When Charlie invites old family friend Greer Erikson to stay, everyone is surprised when she steps right in and tries to solve the Salinger's many problems. Noting he is depressed over losing Kate, Greer tries boosting Bailey's confidence by offering to set him up on a date. To convince Julia that she is really glamorous, she sends her to see a fashion photographer she claims to know. Meanwhile, Charlie sets out to find a nanny he isn't attracted to, while Claudia is taken aback when Ross admits he is gay.
When his blind date doesn't work out, matters become even more complicated when Greer fails to see the effect she is having on a lovestruck Bailey. And finding that Julia wrote an $800 check to pay for the pictures, Charlie decides they all may have had enough of Greer's advice. When Julia returns for her photo session, Charlie discovers that Greer doesn't really know the photographer. Realizing that things are going badly, Greer decides it would be best to leave. But Bailey needs to find out if his attraction to her is mutual and tracks Greer down at a hotel. Though she admits to being tempted, Greer gently rebuffs Bailey's advances. Meanwhile, when his disclosure ruins their relationship, Ross decides it would be best if he and Claudia stopped working together.
When she brings Bailey home, Greer is forced to admit she lied about the photographer. And, when Charlie exposes more lies she has told, Greer claims she only did it to make the Salingers feel better about themselves. Though everyone is upset with her trail of lies, before long they begin to see that they worked. Julia's self confidence is restored when her photos land her a modelling job, and Bailey is convinced that he really did have a chance with Greer. Finally, the only nanny Charlie finds who he isn't interested in dating turns out to be a man, while Claudia apologizes after seeing how badly she treated Ross.
Directed by: Steve Robman
Story by: Amy Lippman and Christopher Keyser
Teleplay by: Susannah Grant