Jenny McIntyre, a photographer for In Person magazine, is days away from getting married, and is starting to have nightmares and become a little bit of a bridezilla. In the middle of her doubts about her own upcoming wedding, she is assigned to work on a story about a woman who has gotten married to three men, in part because she "loves weddings." Jenny leaves the assignment, promising to come back later, and is blindsided when her best friend, Vivy announces that her cancer has returned, and it is in her brain. Vivy demands that Jenny reassess everything in her life, especially her engagement to Ian. Jenny refuses, but over the course of the episode has no choice, as her subconscious starts to provide a running, involuntary reassessment for her. She also connects with a mysterious stranger when she misdials Ian's number.

Jenny is assigned a photo shoot with a high-profile Hollywood couple. In exchange for a $2 million donation to their favorite charity, the couple is permitting In Person to print a spread of pictures of their baby. In a fantasy sequence, the baby discusses with Jenny her ongoing relationship problems. Jenny discovers pregnancy pillows hanging in the nursery armoire and realizes the child was born via a surrogate mother. Her plan to expose the parents falls by the wayside after she and the mother engage in a conversation in which the actress reveals how much motherhood means to her. In a parallel story, Ian and Rick vie for the opportunity to father Vivy's child with Jenny as the surrogate, in the hope the stem cells from the umbilical cord can help with Vivy's cancer treatment. The plan ends when Jenny and Vivy mutually agree it's not feasible. Jenny's phone relationship continues as she seeks counsel from the nameless stranger on the other end. In the episode's final scene, Jenny and Ian decide to separate, then fall into a passionate embrace that suggests neither is ready to give up just yet.

Prompted by an interview with a doctor who theorizes that one's first love sets one's course in life and lasts forever, Jenny searches for her own. She discovers he's an award-winning photojournalist and contacts him via his website. Coincidentally he's in Los Angeles and the two reunite. He confesses he still has feelings for her and invites Jenny to take a sabbatical from work and travel with him around the world. She accepts, then declines after giving the matter more thought. Vivy is diagnosed with medicinal menopause and her doctor prescribes unusual treatment to counteract the symptoms. Rick meets with Jenny's mother and is amazed to find her blatantly flirting with him.

(Note: Try to Remember, the 8th show in production order, was aired out of sequence, as the 7th[7])

First part of the Season Finale. Dr. Raines is to be the subject of an In Person Magazine article on heroes when she goes missing, wanted as a result of trying several experimental anti-cancer treatments on herself without approval.

Second part of the Season Finale. On the advice of her psychiatrist (guest star Carrie Fisher), Jenny buries her cell phone and attempts to forget 'Cell Phone Man'. Rick assigns her a piece for In Person on a blind man who is restoring classic music pieces for digital use. When her psychiatrist recommends she make an effort to stop seeing things that aren't there as she develops her pictures, she turns to him, and he tells her not to let anyone give up her gift. Cell Phone Man (Steven Weber is revealed) returns from China and has his sister, a police detective, trace Jenny's phone. He shows up at In Person, where Becca is using Jenny's phone. Becca refers to her fiance, Ian, and Cell Phone Man, believing Becca to be Jenny, and that she is back with Ian, leaves. After Jenny ceases to see the psychiatrist, Vivy reveals that she unburied Jenny's phone, giving it back to her when Jenny comes to help her makeup at the wedding. Cell Phone Man shows up at the wedding, and objects during the ceremony. Jenny overhears him, and reveals herself from the back of the church, leading him outside. In each other's arms, Cell Phone Man introduces himself as 'James', and they kiss.