Ryan King, a radio sports personality, returns to work after grieving for his wife's recent death. His boss says he is not ready to return to work and must attend counseling. He reluctantly attends and meets others who also have to move on.

Ryan fears the group chemistry will change and feels threatened by the return of the very popular and beautiful former group member, Simone (Piper Perabo) who tries to force the group to choose between her and Ryan. Meanwhile Steven and Mr. K buddy bond and along with Terrell Owens, teach Ryan a lesson. Anne prevents Danny from being taken to the cleaners in his divorce.

Ryan stages a work walkout when he's forced to read a commercial for a male-enhancement product. Meanwhile, Ryan hires football's Terrell Owens as an assistant; Lauren receives a low evaluation score; and Simone takes Ryan to a meditation center.

Although his radio show is tops in the ratings, Ryan still can't find personal happiness. He pursues inner peace by trying to romantically connect Danny and Sonia, but she has eyes for someone else. Elsewhere, Owen and Anne explore quirky Mr. K's house.