Abe and Rose find respite from Queens while visiting Midge. Joel and Mei squabble over a liquor license for the bar. Midge helps Shy out of a scrape.
Midge runs into an old friend in Miami. Abe grows frustrated with his beanik friends while Rose reaches her breaking point with Shirley.
Joel visits Midge in Vegas. Rose and Abe struggle as they adjust to their new life. Susie scores a big win for her new client.
Rose and Abe move into less than desirable new digs. Midge struggles with her act as Shy’s tour kicks off. Joel and Mei spark a connection.
Midge struggles with Susie taking on a new client. Joel meets a mystery girl, Mei, who is as frustrating as she is intriguing. Abe initiates a new project with a group of young beatniks. Midge and Joel deal with their divorce.
Midge performs at a USO show ahead of touring with Shy while Susie learns the ins and outs of contract negotiation. Abe and Rose grapple with their new financial situation. Joel finds the perfect spot for his new club until he discovers the space isn’t as it appears.
Midge and Rose begin planning for Midge’s future as Benjamin attempts to impress Abe. Joel stresses over his next move, while Abe is presented with some big decisions of his own. Meanwhile, Susie tries to smooth things over for Midge.
Susie lands Midge her first gig on television, but their victory is short-lived when they realize Midge is being punished for her past. Abe is increasingly unhappy in his dream job at Bell Labs while Joel continues to drown in work during late nights at Maisel and Roth.
Midge and Susie gear up for their first roadtrip, and quickly learn that the dynamics of going on tour are more challenging than they thought. Back in New York, it’s business as usual while Midge is away, forcing her to wonder if her new life is worth sacrificing her home life.
Benjamin opens Midge’s eyes to the New York art scene, and she ends up knowing more about art than she realizes. The Maisel and Weissman families come together for a tension-filled Yom Kippur dinner on the anniversary of Joel and Midge’s separation. Meanwhile, a reluctant Susie turns to her family for help in advancing her career.