Base Class: Rogue
A Gun for Hire, also known as Hitman specializes in Contract killing which is a form of murder or assassination in which one party hires another party to kill a targeted person or people. It involves an illegal agreement which includes some form of compensation, monetary or otherwise. Either party may be a person, group, or organization.
Level 3: Bounty Hunter
You’re a master at finishing the job given to you. Once you have your Target located you dont waste any time striking them down.
Strike First. When you roll Initiative, you can add your Wisdom modifier to the roll.
Bounty Target. At the start of combat (no action required) you can designate a hostile creature you can see as your bounty target. Until the end of this combat your ranged weapon attacks deal an extra 1d8 damage of the weapon's type. When you reduce your Bounty Target's HP to 0 you gain Heroic Inspiration.
Level 3: Hitman's Equipment
You gain proficiency with Firearms and improvised weapons, and both weapon types trigger your Sneak Attack feature regardless of their size or weight.
Level 9: Underground Network
You have made a name for yourself in the Underground, gaining access to all its informations and tricks. You gain the following techniques:
Information Expert. You find it particularly easy to gain informations about your targets. You gain Advantage in Investigation and Perception checks made to gain Informations about a person or specific creature.
Underground Killer. When you use your Steady Aim feature you gain a +5 bonus to hit with your next ranged weapon attack. You can use this feature a number of times equal to your Wisdom modifier (minimum of once), and you regain all expended uses when you finish a Long Rest.
Level 13: Silent Shot
You gain a additional Cunning Strike feature:
Silent Shot (Cost: 2d6). When you make a ranged weapon attack while you are invisible you can make a Stealth check against your targets Perception check which counts as the DC for your check. On a success the attack does not reveal your location and you stay invisible. On a failure the target of your attack knows your location and you are no longer invisible.
Level 17: Excommunicado
You have become the most fatal hitman possible. The first time during combat when you hit the target of you Bounty Hunter feature with a weapon attack the attack automatically becomes a critical hit.