Liza returns to her job and sends her daughter back to college. Kelsey is burying herself in work after Thad's death. Liza is having trouble in paradise after Charles, her boss kissed her. She has to choose between Charles and Josh.
Kelsey dates a seemingly perfect guy, but Liza and Lauren think it's too soon. At a party of doctors, Josh puts his relationship with Liza under the microscope.
After Liza and Kelsey strike a deal for Colin's novel, an unexpected publicity hype leads to a bidding war; emboldened by her therapist, Diana introduces herself to Richard, the therapist who works next door.
Liza returns from the Hamptons and has to deal with the aftermath. A famous life coach, whose book Empirical is pursuing, forces Liza to face some hard truths.