Fiona indulges in some R&R at a Laguna Beach resort, following her closeted husband's disastrous campaign "outing". Her shipboard romance with another guest is going well - perhaps a little too well - but the real world intrudes when her former assistant Jerome calls with news about rival "Net Therapy", former paramour Austen begs for Fiona's forgiveness while sitting alongside his very pregnant, very hormonal fiancée, and she fields a call from Whistlin' composer Franny Marshall, who suffers from crippling writer's block and needs inspiration from the show's source .

Fiona tries her hand at songwriting, then attempts to use Franny's blackouts against her; Fiona's husband Kip calls from New Mexico with a request of his new boyfriend Ben, who reveals that Fiona's under investigation for campaign finance improprieties. Havinghuged "Net Therapy", Fiona welcomes Jerome back to her practice, but discovers neither he nor campaign accountant Richard has any knowledge of the bank login info that would exonerate her.

Fiona is shocked to discover that Jackson is investing in the musical.

Gina demands that Fiona be her matron-of-honor at the combined bachelorette-party-and-wedding in Las Vegas, but Fiona's priority is finding the campaign banking info that will exonerate her. She asks Kip for help, which leads her to an encounter with the very happy hoarder, Karen Sharpe, who may be in possession of important campaign documents, amongst other things.

In pursuit of the evidence that might clear her, Fiona travels to Karen's hoarding den and performs therapy directly. Robin reveals she's recorded incriminating video of media-mogul Austen Clarke at the Met Gala she attended. So Fiona, suspicious that Robin's husband, Richard, may be working for the Russian Mafia, hatches a plan to silence Robin for good.

When Fiona reaches out to Kip, she finds out that the campaign investigation has targeted a new suspect, and Fiona may be off the hook! But faced with her impending divorce and the loss of Kip's support, Fiona takes on a batch of new clients, including a long-distance couple who are planning their first in-person meeting.

Against Fiona's wishes, the long-distance lovers take a significant, cross-country step to resolve their issues. Fiona continues to expand her practice to some new clients, including compulsive gambler Nick Jericho and brand manager Sylvie Frank. She also receives a puzzling video voice-mail from a woman who seems to know her.

Fiona's mother Putsy, made wealthier from her "Net Therapy" sale, calls Fiona to check in on Kip. Meanwhile, compulsive gambler Nick discovers his therapist is also his online gambling nemesis, and Fiona's plans for Sylvie completely backfire. Austen announces his baby is on the way, and the mystery woman from the voice-mail calls again, revealing intimate knowledge of all things Fiona.

Austen sadly informs Fiona that Gina refuses to divorce him, leaving his relationship with Fiona in limbo. The motivation for Chris's reunion with Fiona is finally revealed, and Putsy tells Fiona about her soon-to-be-published memoir.

Austen's experience with Gina has set him on a new life path - and not to Fiona's liking. Jerome and Gina have some very big news to share with Fiona. Putsy's book has become a surprise New York Times bestseller, but publicist Garreth Pink wants Fiona to take a backseat to her mother in the publicity campaign. Kip makes a decision about their divorce, and Putsy reveals she'll be more involved in Fiona's life than she's ever been before.