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Portraying Flo in Progressive Insurance ads. Spouse. Scott Kolanach (m. 2008) Relatives. Jennifer Courtney (sister) Stephanie Courtney (born February 8, 1970) [1] is an American actress and comedian, best known for playing the advertising character Flo in television and radio commercials for Progressive Corporation beginning in 2008.Jun 10, 2021 · Before she booked Progressive, Courtney got roles in big-name commercials like Skittles and Toyota, which boosted her confidence. Courtney's thoughts when she auditioned for the character of Flo were, " S he'll love them to a fault where she's walking the line of crazy. It's like the love just spills over and becomes a tiny bit inappropriate." In today’s world of remote working, video conferencing has become an essential tool for staying connected. 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