James Purefoy[12] as Hap Collins, a white working class laborer who spent time in federal prison as a young man for refusing to be drafted into the military and serve in the Vietnam War[13] Michael Kenneth Williams[12] as Leonard Pine, a gay black Vietnam vet with serious anger issues[13] Jimmi Simpson[14] as Soldier, a local drug dealer (season 1) Bill Sage[15] as Howard (season 1) Christina Hendricks[16] as Trudy Fawst, Hap's ex-wife (season 1) Pollyanna McIntosh[17] as Angel (season 1) Enrique Murciano as Raoul (seasons 1–2) Tiffany Mack as Florida Grange (seasons 2–3) Cranston Johnson as Detective Hanson (seasons 2–3) Brian Dennehy as Sheriff Valentine Otis (season 2) Andrew Dice Clay as Sonny Knox (season 3)