This light-hearted comedy drama tells the story of prep school student Charlie Simms (Chris O’Donnell) who desperately needs money so he can go home and spend Christmas with his family. Charlie takes on what seems to be an easy job, "Babysit" blind ex-army man, Frank Slade (Al Pacino) while his family are away. But things aren’t as simple as they appear. Frank has a life changing trip to New York City planned and he intends on taking Charlie with him.