Guest Stars Neal McDonough as Rusty Patton Brian Dennehy as Joe Patton Fredric Lehne as Tommy Red Michele Hicks as Kay O'Bannon Ray Wiederhold as Monk Robert Knepper as Captain Johanson Aaron Dean Eisenberg as Richard Kane Cleo Handler as Barbara Lili Mirojnick as Bernadette Tedesco Kaley Ronayne as Agnes Anthony Mangano as Tony Battalina Megan West as Rosemary Patton Peter O'Connor as Billy Rogers Stephen Badalamenti as Sal 'The Moose' Tedesco Brandon J. Dirden as Williams Kerry Bishé as Sarah Caitlin Mehner as Chelsea Anita Gillette as Eileen James Hindman as Bass Ciaran Byrne as O'Reilly Denny Dale Bess as Dale James Michael Farrell as Farrell Alex Emanuel as Grant Jose Soto as Steady Freddy James Riordan as Dandy Lanier Mike Starr as John Wallace Dillon Mathews as Restaurant Patron Phil Cappadora as New Yorker Michael Zegarski as Latour Thug