Definition of wise guy

The term "wise guy" originated during the Prohibition era in the United States in the 1920s. Back then, organized crime syndicates, such as the Mafia, gained notoriety for their illicit activities, including bootlegging and gambling. Other criminal organizations operating outside the Mafia also emerged during this time. The slang term "wise guy" was coined to describe the members of these criminal groups who had a reputation for being savvy, shrewd, and knowledgeable. The word "wise" in this context implies having cunning intelligence, street smarts, and insights into criminal activities. "Guy" is a slang term for a man, and it was added to the word "wise" to make it more colorful and informal. The term "wise guy" became popular in popular culture during the golden age of gangster movies, where it was associated with mob bosses and their right-hand men. These individuals were often portrayed as suit-wearing sophisticates with calculating minds and ruthless tactics. The term has since evolved to refer more broadly to anyone who exhibits a similar air of confidence, intelligence, and savvy, particularly in situations involving risk or trouble. Examples might include a successful businessperson, a seasoned lawyer, or a skilled negotiator.