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Born and raised in Arizona, Bennett has worked in many industries and professions, including time spent in the U.S. Navy, as a backpacking guide, a cycling guide, a firefighter and Emergency Medical Technician, a corporate executive and corporate media spokesperson, and a number of other endeavors. Bennett has appeared in a television commercial (Grape Nuts, 1968), on stage as a dramatic actor (male lead in 2016's "Man With the Boat," Old Pueblo Playwrights series), comic and magician (Cabaret Boheme, 2008 to 2018), as a living history reenactor (Vanished Arizona, 2000 to2006), and on film (Simon in The Tiny House Movie).