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She hails from Stony Point, New York. After graduating from the Neighborhood Playhouse in New York City, she started doing stand up, which brought …December 26, 2022. Spread the love. Stephanie Courtney, 52, is an actress and comedian widely recognized for her work character Flo in TV and radio commercials for Progressive Corporation. She began working with the company in 2008 and is still going strong. Besides this, Courtney was one of the main members of the Groundlings Theater located ...Dudes have a thing for Flo, the perky Progressive Insurance saleswoman played by actress Stephanie Courtney. Perhaps it's her retro look or, in the words of one smitten blogger, …Flo, the "Progressive Insurance Lady," has become a star. Nicole LaPorte talks to the actress who plays her. Stephanie Courtney—a.k.a., The Progressive Insurance Lady —would like to set the ...Stephanie Courtney, who was a big name during the ’90s, is best known for one of her advertisements. 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