Spy

Infiltration, disguise, and lying through their teeth: these are the principal skills of a spy. A talented spy rarely ever needs to draw a dagger to silence someone, for their honeyed words and agreeable disposition are all that is needed to draw out someone’s secrets. Of course, when they do strike, it is decisively and without warning. Such skills are invaluable for governments and organizations of all varieties, for stealing confidential information, sabotage, monitoring persons of interest, and everything in between.

Level 3: Bravado

Your knowing smile and infectious confidence inspires trust in most people you meet, even when you’re not telling the truth. You gain proficiency in the Deception skill, your proficiency bonus is doubled for any ability check you make that uses this skill.

Level 3: Trinkets

You have a collection of trinkets that aid your espionage. You can use the following trinkets:

Glass Dust. As a bonus action, you can throw this dust in the air, becoming invisible until the start of your next turn. This effect ends early if you take any damage.

Martini Glass.

Level 6: Cloak and Dagger

You always endeavor to kill your target in one strike. When you make an attack roll against a creature that is surprised or hasn’t taken a turn in combat yet, you can treat your weapon’s damage dice as having rolled their maximum value.

Level 10: Shaken not Stirred

Your roguish smile grants you incredible leeway. Whenever you fail a Charisma (Deception) or Charisma (Persuasion) check, you can reroll the check, and you must use the new roll. Once you use this feature, you can’t use it again until you finish a long rest.

Level 14: Body Double

You can rapidly exchange identities with a corpse. When you reduce a Humanoid to 0 hit points, you can use your reaction to assume the creature’s appearance, as per the disguise self spell. When you do so, the creature’s body, as well as its blood, clothing, and other physical evidence of its death, magically become invisible for 8 hours. You can also use this ability as an action to touch the corpse of a Humanoid that has been dead no longer than 24 hours, assuming its appearance and causing it to become invisible, as above.

Once you use this feature, you can’t use it again until you finish a long rest.