When Ivy has an unfortunate incident at the final dress rehearsal for Bombshell, she's forced to make a difficult decision; after a talk with Julia, Derek sees Hit List in a new light and makes changes ahead of a Times-critiqued stumble-through, which might not sit well with Karen and Jimmy; Derek reveals a secret to Karen; a surprising Times article is released.
Tom attempts to mend his crumbling relationship with Ivy, by planning a special birthday surprise for her. Eileen considers a relationship with Richard Francis; Julia's new position in Hit List brings up new questions in her relationship with Scott. Derek admits his true feelings for Karen, and the result causes turmoil between the he, Karen, and Jimmy; Karen discovers Jimmy's hiding something.moreless
Karen's dad, Roger (Dylan Baker), visits and questions Karen's decision to leave Bombshell, while Ivy and her mother, Leigh Conroy (Bernadette Peters), butt heads when Leigh is cast in Bombshell; Jimmy reveals he owes money to a past connection, and may also be hiding something else; Julia makes up with Scott (Jesse L. Martin), and in return, he makes her an offer; Ivy gives Tom an ultimatum; Derek finds out a game-changing secret.moreless
Tom's new position isn't helping him to connect with Karen in rehearsal; Jimmy struggles to thematically expand Hit List; Eileen enlists her daughter, Katie (Grace Gummer)'s help in fighting back against Jerry; Ivy's advice sends Terry (Sean Hayes) in a wildly different direction at Liaisons opening; Karen makes a big career decision.moreless
Tom, Julia and Derek await a read-through of Bombshell, in which Julia and Peter's tailored new book will be revealed. Karen and Ana help Kyle and Jimmy with Hit List after they receive disappointing news. Ivy clashes with Liasons lead Terrence Falls (Sean Hayes) during a rehearsal. Eileen butts heads with Jerry, but will do everything to make sure she's not out of the Bombshell team completely.moreless
Jimmy and Kyle continue to work on their dream as Karen orchestrates a big opportunity for the pair. Meanwhile, Peter makes challenges of Julia's work and there could be significant ramifications for Bombshell as Eileen comes across a moral crossroads.moreless
Partnerships are tested as Eileen asks Tom and Julia to contend with an unwelcome new collaborator, while Jimmy and Kyle prepare to present their work for the first time. Derek attempts to get Ronnie back onhis side. Ivy finds it hard to move on, but help from an old friend might take her one step closer to her dream.moreless
The cast and crew ofBombshell return to New York in the hope of finding a new home on Broadway. However, a new scandal involving the financing for the show could put its future in jeopardy. Meanwhile, Ivy butts heads with Karen and questions her future with the show, while Julia enters a depressive state following marital troubles.moreless
Jack tries to avoid his mother. Meanwhile, Jenna starts to envy Liz and her married life.
As opening night approaches, Rebecca Duvall is replaced by an ensemble member; Dev's job opportunity threatens the outcome of Bombshell; Frank and Julia must push their discrepancies aside while "Bombshell" opens on Broadway; Lyle returns with bad news.moreless
Derek starts up a relationship with Rebecca, Karen decides between 'Bombshell', or staying with her boyfriend, and Julia and Eileen argue about rehiring Michael Swift.
Karen becomes best friends with Rebecca Duvall (guest star Uma Thurman). Meanwhile the tension between Tom and Derek rises.
The arrival of Rebecca Duval does not go well and "Bombshell" is turned upside down. This leads to Ivy and Karen to try and overcome their history as they unite against their new rival. Meanwhile, Tom and Sam's blossoming romance heats up.moreless
As Tom and Julia celebrate their anniversary, Marilyn's new leading lady Rebecca Duvall (Special Guest Star, Uma Thurman) gets stranded in Cuba which, leads to Derek asking Karen to fill in.
It's time for the team to present ''Marilyn the Musical'' to possible investors however, Ivy struggles to perform and Karen must make a difficult decision. Meanwhile, Julia and Michael must face up to the consequences of their actions.moreless
Julia is struggling to avoid Michael while, Eileen and Ellis' friendship continues to grow as they hang out at a local downtown dive bar. Also, Karen books a side job at a bar and Ivystarts to have issues with her voice.moreless
The tension between Michael and Julia increases as past emotions resurface meanwhile, Ivy believes that all is not right in her relationship with Derek. Karen puts her talents to use at a government party and Eileen joins forces with Tom's assistant.moreless
Karen decides that she needs to start learning how to get ahead in the world of Broadway. Meanwhile, Eileen tests a new fundraising strategy, Tom goes on a date and, Derek throws a party for a hot young celebrity (guest star Nick Jonas).moreless