Robert De Niro Max Barber Morgan Freeman Reggie Fontaine Tommy Lee Jones Duke Montana Zach Braff Walter Creason Emile Hirsch James Moore Kate Katzman Megan Albert Patrick Muldoon Frank Pierce Malcolm Barrett Xavier Clay Eddie Griffin Devon Vincent Spano Joey Silva Blerim Destani Boris Frances Lee McCain Marge (Old Actress) Julie Lott Sophie Renee Melissa Greenspan Tina Blair Jermaine Washington Kenny Desiree Geraldine Lori Jones Morse Bicknell German Director Paul Witten Danny Dan Hanks Dead End Actor Dylan Flashner Commercial AD Joel Michaely Andre J. Nathan Simmons Cowboy in the film Ekaterina Baker Sister Mary-Masha Natalie Burn Sister Mary Rose Leslie Stratton Sister Mary Anne Nick Vallelonga Mobster Boss