Guest Stars Jack Huston as Richard Harrow Anatol Yusef as Meyer Lansky Rory McTigue as Teddy Schroeder Lucy Gallina as Emily Schroeder Victor Verhaeghe as Ward Boss Fleming Declan McTigue as Teddy Schroeder Josie Gallina as Emily Schroeder Erik Weiner as Agent Sebso Max Casella as Leo D'Alessio Edoardo Ballerini as Ignacious D'Alessio Lisa Joyce as Mary Dittrich Tom Aldredge as Ethan Thompson Michael Badalucco as Harry Prince Co Starring Adam Mucci as Deputy Halloran Kevin Henderson as Dr. Carl Surran Johnnie Mae as Louanne Nicholas Martino as Pius D'Alessio Al Linea as Matteo D'Allessio Megan Reinking as Anabelle Chase Coleman as Billy Winslow Sean Weil as Liam James Jackson Jr. as Jazz Dancer Kylie Sanders as Ruby Queen Esther as Jazz Dancer Terrence Clowe as Jazz Dancer Francesca Harper as Jazz Dancer Ernest Williams Jr. as Jazz Dancer Eric Lenox Abrams as Jerome Dameka Hayes as Jazz Dancer Cicily Daniels as Jazz Dancer Brian Harlan Brooks as Jazz Dancer Jodie Sanders as Ruby Maggie Steele as Odette Joel Van Liew as Dr. Salt Chris Fischer as Uniformed Cop Alisa Miles as Mamie Smith Angela Dirksen as Screaming Woman Gerry McIntyre as Jazz Dancer Jenelle Lynn Randall as Jazz Dancer Katie Klaus as Nurse Max Kumangai as Jazz Dancer Richard Pruitt as Chief Sweeney Dan Truman as Waiter