Websome of them include bill glass, paul mabon and stephanie courtney. Below are actors and actresses from the insurance company's commercials. Webjim cashman is an american actor and writer, known for his role as jamie in television and radio commercials for the progressive corporation beginning in 2014. Webjul 14, 2024 · progressive insurance commercials are not funny just because of their scripts. Instead, the actors inject humor into them, bringing them to life on the screens. Webthe actors in the progressive commercials, including stephanie courtney as flo, jim cashman as…