Mary Louise Cecilia "Texas" Guinan
Queen of the Nightclubs, New York
Years active: 1920s
Although she was not a bartender, we'd be remiss not to mention this infamous Prohibition-era bar owner, emcee, and general rabble-rouser. Born in Texas, Guinan started out as a screen actress before moving to New York and transitioning into a career as a showgirl. She eventually wound up as one of the first female emcees at El Fey, a perpetually packed Midtown speakeasy. In 1920, the Guinan opened her own underground drinking den, the 300 Club, where she developed her many taglines -- "Hey, suckers!" being her trademark -- while serving strong gin drinks to hordes of thirsty bar-goers like composer Irving Berlin and actor John Barrymore. Guinan was championed for her ability to charm all of her patrons, including aristocrats, celebrities, mobsters, gamblers, dirty cops, bootleggers, and, namely, a new generation of boundary-pushing female drinkers.