Blackmailer

Sneak Attack (1/Turn). The blackmailer deals an extra 7 (2d6) damage when it hits a target with a weapon attack and has advantage on the attack roll, or when the target is within 5 feet of an ally of the blackmailer that isn't incapacitated and the blackmailer doesn't have disadvantage on the attack roll.

Shortsword. Melee Weapon Attack: +3 to hit, reach 5 ft., one target. Hit: 5 (1d6 + 2) piercing damage.

Hand Crossbow. Ranged Weapon Attack: +5 to hit, range 30/120 ft., one target. Hit: 5 (1d6 + 2) piercing damage.

Analyze Behavior: The Blackmailer can get advantage on their next attack against a Humanoid by succeeding on a Insight check against their Dexterity.