Guest Stars Andrew Terraciano as Sean Reagan Gregory Jbara as DCPI Garrett Moore Robert Clohessy as Sid Gormley Tony Terraciano as Jack Reagan Steven Bauer as Gerry Guerrero Kevin Dillon as Jimmy O'Shea Craig Walker as Ivano Draganic Wass Stevens as Stevie "Angels" D'Angelo James Andrew O'Connor as Lenny "Sick" Saccio Mary Bacon as Nada Draganic Willie C. Carpenter as Rodney Beckett Manuel Herrera as Osvaldo V. Co Starring James Nuciforo as Jim Nuciforo Bridget Barkan as Rosie Dean Neistat as Sgt. Bobby Donahue Morissa Trunzo as Tiffany Mink Robin Skye as Judge Adrian Jones Terrell Wheeler as Cop #1 Atticus Burrello as Luka Draganic Ella Davis as Gabriela Draganic Erick Zamora as Julio James Harkness as City Lawyer