Death's Shadow

Trained from a very young age in the use of poisons, lock picking, and assassinations. The Shadows are remorseless killers who work for nobles, guildmasters, and anyone else who can afford them.

Infiltration Expertise

Starting at 9th level, you can unfailingly create false identities for yourself. You must spend seven days and 25 gp to establish the history, profession, and affiliations for an identity. You can't establish an identity that belongs to someone else. For example, you might acquire appropriate clothing, letters of introduction, and official- looking certification to establish yourself as a member of a trading house from a remote city so you can insinuate yourself into the company of other wealthy merchants.

Thereafter, if you adopt the new identity as a disguise, other creatures believe you to be that person until given an obvious reason not to.

Impostor

At 13th level, you gain the ability to unerringly mimic another person's speech, writing, and behavior. You must spend at least three hours studying these three components of the person's behavior, listening to speech, examining handwriting, and observing mannerisms.

Your ruse is indiscernible to the casual observer. If a wary creature suspects something is amiss, you have advantage on any Charisma (Deception) check you make to avoid detection.

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.

Shadowwefoot

Your link with the shadows is so strong that you can step into the shadows and disappear before you move or attack. 

Detect Life

Detect Life allows the user to distinguish between friendly and hostile characters through the color of the mist it uses to show their presence—hostile characters are red, and friendly characters are light blue.

• Note that the blue mist surrounding what appears to be a friendly character or creature may become red mist as you or the party approache and the being becomes hostile on sight.