On November 20, 2009, he signed a two-year extension with the Cubs worth $7.5 million. General Manager Jim Hendry said: "It was really imperative we re-sign Grabow, because he's not only our kind of guy and very successful, but has some experience and some savvy to him and can pitch seventh, eighth, ninth, matchups, righties, lefties. It doesn't matter." Grabow said he had no preference as to how he was used: "If it's the sixth inning or if it's the ninth inning, it doesn't matter. Your job is to go in there and get guys out."