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Ruthie is upset that she hasn't gotten any calls on her new cell phone, so Eric gives out her number. Meanwhile, Simon and Rose have dinner with her former fiancé, and the man is nothing like what Simon expected.
Lucy's life gets more complicated personally and professionally when she begins to feel the presence of her late Grandma Jenny visiting her and warning her of the challenges that are coming in her life. Meanwhile, Annie and Ruthie decide to take a day off together to unwind. Rose is angry with Simon for neglecting to tell her that he slept with Sandy. Lastly, Eric unintentionally shakes things up between Rose and Simon.
The Camdens receive official invitations to Simon and Rose's wedding, and to their dismay, they learn that the date conflicts with Matt and Sarah's graduation from medical school. As this news creates a tailspin with the family, Rose stubbornly refuses to change the wedding date. Eric and Kevin think they have a solution to the problem, but when Annie disapproves of their methods, she looks for help from an entirely different source. Meanwhile, Ruthie wants to enroll in a summer program that takes place in Scotland.