Pompous and self-absorbed Kyle Livingston (Josh Cooke) is unhappily stuck in his life, longing to relive the success of his first novel. His not-so-desirable life rapidly unravels forcing him to return home to his wildly eccentric family with his tail between his legs, only to discover his estranged father, Alan (Barry Bostwick), a handsome agoraphobic curmudgeon, has converted his old bedroom into a tacky bathroom, fueling Kyle's rage against his family. Life at home begins to show signs of improvement when Kyle meets the spunky and vivacious Joy Bailey (Liane Balaban), a delightfully offbeat bohemian beauty who recruits Kyle to help her make the world a better place, making him feel alive for the first time in ages and inspiring his writing. But it's short-lived. Joy's been told she's going to die soon and wants Kyle to write her obituary. As Kyle spends more and more time getting to know Joy, he accidentally falls in love and grows increasingly skeptical of her claim she's dying. With the help of his wacky family, Kyle hopes to convince Joy she has many good years left and should spend them with him. But does fate have other plans?