Swindler

You were raised on the streets (or traveled with a carnival or gypsies). You learned to use your dexterous hands to earn cash with a game of chance using cards, dice or the shell game to make money and sometimes friends. Your specialty and practice with the game set gives you proficiency in Sleight of Hand and either Deception or Persuasion from talking to your perspective customers and learning how to talk them into wanting to try more attempts to win back their money. Your mastery of the game has made your fingers fast and deft giving you Advantage on Pick Pocket actions with Sleight of Hand.