You've past the majority of your life in contact with urban areas and their underworld. You gain the following benefits:
- You double any proficiency bonus you have in charisma based skills while inside urban areas. You also double your Insight, Investigation and Perception proficiency bonus while interacting with urban citizens and to detect / see the markers of the urban underworld.
- If you aren't proficient in a charisma based skill or with the Insight, Investigation and Perception skills; you can add half your proficiency bonus (rounded down) to those skill rolls while interacting with urban citizens and to detect / see the markers of urban underworld.
- You gain +5 to your passive perception to detect ambushes and also to detect if you are being followed / tailed while within urban areas and gain proficiency in Thieves' Cant.