Thug (5e Background)
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Not everyone in a criminal organisation is necessarily a subtle and discreet phantom thief who is as graceful and silent as a beam of moonlight.
Every crew has a rough character; a leg-breaker or a smash-and-grab artist. While the burglar picks a lock to slip in and out unnoticed, taking what they please, the Thug is who the crime boss sends to collect debts or demand protection money.
Skill Proficiencies: Choose Two: Intimidation, Persuasion, Perception, Investigation
Tool Proficiencies: Choose Two: Carpenter's Tools, Land Vehicles, Water Vehicles
or, one of the preceding and
Languages: Thieves' Cant
Equipment: A crowbar, a set of dark common clothes, and a belt pouch containing 15 gp.
Feature: Streetwise The criminal element recognise you as one of their own. Gain advantage on skill checks related to gathering intelligence on the criminal layout of any sufficiently large and/or seedy settlement. Who the major players or factions are and the approximate bounds of their turf, where to fence stolen goods, which members of the city guard are on the take, etc.