SERIESMOVIESNEW & LAST CHANCESCHEDULEFREE EPISODESMoreDocumentariesSpecialsSportsPodcastsHBO MAXSIGN INGET HBOMAXSERIESMOVIESNEW & LAST CHANCESCHEDULEFREE EPISODESMoreDocumentariesSpecialsSportsPodcastsHBO MAXSIGN INGET HBOMAXSIGN INStream all of HBO plus more TV, movies, and Max Originals at no additional cost.SIGN INHBO Max Deadwood About Season Season 1Season 2Season 3Con Stapleton Played by Con Stapleton is a man with little to recommend him, and his career apogee would appear to be his crony appointment to sheriff — a job that he begged from Swearengen when no one else volunteered for it.