Guest Stars Lucy Gallina as Emily Schroeder Rory McTigue as Teddy Schroeder Declan McTigue as Teddy Schroeder Josie Gallina as Emily Schroeder Chris Caldovino as Tonino Sandrelli Ivo Nandi as Joe Masseria Lola Freidenstine as Anne Thompson Billy Magnussen as Roger McAllister Co Starring Connor Noon as Tommy Darmody Brady Noon as Tommy Darmody Wrenn Schmidt as Julia Sagorsky Nisi Sturgis as June Thompson Brandon Zumsteg as Brian Thompson Mark Borkowski as Paul Sagorsky Charlie Plummer as Michael Thompson Kate Loprest as Corrine Emma Holzer as Edith Thompson Madeline Getty as Nora Thompson Jim Schubin as Phil Gardner Kevin Csolak as William Thompson Ashlie Atkinson as Giaconda Rosetti Judy Del Giudice as Mafalda Clint McIntosh as Wellman Glenn Peters as Priest Mark Stolzenberg as Carnival Photographer Richard Barlow as Jack Corbett