Warren Skeels Director, Screenwriter, Producer Madison Wolfe Annie Actor Brec Bassinger Margaret Actor Skai Jackson Patty Actor Gavin Warren Daniel Actor Noah Lomax Mark Actor Addison Riecke Joanna Actor Darrius Thomas Charlie Actor Dylan Summerall Kyle Actor Stacy Ann Rose Patty's Mom Actor Ali Larter Helen Williams Actor Sean Astin Richard Williams Actor Julianne Arrieta Miss Engram Actor Sharon Y. Cobb Screenwriter Anne Marie Gillen Producer Terri Lubaroff Producer Paul Scanlan Producer Michael Nole Producer Jeff Annison Executive Producer David Baxter Executive Producer Gary Kompothecras Executive Producer Lawrence Najem Executive Producer Amad Elia Executive Producer Gareth Paul Cox Cinematographer, Cinematographer Billy Gaggins Film Editing, Film Editor Scott Borland Original Music John Rusnak Production Design Lauren Spalding Production Design Kurt Knight Art Director Tiger Curran Costume Design Arlie Day Casting Mike Page Casting