A sportscaster reluctantly joins a support group after the death of his wife.

Ryan comes to grips that he doesn't have Janie around to cook or shop for him anymore. The group discovers that Lauren caves under pressure when taking tests and decides to help her study for her grad school entrance exam. Meanwhile, Steven has broken up with his girlfriend and enlists Ryan to be his wingman to go out on the town.

Ryan struggles to keep the group and his "real life" separate, but comes to learn he'll get better faster if he really lets them in. Meanwhile, Steven wants to be there for Ryan and help him overcome his loss, but his efforts to do so are awkward and comical. ball.

Ryan is thrilled to be accepted into Jeremy Roenick's hockey game - a game he has been trying to play in for ten years. Unbeknownst to Ryan, he's been invited out of sympathy..

Ryan comes to grips that he doesn't have Janie (Christine Woods) around to cook or shop for him anymore. The group discovers that Lauren caves under pressure when taking tests and decides to help her study for her real estate certification exam. Meanwhile, Steven has broken up with his girlfriend and enlists Ryan to be his wingman to go out on the town.

Ryan manifests a textbook symptom of the grieving process - compulsive eating - but he rejects the notion that he is a "grief clich." After meeting the man in Lauren's life, Ryan offers unsolicited advice in getting them to the next stage of their relationship. Meanwhile, Ryan tries to snap Danny out of his robust fantasy life.

Ryan has never liked celebrating his birthday, but when the group plans a scavenger hunt for him, he reluctantly plays along. Meanwhile, Ryan agrees to let Sonia look after Steven after he's undergone a colonoscopy, and Mr. K and Anne bond over their passion for musicals.

Ryan tries to take Owen under his wing.

When Amy (Lauren Graham) pays a visit to her old college friends Ryan and Steven, the guys unexpectedly begin to compete for her affection. Meanwhile, Ryan invites the support group to the K-Bal offices for Thanksgiving, Lauren's qualifications are tested....

When Ryan decides it's time to start dating again, Misty May-Treanor offers to help and invites him to play in a game of beach volleyball with her friends. Elsewhere, George outlives his doctors' predicted life expectancy for him and is ready to celebrate and Danny develops feelings for Sonia.

When the group settles on a date for their holiday party, it happens to fall on what Mr. K believes will be the end of the world. Ryan invites Anne along on his annual trip to wine country with Steven and Lauren worries her boyfriend is ready to pop the question.

Bob Costas asks Ryan to join his new TV show. Meanwhile, Mr. K tries to make a difference in the group.

An irreverent yet charming sportscaster who, after a loss, finds solace from members of his mandatory group therapy sessions.

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.

Despite Lauren's warning to Ryan of no dating among group members, he continues to pursue Simone (Piper Perabo) but each time things heat-up with them, Janie's (Christine Woods) ghost appears, throwing Ryan off his game. The group helps Ryan deal with the guilt he feels as he starts dating again. Meanwhile Anne, Yolanda, Sonia,and Fausta decide to buy Lauren a wedding dress and use Owen as a body double.

Terrell gets a temp job at K-BAL, Ryan, Simone and Mr. K go on a meditation retreat.

Ryan's wedding ring causes complications. Meanwhile, Ryan asks Simone to move in with him after he has an encounter with his mirthless bachelor friend; and Anne hesitantly enlists Mr. K as a babysitter.

Ryan, still pained from the breakup with Simone, (Piper Perabo) backslides into his old gambling habit, though sternly warned by Lauren to steer clear. But when he receives the life insurance check for his deceased wife, it's more than he can bear and he starts making bets on anything and everything. Meanwhile Anne meets a stunning, young bookstore clerk, Brittney, (Annie Heise) who turns out to be all beauty and no brains. Lauren comes to Ryan's rescue by fleecing him at poker and in the aftermath, Ryan bonds with Anne over their respective lost loves.

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.

Anne offers to set up Ryan with a new acquaintance, Talia, a recent widow struggling to find her emotional direction. When the three go out together, Talia ends up heavily flirting with them both. Meanwhile Lauren accidentally attracts a man away from Yolanda who has gone on an Asian singles cruise to find a man for herself.

Ryan finds a new rival in the K-Ball Mascot. Also, Ryan is unsure how to handle a flirty, drunk-dial call from his secretary Carrie (Allison Miller). In a strange role reversal, Ryan becomes counselor to Lauren in her confused love life while the group prepares a bachelorette party that will never be.

Worried that his career is in shambles, Ryan travels to New York with Steven to interview as host of a national show, set up for him by Anne. Meanwhile, the group grumbles they're getting nothing out of their sessions and blame Lauren to such an extent that Yolanda and Sonia make up a big problem for her to fix. When both plans crash, the group finds renewed strength from their failures.