Assassin

You have chosen to specialize in the grim art of death. As an Assassin, you make use of stealth, poisons, and disguises to attack your foe when they least expect it. Those who walk this path find work as killers, spies, and bounty hunters.  

Assassinate

3rd-level Rogue (Assassin) Feature   As an assassin you are at your deadliest when your foes don't see you coming. You gain the following benefits:   When you roll for initiative you can expend an Exploit Die, roll it, and add the result to your initiative roll. You have advantage on weapon attack rolls against any creature that has not yet acted in combat. Whenever you hit a creature that is incapacitated or surprised with a weapon attack that adds your Sneak Attack bonus, it is an automatic critical hit.

Assassin Exploits

3rd-level Rogue (Assassin) Feature   You learn certain Exploits at the Rogue levels noted in the table below. They don't count against your total number of Exploits Known and can't be switched upon gaining a level.
Rogue LevelExploit
3rdprecision strike, subtle con
5thcraft minor poison, crippling strike
9thcraft greater poison

Infiltrator

3rd-level Rogue (Assassin) Feature   You are adept at blending into places you don't belong. You gain proficiency with the disguise kit and the poisoner's kit.   Over the course of 10 minutes, you can use your disguise kit to craft a disguise that resembles a dead or unconscious humanoid as long as you have its body. A suspicious creature can make an Intelligence (Investigation) check against your Exploit save DC to attempt to see through your disguise.   Finally, you can unerringly mimic any humanoid's speech, so long as you spend at least 10 minutes observing them.  

Deadly Blade

7th-level Rogue (Assassin) Feature   You are exceptionally skilled at taking lives when conditions are right. When you score a critical hit and roll a 1 on any of your damage dice for that attack, you can re-roll those dice.   Moreover, when you hit a creature with an attack that adds your Sneak Attack bonus, you can use your Cunning Strike feature to reduce the bonus by 1d6 and force it to make a Constitution saving throw against your Exploit save DC. On a failed save, it is poisoned until the start of your next turn.  

Impostor

13th-level Rogue (Assassin) Feature   The skill with which you adopt other creatures' identities is nearly supernatural. You learn to speak, read, and write three additional languages of your choice, and whenever you make a Charisma (Deception) check to maintain your disguise you gain a bonus to your roll equal to one roll of your Exploit Die.   In addition, creatures have disadvantage on Intelligence (Investigation) checks to see through any disguise you make.  

Master Poisoner

13th-level Rogue (Assassin) Feature   Your skill with poisons exceeds that of all others who study the toxic arts. You can use any Devious Exploit you know that allows you to craft a poison (such as craft minor poison), and apply that poison to a weapon, as a bonus action.   You also learn craft advanced poison, but it does not count against your total number of Exploits Known.  

Death Strike

17th-level Rogue (Assassin) Feature   You have become a master of instant death. Whenever you add your Sneak Attack bonus to a weapon attack, you can choose for that attack to become an automatic critical hit.   Once you use this feature you must finish a short or long rest before you can use it again.

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