Syndicate

Syndicate characters are archetects of organized crime in all its many factions. They have limited casting abilities and some natural ability to orchestrate things to go their way. Built for roll play heavy campaigns, they can often get things done when no one else can. As a control type rogue, syndicate characters start off as runners for the powers that be and can end their term as the true power running multiple worlds. 

Although they tend to be "Lawful" based, that does not mean that the law that they are following is the same one as everyone else. They are often given a strict code to follow by their own organization so as not to expose their higher ups. Betrayal of the Syndicate organization is unheard of and bound to be fatal. However, membership has its privilages. Criminal, Charlitan and Urchin are natural fits for backgrounds, but because of the corruptable nature of mankind just about any background could be a perfect fit for a syndicate agent. They don't mind anyone else being powerful ...they just want their rightful cut. 

The syndicate characters ability to reason and utilize what he knows is the key to prosperity and a long life. They often use their intellect to augment their rogue abilities. They can gain intelligence, access and limited immunity if they play their cards right. They have spell casting ability as a 1/3 level caster, thus they use the same chart as Arcane Tricksters (PHB 98) to determin spell slots. Their spells are that of wizards. 

Brilliantly Scheming

At 3rd level you gain the investigation skill if you do not already have it. You can use the investigation skill in place of pursuasion and/or intimidation provided that you share a common tongue. If you talk with the person for at least 1 minute the roll can be made with advantage. 

I know a guy

Usable a number of times equal to you intelligence monifier (minimum of 1) between long rests. You can call in favors and gain influence through the syndicate contacts. You have enough of a reputation within the syndicate that you can ask for information to be sought, or an audience with someone well above your station. You are treated with respect from those below your level in the syndicate and seen as a promising member by those above you. Minor non-magic items can be procured at a cost on 0 gold, including meals and lodging as needed. If this influence is missused or would bring a bad reputation to the organization you may be warned by the a not so subtle sugestion to correct your behavior. 

You will always be welcomed as a honored guest in the local guilds or establishments, based on the reputation of your organization. 

Payroll

You get a monthly salary of 10 GP per level. This position of recognition also comes with a small property to use as you need. 1 GP per level is dispursed in your name to various charities and organizations each month to ensure that your reputation grows as a great person. Children in the street recognize you as a great man and bards sing your praises in the local bars. 

Your face is so well known that when in town that all people who see you within 60' must roll an investigation check (DC = Your level in rogue) or automatically treat you with either great respect or fear of your presense. (Your choice) This does not force them to retreat or be charmed but is added purly as flavor for the playability of the character. 

Regional Boss

Your region could be as small as all of the gambling halls in the southern half of the city or as large as all operations within the kingdom of Kyrin. With a glance and a nod you could wipe out street gangs or assassinate people who are learning too much. Anything that you still have to purchase is done at an incredible discount. You can have information researched and information gathered. All of your adventuring gear is upgraded to masterwork and able to be enchanted as per the DM's discretion. If you do not already have one, your character gains a title of nobility, lands and status. 

You are so beloved by the general populace that if you murdered someone in the middle of town square it would be assumed by most that the person provoked you and deserved to die. Street vendors sell stuffed toys in your likeness to parents and children. You are trusted enough that if corruption was ever found in the city, you are the person that they would turn to as someone who could help. Radiating from bars and street performers you can often catch a bit of catchy songs or performances depicting your great deeds and saintly nature.