Guest Stars Daniel Roebuck as Nick Bledsoe Dana Gould as Tug Purcell Andrew Rothenberg as Eddy Sanderson John Pollono as Pat Dolan Richard Brake as Terry Michael McGrady as Chief Clemance Horall Iddo Goldberg as Leslie Shermer Mike Hagerty as Fat Jack Bray Jeremy Strong as Mike Hendry Mekia Cox as Anya James Landry Hébert as Miles Hewitt Simon Pegg as Hecky Nash Stephen Monroe Taylor as Phil Holtz Co Starring Ryan Dorsey as Young Sid Jake Lockett as Young Bugsy Devon Coull as Thug #2 Annika Pampel as Stripper Bix Barnaba as Jimmy Delaney Jeff Braine as Young Meyer Josh Fingerhut as Wounded Man Johnny Cannizzaro as Thug #1
