Hitman

The only hitmen that managed to survive till this day, specialize not only in killing, but also in the administration of their business.

KYC Know Your Casualty

Starting at 3rd level, you learn that, to be a good hitman, you require knowing your target.

• You can search using your Cunning Action.
• You can hide in a crowd of people.
• You notice, by the slightest sign, that a person is wary of you.
• You learn to Observe:
  • Using your action, you wait a turn and focus on one target.
  • Your hit is increased by 1d4, against the very same target.
  • You learn if it has any slashing, piercing or bludgeoning immunity.
  • This bonus ends after targeting somebody else.
  • Charges are equal to your proficiency bonus.
  • Resets on short and long rest.
• The Observation die increases at level 5(1d6), 10(1d8) and 15(1d10).

Pick your Poison

Starting at 3th level, you learn how to use new tools, to increase customer satisfaction.

• Small improvised weapons, have the finesse attribute.
• You gain proficiency with poisoner's kit.
• Choose a poison, you are able to make it using 20gp worth of ingredients.
• Making 1 dose of poison, takes 1 hour or a short rest.
• You can carry up to 2 doses of poison in a hidden pocket, the investigation DC is the same as for your poisons.
• DC for the poison is 8 + proficiency bonus + intelligence modifier.

Coldbite

• Contact: On contact, the target creature needs to make a constitution saving throw.
• On fail, it's speed is reduced by 15ft. for 2 turns.
• On success, nothing happens
• The poison  has a maximum duration of 10 minutes.
• Every time the target is exposed to shivering degrees or cold damage, it needs to repeat the saving throw.
• This poison is liquid, but looks like clear glass and tastes like it, too.

Delayed Death

• Ingested: When swallowing the poison, the target creature needs to make a constitution saving throw.
• On fail, after 2 minutes, it takes your sneak attack dice +5 poison damage.
• On success, only half as much damage.
• This poison has no taste or colour, but if it gets in contact with blood, it turns green.

Red Eyes

• Injury: On hit by a coated weapon, the target needs to make a constitution saving throw.
• On fail, it is poisoned for 1d4 rounds and the white of the eye becomes red.
• On success, nothing happens.
• If the saving throw fails by 5 or more, it is blinded as well, and the iris becomes red too.
• The poison stays effective for 10 minutes on the weapon.
• This poison has the same colour as blood, but it tastes spicy.

Sleeping Beauty

• Inhaled: When a creature inhales the dust, it needs to make a constitution saving throw.
• The dust, when blown, will spread in a 15ft. cone.
• On fail, it falls asleep and wakes only up by strong stimuli, such as attacks or getting thrown out of the window.
• On success, it will sleep well at night.
• This poison has no smell, but tastes like grass.

Cutting Edge Technology

Starting at 9th level, to keep up with the competition, your weaponry and technique need to be of the latest version.

• Observe reduces the requirement for critical hits by 1.
• You learn how to analyze a creature's body for weak points to perform a Laceration:
  • Action
  • Target a creature within attack range.
  • Roll your investigation against it's armor class + constitution modifier.
  • On hit, the target is bleeding.
  • Maximum charges are equal to your proficiency bonus.
  • Resets on short and long rest.
• A bleeding target, takes the weapon's dice as damage at the start of their turn.
• Afterwards, they need to make a constitution saving throw.
• The DC is 8 + proficiency bonus+intelligence modifier.
  
  • On fail, they continue bleeding.
  • On success, they stop bleeding.

Dual Marketing Strategy

By 13th level, the best hitmen, don't only advertise themselves to their clients, but also their target customer base.

• To showcase your skills, If your attack's hit is higher than the target's armor class by 5, the target customer base cant react to you.
• To improve reliability, your critical hits and bleeding ignore piercing, slashing and bludgeoning resistance.
• To present more variety, you learn another poison and can store up to 4.
• For greater customer interaction, a bleeding target has disadvantage on other constitution saving throws

Originiality

When you reach 17th level, the last step you need to take, is to become original, something that keeps you apart from others.

• Make a choice, to gain originality.

Analyst

• You know the demand for your service, within a city.
• Observe, doesn't stop, when you change target, but continues until you end the fight.
• You can Observe using your Cunning Action.
• Increase investigation by 2.
• Rolling a 10 with the observation die, is considered a critical hit, but without the crit multiplier.

Anatomist

• Bleeding is able to stack up to 2 times.
• When the target succeeds on it's saving throw, it loses one stack.
• Laceration can target 2 creatures, but it cannot be the same one.
• Creatures that don't have blood, are able to bleed, as long as they don't have slashing, piercing or bludgeoning immunity.
• Critical hits with Laceration apply 2 stacks.
• Looking at the blood of a creature, you can determine its health.

Poison Master

• You learn all 4 poisons.
• You make 1 dose of poison in 30 minutes.
• You can store 2 more poisons and the DC to find them is 8 + investigation, since you won't hide them, where you can find them.
• Gain proficiency with the blowgun.
• Gain resistance against poison damage and advantage against poison.