Jessie and Dennis Benson are owners of both The Warden’s Casino on 4th Avenue and Warden’s Grand Casino on Grand Avenue! They moved to Billings, Montana, from Minnesota, where they spent many years working as prison wardens.
Jessica—who is all of 5 feet tall—started as a typist in a Minnesota state prison and worked her way to the top, becoming Warden of the state’s maximum security prison!
Dennis was the warden at one of Minnesota’s state prisons. He retired as one of the top correctional officers at the Minnesota Department of Corrects.
Their casinos are filled with neat prison artifacts like keys, prison locks and old leg irons. If the wardens are around, make sure to say hello! They have plenty of great prison stories to share with you!