Dread Pirate

You can make a Dread Pirate quickly by following these suggestions. First, dexterity should be your highest ability score, followed by charisma. Second, choose the sailor background. Third, choose a rapier, leather armor, burglar's pack, a light crossbow with 20 bolts, and tinker's tools.

 

Cutthroat's Presence

As a bonus action you may force all enemies within 15 feet to make a Wisdom saving throw. On a failure, the target is Frightened until the end of your next turn. If any enemy is within 5 feet of you when they become Frightened, they provoke an attack of opportunity and remain Frightened.

Once you use this feature, you must finish a Long Rest before you can use it again.

You also gain advantage on Intimidation checks against enemies with less than half health. 

Fearsome Reputation

You can attempt to intimidate your allies into making an attack on an enemy that has inflicted Fear or Charm on them without disadvantage. This can be done a number of times equal to your Charisma modifier, and all uses are regained after a Long Rest.

Undying Wrath

If you are reduced to 0 hit points, you instantly regain consciousness with 1 hit point and can make one attack to an enemy within range.

On a successful attack, you regain half of the damage in hit points. In a critical hit, you regain all damage.

You automatically use this ability when you drop to 0 and can only do this once per day.

Devil of the Seas

You may use your whole turn to channel your terrifying aura. All creatures within 60 feet of you that can see or hear you must make a Charisma save. A failed save causes creatures to become Paralyzed with fear and requires a Constitution save each turn to break free. If they are unable to break free after one minute, they lose half HP and fall unconscious.