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Bailey Spry - Annie, Carollette Phillips - Woman with Groceries, Loren Bass - Annie's Father, Keir Gilchrist - Paul, Maika Monroe - Jay Height, Lili Sepe - Kelly Height, Charles Gertner - Neighbor Boy, Debbie Williams - Mrs. Height (as Deborah Williams) , Olivia Luccardi - Yara, Jake Weary - Hugh / Jeff, Daniel Zovatto - Greg Hannigan, Ruby Harris - Mrs. Redmond, Leisa Pulido - Mrs. Hannigan, D.J. Oliver - Police Officer (as DJ Oliver) , Linda Boston - Teacher (as Linda B. Boston-Gilbert)