Brigands are lifetime criminals who generally take things through force or coercion. They are known to prey upon travelers or caravans, and survive off the life of loot and plunder. They know the dirty tricks, and they pick up even more with experience.

Shakedown

At Level 1, you have a threatening demeanor, and people are more likely to submit to your demands.

When you attempt to Coerce or Intimidate another creature, you have advantage on any skill check made to do so.

If you are Grappling a creature, you gain a +3 bonus to Coercion and Intimidation checks against that creature.

Additionally, you have proficiency in Medium Armor.

Dirty Tactics

At Level 5, your fighting style adapts to your new underhanded tactics.

When you land an attack, you can choose to deal Sneak Attack damage without being hidden twice per Rest.

When you Sneak Attack a creature that is Staggered, Stunned, Prone, or Unconscious, you have Damage Advantage on the Sneak Attack dice.

When you Steal, you can use your Strength score for the Sleight of Hand check, instead of your Dexterity.

Defensive Conditioning

At Level 9, you learn to make attacks less harmful through concise, defensive movements.

If a melee attack hits you, you can use your reaction to instead take half damage from the attack.

Once per Rest, when you succeed a Death Saving Throw, you start your next turn with 3 additional AP.

Thuggery

At Level 13, when you take the Steal, Dodge, Disengage, Escape, Shove, or Stagger actions, you can make a weapon attack for 1 less AP as a part of the action.

Hard Knocks

At Level 17, you gain a number of benefits.

You gain a +3 bonus to any Strength or Strength skill check made for the purpose of breaking, moving, or forcefully opening an object.

When you deal non-lethal damage with a hit, you add an additional 1d12 of non-lethal damage.