Street Urchin Assassin

Your origins lie in the unforgiving life of the streets, where survival meant becoming adept in the lethal arts. Street Urchin Assassins are not just mere survivors; they are cunning, resourceful, and deadly, having honed their skills amidst the chaos of urban underbellies. They range from silent shadow-dwellers, avengers of the downtrodden, to feared enforcers in the criminal underworld. Your expertise lies in turning the mundane into the deadly, using everyday items as tools of assassination, blending into crowds, and exploiting the urban environment to your advantage. Your past may have been filled with hardship and peril, but it has forged you into a formidable killer who needs little more than wits and will to eliminate targets with ruthless efficiency.

Street Rat

Living on the streets has increased your sense of surroundings. Through your understanding of fights you are on edge leading into encounters.

• Increase your Initiative by 2.
• Increase your Passive Perception by 2, to a maximum of 20.
• Increase your Speed by 5 feet.

Assassinate

Starting at 3rd level, you are at your deadliest when you get the drop on your enemies. You have advantage on attack rolls against any creature that hasn’t taken a turn in the combat yet. In addition, any hit you score against a creature that is surprised is a critical hit.

City Dweller

Spending so much time in villages, towns, and cities observing and exploring everyday life has given you the following benefits:

• You gain advantage on Wisdom (Perception) and Intelligence (Investigation) checks made to find shops, people, and political powerhouses.
• By picking up the people’s subtle talk of rumors, guilds, and unusual places, if you’ve been in a town for more than 1 hour you can identify the bad sections of town, the prevalent guilds and guild rivalries, and messenger services if any.
• You also have a passive perception of +4 to notice pickpockets, secret passages, secret hand-offs, and dirty dealings.

Downtown Savant

At 13th level, your knack for avoiding, escaping, and fleeing your adversaries comes to fruition. You gain the following benefits when in humanoid settlements, such as cities, towns, or villages:

• You are unaffected by difficult terrain.
• Opportunity attacks made against you have disadvantage.
• You have advantage on initiative rolls.

Death Strike

Starting at 17th level, you become a master of instant death. When you attack and hit a creature that is surprised, it must make a Constitution saving throw (DC 8 + your Dexterity modifier + your proficiency bonus). On a failed save, double the damage of your attack against the creature.