Plot
 | This article's plot summary may be too long or excessively detailed.(September 2021) |
Kip and Fiona's marriage is clearly strained due to what happened at the end of the previous season, but the two must work together during the campaign, meaning that Austen and Fiona are unable to continue their romance and can only communicate via Skype. Additionally, the publication of Fiona's book is postponed until after the campaign, allowing Fiona to work with Austen's assistant editor Maxine DeMaine and Jerome in New York to make some changes to the book.
On Austen's suggestion, Kip attends the Compass Center, a sexual orientation camp. While his progress at the center is at a rocky start, Camilla Bowner, the owner and therapist at the center, helps to speed up his recovery with her sexual treatments, leaving Fiona concerned that this may be leading to divorce and increased press attention towards Camilla. After Maxine criticizes Fiona's apparent narcissism in the book and questions her likeability factor, Jerome sends Maxine some new chapters of Fiona's book that reveal some hidden moments of her life which Fiona deems too embarrassing or too boring for herself to reveal but Maxine approves of. Fiona is unimpressed with Jerome's now-wife Hayley's attempts to write some new material in Fiona's voice, as she is concerned that she might be perceived as weak in the book, so she goes back to New York to work on the book further; later confiding in Maxine her frustration with Austen's apparent lack of romantic attention towards her. Maxine slyly encourages Fiona to break off her romance and work on her marriage with Kip. Fiona then contacts Camilla's husband Trent and schedules a private session with him at her house in Philadelphia so Trent can prepare her for her reunion with Kip once he returns home from Compass. However, Austen changes his romantic behavior towards Fiona; as a result she stays in New York as Trent goes to Philadelphia. Kip arrives afterwards and the two end up having sex; Trent then goes missing. Fiona discovers footage of the sexual encounter that was caught on security cameras and tells Camilla, who begs her for the tapes. Fiona refuses, vowing to support her husband during his campaign, and advises Camilla to work on her own marriage to Trent. Maxine later reveals to Fiona how she knew that Austen truly loves her; using that to her own advantage to get herself fired and gain a substantial retirement package for herself. Soon, Trent returns to Camilla, and they send a donation to Kip and Fiona's home, including a pair of Trent's boxers.
The issue of Kip being gay resurfaces when Robin contacts Fiona, intending to make amends for her earlier behaviour and having gotten help for her depression. Fiona then reveals that during the course of her marriage so far, she has had doubts and suspicions about Kip having an affair, but has come to an understanding over the situation. Robin then reveals that she has taped the entire conversation, and implies she may release it publicly. Fiona hires Richard as part of the campaign team, and during a discussion with Kip's campaign manager Ben Tomlund, she recommends Robin as a documentarian to produce video material for the campaign. However, once the hiring transaction is confirmed, Ben reveals he cannot find any sign of Fiona's accreditation, and urges her to temporarily suspend her services until she receives the accreditation notice. So in a moment of desperation, Fiona asks her sister Shevaun Haig, a psychotherapist, to help her get the accreditation. However, Shevaun says that Fiona has to undergo the 50-minute sessions in order for the accreditation to take effect. Fiona also learns from these sessions that Putsy, with whom Shevaun has moved in, has become even more mentally unstable. Fiona feels run-down during the sessions with Shevaun because she reminds her of everything that went wrong in her life, and starts to feel that her own sister is using her for her own benefit. When Shevaun signs the accreditation form, Fiona feels relieved, and as a result, her popularity as a web therapist starts to skyrocket as a result. However, though she agrees to letting Putsy stay with her temporarily, she takes control of Putsy's financial assets and evicts Shevaun from Putsy's house as payback. Fiona later discovers that Putsy is in danger of being charged for the murder of her roommate, which may have been the result of her puppetry practice. Fiona succeeds in helping her mother avoid the murder charges with the police ruling the death as a suicide, but is later horrified when she discovers that Putsy is starting a "Net Therapy" business and using puppetry in her practice.
Fiona begins to gain interest from blogger Kirsten Noble, who interviews her for her blog "Neuroticornucorpia", and television actress Allegra Faverau, who found Fiona's book on a plane, and wants to film a movie adaptation of the book with herself starring as Fiona for Lifetime. However, Kirsten puts some weird sexual fantasies featuring a persona known as "Filona W." and some digitally altered photos of Fiona on her blog, which does not do good for the campaign, and makes Kip suspect that Fiona is a lesbian. After legal trouble, Kirsten censors these fantasies and puts a link on her blog to Web Therapy, and the LGBT community gives their support to Kip's campaign; but Austen deletes Kirsten's blog before she or Fiona can capitalize further on the attention. Fiona then accompanies Allegra to Los Angeles to prepare for her movie role, but Jerome asks Hayley to also accompany her on the trip. The trip does not go well, when Hayley is arrested at the airport due to mysterious scissors in her luggage, and Fiona encourages Allegra, a recovering alcoholic, to have a drink, and unknowingly and unwittingly causes her drinking to go out of control. Fiona learns that Lifetime are moving forward with the movie project without Allegra.
When Jerome and Hayley are trying to have a baby, they hire a surrogate Tammy. Fiona learns that Tammy is demanding to Jerome and Hayley; risking jeopardizing Jerome's position in his job as a result. She soon realizes that Tammy is lying about the pregnancy and scamming both Jerome and Hayley, and informs Jerome about her deception; leaving him grateful to her for saving his marriage from a con artist. Later, Hayley asks Fiona for her forgiveness for the sessions and the airport incident, which Fiona accepts, and announces with Jerome that they helped with the Lifetime movie project. Hayley had pitched the movie to be reworked into a musical named Whistlin', which was very popular with the network. Despite the fact that the format is now different from Fiona and Allegra's original plan, Jerome convinces her that the characters will be explored further using this format and she reluctantly agrees to let them work the project. To accommodate the new production schedule, Jerome decides to temporarily work for Putsy at Net Therapy, and has Hayley take his place as Fiona's assistant. Fiona initially objects to this new arrangement, but eventually concedes to Jerome and Hayley, who are surprised to finally see some good heart from the therapist.
When Gina struggles with unemployment, Fiona tries to help her find a good job, but doubting that she can work herself at such a low level as a receptionist, she informs Gina of a job opening in Yukon Canneries in Alaska as a shipping specialist. Some time later, Austen promotes Gina after she rescues him from a choking incident with CPR, and she prepares for her new job as a management trainee in London.
Fiona becomes angry when Ben schedules and then postpones her media appearances and indirectly accuses her of making Kip lose his youth and damaging his career. She starts to suspect a relationship between Kip and Ben beginning. Upset about this accusation, Ben almost quits the campaign. However, they resolve their differences and agree to work together for the campaign, and Ben assures Fiona that there is nothing going on between him and Kip.
Fiona does a series of video chat sessions with her college friend Newell Miller, whom she does not recognize at first. After he attempts to break into her home, he reminds Fiona that she slept with his father, a professor, at one point while they were in college, and Newell witnessed the sexual encounter. As a result, he has had a series of disastrous relationships because the women remind him of Fiona. He plans a romantic session with Fiona to cure himself of his obsession, but Fiona turns him down. She does set him up with some sessions with Shevaun, which helps to finally cure him. When quizzed on how she knows Shevaun, she tells Newell of their family history, and reveals that she went to the same college as Newell because Shevaun had gone there earlier and also slept with his father when her hair was blonde; this causes Newell to become obsessed with Shevaun.
In one of the final storylines of the season, Fiona discovers that Richard has feelings for co-worker Robin, and has started dating her. During another session, Robin reveals she is dating Richard as a rebound after her relationship with Kip. She reveals she possesses tapes which apparently show Kip and Ben engaging in sex, infuriating both Richard and Fiona. Fiona demands that Robin hand over the tapes, but she refuses despite the terms on her contract. She implies that Richard is only dating her to move on from Fiona despite the fact that he is still in love with her, which he denies. Fiona also sees how condescending Robin is to Richard, and how he is becoming more and more upset by her, and it reminds her of how her chances of a possible romance with Austen are being hindered by her husband's campaign. Unable to take it anymore, Fiona fires Robin and Richard breaks up with her; Robin then leaks the tapes and puts the entire campaign in jeopardy. Kip panics and then eventually resigns from his candidate post, telling Fiona that he is going to Santa Fe, New Mexico with Ben for a while, because they need some time apart and he ultimately needs to know what he wants to do next. Later, Fiona announces her separation to Austen and tells him that now they can be together. However, Gina then appears and reveals to a shocked Fiona that she is pregnant with Austen's baby.
