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Yolanda goes on an Asian Christian Singles Cruise but isn't having much luck, so Lauren, via webcam, offers to be her wingman. Ryan tries to help Lauren break up with Wyatt but is swayed by Wyatt's charms and ends up singing with him and breaking bread.Discovering that Carrie has a crush on him, Ryan uses the K-BAL's mascot suit to avoid talking to her. Carrie quits K-BAL in order to remove any conflict of a potential workplace relationship between herself and Ryan.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. Ryan invites Anne along on his annual trip to wine country with Steven and Lauren worries her boyfriend is ready to pop the question.Ryan's decision to come back to work early proves to be disastrous and he realizes that maybe group therapy is what he needs right now.
Learning that Steven was dumped a month ago, Ryan determines to be his wingman but they have more fun just hanging out as friends.
Ryan agrees to help Anne by being her 'plus one' to a lesbian wedding.
And Ryan has a breakdown after giving away Janie's sewing machine.
Ryan tries to help Danny let go of the fantasy world he has created in his mind to escape to when reality is too difficult to confront.
Ryan has never enjoyed his birthday even though Janie would often try to make them special for him.Ryan King is a sports talk radio host who thinks he is ready to get back to work after the death of his wife.