Captain Cutthroat

Legendary Resistance: You can choose to succeed on a failed save. You can use this trait 3 times per day

All for one: As long as one of Captain Cutthroat's allies is alive Captain Cutthroat cannot drop below 1 hitpoint

One for One:  When Captain Cutthroat has no more allies left he heals 4d10 hitpoints and gains advantage on all of his attacks

Multiattack: Captain cutthroat makes 3 attacks as listed below

Cut the Throat: Make a melee weapon attack against an enemy while aiming for the throat. You have a hit bonus of +9 and on a hit deal 25 (2d20+5) slashing damage. This attack will count as a critical strike on both a 20 and a 19 on the d20

Ol' Merry: Shoot Ol' Merry the pistol at an enemy. You have a range of 60 feet and a hit bonus of +8. On a hit deal 18 (2d10+8) piercing damage. The target's movement speed is reduced to 0.

LET LOOSE THE BARRELS! (Recharge 5-6): Let a bunch of barrels of runepowder fall on your enemies. Choose an area of a sphere of 20 feet within 60 feet of the captain and let the barrels fall there. Every creature within this area must make a dexterity saving throw (DC 18). On a failure the target takes 20 (4d10) Force damage and 20 (4d10) Fire damage and is prone. On a succesful save the target does not fall prone and takes half damage.

Dirty tactics: Captain Cutthroat points at one enemy and marks them. All allies have advantage on saving throws against that enemy until the captain marks another enemy

Countercharm: When Captain Cutthroat or someone within 30 feet of him is charmed Captain Cutthroat will make a persuasion check contesting the DC of the charm. If the check is higher the person attempting the charm is charmed by Captain Cutthroat instead.

Captain Cutthroat has 3 legendary actions that he can use at the end of another creature's turn. Captain Cutthroat regains all of his legendary actions on the start of his turn.

Quickslash (Costs 1 legendary action): Captain Cutthroat makes 2 Cut the Throat attacks against an enemy creature within range

Defty footwork (Costs 1 legendary action): Captain Cutthroat moves up to his movement speed without provoking opportunity attacks

TAKE AIM! (Costs 2 legendary actions): Choose one enemy within 60 feet of you. Every allied creature makes on ranged attack against this creature