Pete's lineups at work are out-performing his fantasy roster. Andre makes a trade with Jenny that could threaten his career. Rafi and Taco try to cash in on Kevin's mortality.
Jane and Brad decide to have a couples game night but things get cutthroat which in turn triggers an unexpected move by Penny. When Alex tries to help Dave with a big decision they end up at a psychic.moreless
Ryan tries to help Danny and Sonia get together, meanwhile the others try to find out more about the mysterious Mr K.
Trying to get over Simone, Ryan takes to gambling, however gambling has been an addiction in his past, and soon becomes more of a problem than missing Somine
Ryan struggles with the idea of taking off his wedding ring, but this may be the thing that defines his new relationship with Simone
Terrell gets a temp job at K-BAL, Ryan, Simone and Mr. K go on a meditation retreat.
When Ryan starts dating Simone, Janie's ghost throws him off his game. The rest of the group uses Owen as a body double, after deciding to buy Lauren a wedding dress.
Simone is back! A previous group member returns and Ryan finds his spot in the group under threat, but as time goes by Ryan begins to see what everybody finds so special about Simone.moreless
Despite Carrie's warning, Ryan wants to get his first date out of the way and asks Carrie's flaky friend, but not without a little competition from Shaun White. Meanwhile, Yolanda starts a new job at the hospital where Sonia works and tries to reinvent herself.moreless
Alex is sponsoring a team for the city Kickball Tournament and convinces everyone but Jane to be on her team. They might have a shot at winning except that Dave freezes when it's his turn.moreless
Bob Costas asks Ryan to join his new TV show. Meanwhile, Mr. K tries to make a difference in the group.
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.moreless
Ryan tries to ease back into the dating scene with the help of guest star Misty May-Treanor. Meanwhile, George outlives his life expectancy as set by doctors and decides to celebrate.
Amy (Lauren Graham), a college friend of Ryan and Steven, comes to visit and the two fight for her affections. Ryan decides to hold a Thanksgiving party at the office and invites the entire therapy group.moreless
Ryan tries to take Owen under his wing.
The group plans a scavenger hunt for Ryan's birthday.
The group points out to Ryan that he is grief-eating, which he vehemently denies. Meanwhile, the group's monthly outing is a dinner at the same restaurant that Lauren and her boyfriend are dining. When he shares private information about the group, they demand that Lauren open up to them abut her life as they have to he.moreless
Ryan encounters the ghostly apparition of his dead wife; the group tries to help Lauren overcome her test anxiety so that she can pass her real estate exam.
Ryan is thrilled to finally be accepted on to former NHL star Jeremy Roenick's pick-up hockey team not realizing that both the invitation and his success in his first game is out sympathy for the loss of his wife. Meanwhile at the group, Ryan agrees to escort Ann to a wedding and struggles with having to put together a collage of his past and future.moreless
Steven helps Ryan overcome a loss.
Ryan is unsure if he should let the group into his "real life."
Following the death of his wife, a radio sport broadcaster attends a support group at the request of his employer.
Alex teams up with Jane to convince Dave that something he's certain happened never did. Penny and Max are determined to finally beat Julie and Justin in the annual Rosalita's Run and Scavenger Hunt.moreless
Jane persuades Penny to change her dates to how she wants them to be rather than the other way around. But when Brad hears Jane boasting to Penny how she made over Brad after they met, he rebels. Alex and Max are convinced an in-T-vention is needed to break Dave's obsession with v-necked T-shirts.moreless
Sketches include: Local newscasts are satired,a man meeting his girlfriend'sdemandingfamily, and a very strange tale of a man and his dog.
Penny's mom who's always enthusiastic and confident about the future is in town. The gang finds her high spirits contagious but Penny finds out things aren't as rosy as mom is making them out to be.moreless