George Simmons (Adam Sandler) is a very successful yet self-involved stand-up comedian who learns that he has an incurable blood disorder and is given less than a year to live. Ira Wright (Weiner is his actual last name) (Seth Rogen) is a struggling up-and-coming stand-up comedian who works at a deli and has yet to figure out his onstage persona. One thing these different men have in common is that neither of them have any close friends. One night, George takes notice of Ira when they perform at the same club and he hires him to be his semi-personal assistant and opening act at his performances. George and Ira form a close bond as George teaches Ira how to win the crowd and Ira helps the dying George find closure in his legacy. However, when George learns that his disease has gone into remission and an old flame (Leslie Mann) reenters his life, his recent near death experience inspires him to reevaluate what is important to him and what truly gives meaning to his life.