Quinn brings Rachel back from self-imposed "exile" in a desperate attempt to keep "Everlasting" afloat following the PR nightmare of the previous season; Silicon Valley mogul Serena becomes the new season's female "suitress".
After a poker game with the contestants leaves Serena the sore winner, Chet decides to teach her how to be the woman that all men want to marry; Quinn makes a connection with one of the contestants after meeting Chet's new swimsuit model girlfriend.
A patriarchal group date infuriates Serena, who refuses to heed Chet's advice on how women should act; Rachel opens up about her past to Dr. Simon; one of the contestants reveals the real reason why he came on the show.
A reporter looking to expose Everlasting's secrets leaves Rachel with no other choice but to come clean to Serena. After Quinn approves Jay's idea for a new show, he must make a potentially dangerous deal with one of the contestants. Rachel revisits a trauma from her dark past and uncovers distressing news.
Quinn and Jay's new show pitch to Gary doesn't go as planned, driving a fuming Quinn to pull the ultimate power play. Rachel confronts her father about her past and rescues him from her mother's control. Serena finds out about a contestant's secret while Jay's arrangement with Alexi becomes even riskier than before.
Under Dr. Simon's watchful eye, Rachel tries to help her father come off his medication; Jay delivers difficult news regarding his new show; Quinn and Chet decide to handle two of the contestants.
Rachel pushes Serena to make a choice which sends her down a path of uncertainty; Quinn pulls a dangerous stunt which forces Serena to save the day.
Rachel confronts her mother; Serena gets ambushed by someone from her past, threatening her relationships with the remaining contestants; Chet struggles with Gary's offer.
Rachel helps Serena navigate the home stretch and narrow the suitors down to two at Chet's lifetime achievement gala; clashing opinions cause a public fight.
A life-changing offer from Serena and a shocking discovery about Dr. Simon drive Rachel to strongly question her future at "Everlasting"; Chet makes an astonishing confession; Quinn takes one final swing at Gary.