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- Follow Us! Adam Sandler and Katie Holmes talk about their new movie 'Jack and Jill', Jack's relationship with Jill, how he approached playing "Jill Sadelstein " and how Katie Holmes' character "Erin Sadelstein" reacts to Jack and Jill's relationship. Jack and Jill hits theaters on January 13th, 2012. Cast: Adam Sandler, Katie Holmes, Al Pacino Jack and Jill is a comedy focusing on Jack Sadelstein (Adam Sandler), a successful advertising executive in Los Angeles with a beautiful wife and kids, who dreads one event each year: the Thanksgiving visit of his identical twin sister Jill (also Adam Sandler). Jill's neediness and passive-aggressiveness is maddening to Jack, turning his normally tranquil life upside down. Katie Holmes plays Erin, Jack's wife. Jack and Jill clip courtesy Columbia Pictures.