Captain Tamar the Smuggler Lord

Multi Attack. Captain Tamar makes two melee attacks or one melee and one ranged attack 

Tamar's Cutlass. Melee Weapon Attack:  +9 to hit, reach 5ft., 1 target. Hit: 12 (2d8+3) damage.  Once per turn can do an extra 7 (2d6) and DC 15 constitution save or be poisioned giving disadvantage on attack rolls and saving throws

Tamar's Pistol. Ranged Weapon Attack:  +9 , range 40/120ft., 1 target. Hit:  15 (2d8+4)  piercing damage. +7 (2d6) force damage once per turn. DC 15 Strength check or be pushed back 5 feet.  4 shots before reload. Action to reload

At half Health or lower: 

Explosive Grenade. Ranged Weapon Attack:  +9 to hit, range 30 ft., burst radius 10 ft., one target. Hit: 20  (3d10+4) Fire damage. Each creature within 10 ft. of the target must make a DC 15 Dexterity saving throw, taking 10  (3d6) fire damage on a failed save or half as much on a successful one. Captain Tamar can use this action once per day.

At below half health or when his two compatriots are dead he can call 1d4 bandits to help him. 

Parry. Captain Tamar adds 3 to his AC against one melee attack that would hit him. To do so, Captain Tamar must see the attacker and be wielding a melee weapon.

Sentinel.

• When you hit a creature with an opportunity attack, the creature's speed becomes 0 for the rest of the turn.

• Creatures provoke opportunity attacks from you even if they take the Disengage action before leaving your reach.

• When a creature makes an attack against a target other than you (and that target doesn't have this feat), you can use your reaction to make a melee weapon attack against the attacking creature.

Legendary Resistance (3/Day). If Captain Tamar fails a saving throw, he can choose to succeed instead.

Legendary Actions Captain Tamar can take 3 legendary actions, choosing from the options below. Only one legendary action option can be used at a time and only at the end of another creature's turn. Captain Tamar regains spent legendary actions at the start of his turn.

• Reload Pistol. Captain Tamar reloads his pistol, which can be fired as part of this action.
• Fire  Pistol. Captain Tamar fires his pistol 
• Sweeping Cut. Captain Tamar makes a melee attack with his cutlass against a every creature within 5ft to the front or side of him
• Disengage. Captain Tamar takes the Disengage action.

Below half health: (takes 2 legendary actions)

• Grenade Toss.  Ranged Weapon Attack:  +9 to hit, range 30 ft., burst radius 10 ft., one target. Hit: 20  (3d10+4) Fire damage. Each creature within 10 ft. of the target must make a DC 15 Dexterity saving throw, taking 10  (3d6) fire damage on a failed save or half as much on a successful one.