Guest Stars Anatol Yusef as Meyer Lansky Kevin O'Rourke as Mayor Edward Bader Charlie Cox as Owen Sleater Victor Verhaeghe as Damien Fleming William Forsythe as Manny Horvitz Enid Graham as Rose Van Alden Chris Mulkey as Boss Frank Hague Jennifer Ferrin as Carolyn Rothstein Co Starring Brady Noon as Tommy Darmody Lucy Gallina as Emily Schroeder Josie Gallina as Emily Schroeder Connor Noon as Tommy Darmody Declan McTigue as Teddy Schroeder Rory McTigue as Teddy Schroeder Heather Lind as Katy Jacqueline Pennewill as Lillian Michael Zegen as Benjamin "Benny" Siegel Joseph Aniska as Agent Stan Sawicki Pearce Bunting as Bill McCoy Christina Jackson as Maybelle White Kevin Henderson as Dr. Carl Surran Peter Van Wagner as Isaac Ginsburg Justiin A. Davis as Lester White Natalie Wachen as Lenore White Ty Michael Robinson as Samuel Crawford Franklin Ojeda Smith as Deacon Lemuel Cuffy Bill Sage as Solomon Bishop John Keating as Ernie Moran Amy Warren as Pauleen Joel Brady as Agent Clarkson Devin Harjes as Jack Dempsey Rege Lewis as Travis Elkins Solomon Shiv as Herman "Chayem" Kaufman DeWanda Wise as Henny Walker Skai Jackson as Adeline White Tyrone Mitchell Henderson as Wilfred Linda Thompson Williams as Widow #2 Megan Sikora as Philadelphia prostitute's madam Marilyn Berry as Mrs Mayhew Sidné Anderson as Bereaved mother Nneoma Nkuku as Widow #3
