Robert Taylor Walt Longmire Actor Lou Diamond Phillips Henry Standing Bear Actor Katee Sackhoff Victoria Moretti Actor Bailey Chase Branch Connally Actor Cassidy Freeman Cady Longmire Actor Louanne Stephens Ruby Guest Star A Martinez Jacob Nighthorse Guest Star Jim Beaver Lee Rosky Guest Star Louis Herthum Omar Guest Star Lochlyn Munro Grant Thayer Guest Star A.J. Buckley Keith Dixon Guest Star Cameron Moulène Troy Thayer Guest Star Derek Webster Coach Hargis Guest Star Breon Gorman Bonnie Rosky Guest Star Nelson Lee Mr. Chen Guest Star Tina Parker Rosco Wilkes Guest Star Diane Villegas Nurse Guest Star Hunt Baldwin Executive Producer John Coveny Executive Producer Greer Shephard Executive Producer Michael M. Robin Executive Producer Daniel Sackheim Director Sarah Nicole Jones Writer