Jonah Feingold Director, Screenwriter, Producer Jaboukie Young-White Milo Actor Francesca Reale Wendy Actor Jerry Ferrara Cole The Doorman Actor Catherine Cohen Jessie Actor Brian Muller Hank Actor Taylor Hill Olivia Actor Alex Moffat Trent Actor Sondra James Real Estate Agent Actor Sohina Sidhu Katie 7F Actor Eva Victor Jenna 'The Rebounds' Brookes Actor Joaquin Acrich Producer Spencer Barkoff Executive Producer Ferrara Executive Producer Tracy Kopulsky Executive Producer Matthew Lev Executive Producer Mason Novick Executive Producer Maria Rusche Cinematographer Hanna Park Film Editing Grant Fonda Original Music Michelle Li Production Design Chelsea Ellis Bloch Casting Marisol Roncali Casting