Inquisitive Rogue

Armor Class 15

Hit Points 88 (16d8 + 15)

Speed 30 ft., fly 30 ft.

Initiative +3

Saving Throws Dex +6, Int +3

Skills Deception +8, Insight +7, Investigation +6, Perception +7, Sleight of hand +6, Stealth +6

Damage Resistances fire

Senses darkvision 60 ft., passive Perception 17

Languages Common, Infernal

Challenge 5 (450 XP)

Multiattack. The rogue makes three attacks with its shortsword or two with its longbow.

Longbow. Ranged Weapon Attack: +6 to hit, range 150/600 ft., one target. Hit: 7 (1d8 + 3) piercing damage.

Shortsword. Melee Weapon Attack: +6 to hit, reach 5 ft., one target. Hit: 6 (1d6 + 3) slashing damage.

Insightful Fighting. The rogue can decipher an opponent’s tactics and develop a counter to them. The rogue makes a Wisdom (Insight) check against a creature it can see that isn’t incapacitated, opposed by the target’s Charisma (Deception) check. If this succeeds, the rogue can use Sneak Attack against that creature even if it doesn't have advantage against it or if no enemy of the target is within 5 feet of it. The rogue can use Sneak Attack in this way even if it has disadvantage against the target. This benefit lasts for 1 minute.

Uncanny Dodge. The rogue halves the damage that it takes from an attack that hits it. The rogue must be able to see the attacker.