- Michael Rispoli - Rudy Pipilo
- Kayla Foster - Barbara
- Sepideh Moafi - Loretta
- Daniel Sauli - Tommy Longo
- David Krumholtz - Harvey Wasserman
- Olivia Luccardi - Melissa
- Dominique Fishback - Donna 'Darlene' Pickett
- Gbenga Akinnagbe - Larry Brown
- Gary Carr - C.C.
- Method Man - Rodney
- Don Harvey - Danny Flanagan
- Jamie Neumann - Dorothy 'Ashley' Spina
- David Johnson - Mental Patient
- Jacqueline Honulik - Claudette
- Matthew James Ballinger - Gentle Ritchie
- Shaun O'Hagan - Lieutenant Gerald Sweeney
- Tamzin Brown - Terese
- Tariq Trotter - Reggie Love
- Michael Wren Gucciardo - Officer Jeanty
- Brian McCarthy - Greg
- Will Chase - Jack
- James Saito - Kim
- David Aaron Baker - James Schuster
- Sean Meehan - Arthur Laurent
- Whitney Crowder - Lisa
- Tommy Buck - Rico
- Michael Lombardi - Eddie
- John Dinello - Vinny (The Chin) Gigante
- Cameron Cowperthwaite - Peter
- Joey Sorge - Lennie
- Sandy Tejada - Jaci
- Maria Di Angelis - Wife
- Vic Noto - Seedy
- Daryl Edwards - Sam
- Robbie Tann - Lance
- Dagmara Dominczyk - Genevieve Furie
- Jeff Mantel - The Boothwacker
- Garry Pastore - Matty 'The Horse' Ianniello
- Garry Pastore - Matty 'The Horse'
- Danielle Burgess - Tiffany
- Maria Dizzia - Arlene Carmen
- Kelechi Ezie - Letitia
- Ed Moran - Inspector Deputy McDonagh
- Ed Moran - Capt. Peter McDonagh
- Daniel J. Watts - Chauncy
- Rick Holmes - Alexander Pullman
- Roxanne Day - Gloria Leonard
- Jonathan Rentler - Drew
- Bethany Lauren James - Carrie
- Anjelica Bosboom - Kelly
- Cameron Scoggins - Liam
- Esteban Carmona - Julito
- Michael Kostroff - Rizzi
- Jason Kravits - Photographer
- Carolyn Mignini - Joan
- Carolyn Mignini - Adam
- Joel Marsh Garland - Cameraman
- Nan Goldin - Woman at the Bar Exhibit
- Glenn Wein - Well Endowed Booth Customer
- Mario Polit - Mario
- Adelind Horan - Viv
- Brian Muller - Officer Grossman
- Danielle Alfredo - Lois
- Chris Russell - Plainclothesman
- Kristen Hung - Hui Min
- Jeanette Dilone - Marilys
- Tom Titone - Bill Mangold
- Robert Poletick - Deputy Inspector Ross
- DeShawn White - Chocolate
- Delphina Belle - Lisa Goldman
- Zachary Hernandez - Michael Goldman
- Edward M. Kelahan - Patrolman #1
- Domenick Lombardozzi - Jack Maple
- David Morse - Matthew Rouse
- Michael Stahl-David - Kenneth
- Olli Haaskivi - Dr. Oser
- Patch Darragh - Jerry
- Kat Cunning - Christina Fuego
- Rebecca Gruss - Rachel
- Jaci Jones - Mercedes
- Teo Rapp-Olsson - Barry
- Brian Faherty - Rental Agent
- Samantha Rivers Cole - Waitress
- Sebastian Arcelus - Dave Hiller
- Evan Hoyt Thompson - Roger
- Haley Rawson - Naomi
- Saul Stein - Marty Hodas
- Jim Parrack - Russell
- Corey Stoll - Hank Jaffe
- Ken Land - Pharmacist
- Taylor Selé - Renton Lowry
- Nija Okoro - Nadine
- Gino Vento - Carlos
- Murphy Guyer - Donald Merrell
- Murphy Guyer - Donal Merrell
- Ryan Farrell - Greg Taylor
- Stephen William Tenner - Detective
- Becca Lish - Secretary
- Zoe Kazan - Andrea Martino
- E.J. Carroll - Fat Mooney
- Jimmy Palumbo - Robert DiBernardo
- Cate Bottiglione - Dr. Karen Wells
- James Ciccone - Carmine Patriccia
- Mustafa Shakir - Big Mike
- Bryan Coffee - Sean Howard
- Genevieve Hudson-Price - Jocelyn
- Carrie Kim - Stacey
- Armand Assante - Mr. Martino
- Ben Livingston - Dr. Steiner
- Daniel K. Isaac - Dr. Lee
- Kristin Griffith - Mrs. Lang
- Bruce MacVittie - Mr. Lang
- Dion Costelloe - Adam
- Dawn McGee - Allison Mills
- Kerry Flanagan - Anna Hon
- Samantha Steinmetz - Lucy O'Neill
- Diana Bologna - Fran Dwyer
- Larisa Polonsky - Shana
- Alysia Reiner - Kiki Rains
- Lars Engstrom - Male Customer
- Paloma Guzmán - Pilar
- Janine DiVita - Amy Goldman
- Aaron Dean Eisenberg - Todd Lang
- Faron Salisbury - Car John
- Erinn Anova - Debbie
- Paula Rossman - Secretary
- George Pelecanos - Bar Patron
- Ralph Macchio - Officer Haddix
- Kevin Breznahan - Jersey
- Anwan Glover - Leon
- Michael Gandolfini - Joey Dwyer
- Dennis Staroselsky - Larry Levine
- Mackenzie Lansing - Jamie
- Allan K. Washington - Bryan
- Audrey Lynn Weston - D.P.
- Geoffrey Cantor - Health Commissioner
- Jonathan Stewart - Chief Inspector Bernadetti
- Thom Niemann - Trent Crandall
- Roberta Colindrez - Irene
- Catherine Combs - Taffy
- Amanda Barron - Victoria
- Hannah Townsend - Elise
- Deborah Twiss - Mindy
- Thaddeus Street - Black Frankie
- Andrea-Rachel Parker - Bernice
- Tina Tanzer - Melinda
- Dean Ciallella - Gus the Fish (uncredited)
- Dean Ciallella - Pool Player (uncredited)
- Dean Ciallella - Italian Restaurant Patron (uncredited)
- Erika Smith - Jennifer
- Whitney St. Ours - Tina Rowe
- Kim Director - Shay
- Alyssa Kempinski - Tracey
- Griffin Wallace Henkel - Neighborhood Kid (uncredited)
- Johnny Sibilly - Aaron
- Valéry Lessard - Gail
- Liba Vaynberg - Chris
- Sharon Mitchell - Consultant
- John Paul Harkins - Andy
- Michelle Bobe - Darla
- Margaret Judson - Heather
- Tanya Wheelock - Dancer (uncredited)
- Alex Hall
- Maggie Gyllenhaal
- Laura Schweigman
- Marc Henry Johnson
- Alexa L. Fogel
- James Franco
Don Harvey hace el papel de Danny Flanagan.
Maggie Gyllenhaal interpreta a Eileen 'Candy' Merrell en la serie.
David Morse interpreta a Matthew Rouse en la serie.
Ralph Macchio interpreta a Officer Haddix en la serie.
James Franco interpreta a Vincent Martino / Frankie Martino en la serie.
Saul Stein hace el papel de Marty Hodas.
Chris Bauer interpreta a Bobby Dwyer en la serie.
Chris Coy hace el papel de Paul Hendrickson.
Lawrence Gilliard Jr. interpreta a Chris Alston en la serie.
Luke Kirby interpreta a Gene Goldman en la serie.
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