, it is your duty to look out for the people and your team, who is more like a family than anything else. And although you care about them, you cannot afford to be soft, and must still carry out other, possibly unpleasant, duties.  

 

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'm confident in my own abilities and do what I can to instill confidence in others.
7	When I set my mind to something, I follow through no matter what gets in my way.
8	My favor, once lost, is lost forever.

d6	Ideal
1	Aspiration. I'm determined to make something of myself. (Any)
2	Charity. I distribute money I acquire to the people who really need it. (Good)
3	Responsibility. It is my duty to respect the authority of those above me, just as those below me must respect mine. (Lawful)
4	Greed. I will do whatever it takes to become wealthy. (Evil)
5	People. I’m loyal to my team, not to any ideals, and everyone else can take a trip down the Styx for all I care. (Neutral)
6	Power. If I can attain more power, no one will tell me what to do. (Evil)

d6	Bond
1	Nothing is more important that the other members of my team.
2	My ill-gotten gains go to support my team.
3	Something important was taken from me, and I aim to steal it back.
4	I was cheated of my fair share of the profits, and I want to get my due.
5	I fleeced the wrong person and must work to ensure that this individual never crosses paths with me or those I care about.
6	Someone I loved died because of a mistake I made. That will never happen again.

d6	Flaw
1	I follow orders, even if I think they're wrong.
2	I have a weakness for the vices of the city, especially hard drink.
3	I have trouble trusting in my allies.
4	I have a “tell” that reveals when I’m lying.
5	I secretly believe that everyone is beneath me.
6	An innocent person is in prison for a crime that I committed. I’m okay with that.