Faye, who is still deeply in love with Don despite being forced to resign last episode, tells Don that he needs to tell other people the truth about himself.
Don and Pete meet with the American Cancer Society to discuss campaign ideas, and it begins to seem that there's a future for the company. This is reinforced when Peggy finds out that Topaz Hosiery is looking for a new advertising agency. With Ken’s help, she's about to bring in a new account – SCDP's first in ten weeks. Meanwhile, Joan is promoted to Director of Agency Operations... though this doesn't stop her from having to push the mail cart around, and certainly doesn't come with a raise.
Betty and Henry are planning to move to Rye. Carla agrees to let Glenn into the house so he can say goodbye to Sally — but when Betty finds out, she fires Carla, to the ire of both Henry, who thinks she's overreacting, and Don, who needed Carla's help because he's taking the kids to Disneyland over the weekend so that Betty and Henry can move in peace. Don asks Megan to accompany them at short notice; she accepts and turns out to be a very good babysitter.
Don is also in California so that he can help Stephanie and Patty Horton complete the sale of the house he provided for Anna Draper. He brings Sally and Bobby with him, and Sally spies the graffiti from the last time he visited, asking who "Dick" is. Don admits that he is sometimes known as "Dick". Stephanie, Anna's niece, gives Dick the engagement ring (the real) Don Draper used to propose to Anna; Anna was specific that she wanted Dick to have it.
Don and Megan have become regular sex partners. Impulsively, Don asks her to marry him, using the engagement ring he got from Stephanie. Megan agrees. They then head to the office to announce their state of affairs, where Megan's surname is used for the first time in the show. Peggy is frustrated that her actual work has gotten completely overshadowed by Don's impulsiveness. Additionally hurt are Faye — for obvious reasons — and Betty, who has recently discovered that Henry isn't as supportive of her decision-making patterns as she'd like, and arranged to be alone with Don as they put their old house on the market.
Joan calls Greg in Vietnam, and it is revealed that she didn't have an abortion and has convinced Greg that the baby is his.
This episode contains examples of:
- Amicable Exes: Don and Betty take a step towards this in the final scene.
- Call-Back: To "The Good News", as Sally spots the "Dick + Anna '64" graffiti when they visit Anna's house, prompting Don to reveal to his children that he is sometimes called "Dick".
- Chekhov's Gun: Well, Chekhov's ring. Stephanie gives Don Anna's engagement ring — the one that the original Don Draper gave her. Don later uses it to propose to Megan.
- Disneyland Dad: Literally so, as Don — who's become a example of this trope during the course of this season — takes the kids to Disneyland itself when they go to California.
- Distracted by the Sexy: Harry's all over Joyce's pretty model friend — so much so that he completely misses the obvious implication that if Topaz Hosiery has just fired their ad firm, they'll need a new one. Peggy, on the other hand, realizes this straightaway and, with Ken's help, sets up a meeting. Harry wants to come too, but soon loses interest when Peggy tells him that the model won't be there.
- Dude, Where's My Respect?: Both Peggy and Joan get hit with this, and discuss their shared aggravation. Joan's hard work has been rewarded with a promotion that is a title only, with no added benefits or salary increase. Peggy (with some help from Ken) successfully signed the first new client to the company in six months, which basically saved the company, but no one seemed to notice because Don and Megan announced their engagement at the same time.
- Exiled to the Couch: Well, almost. Betty is seen sleeping alone in Sally's room after her argument with Henry.
- Fourth-Date Marriage: Don proposes to Megan after taking her to California to watch over his kids.
- Internal Reveal: During their trip to California, Don takes his kids to Anna's home, and reveals that he is sometimes called "Dick".
- Mood Whiplash: Of a good sort. When Sally and Bobby start arguing in a restaurant, a milkshake gets knocked over. Don looks angry, and the kids realize they're in big, holiday-ruining trouble ... only for Megan to calmly get some tissues and clean the mess up, defusing the situation. Had Betty been there, it wouldn't have been a question of whether she'd hit them, but which one she'd hit first.
- Love Will Lead You Back: Attempted by Betty with Don after she realizes that her marriage with Henry isn't as perfect as she hoped it would be. Don gently rebuffs her by saying that he's gotten engaged to Megan (who, of course, was only able to show Don that she's good with kids because he called on her to be the babysitter for the California trip after Betty fired Carla).
- Put on a Bus: Two characters:
- Poor Carla, fired by Betty for letting Glen come to see Sally — although it's implied that Betty just used that as a convenient excuse to get rid of someone who she saw as a challenge to her authority as a mother.
- Faye, dumped by Don after he gets engaged to Megan. She gets a good Take That! in, though (see below).
- The Reveal: It's confirmed that Joan didn't go through with her abortion, and has seemingly convinced Greg that the baby is his.
- Shout-Out: Don compares Megan to Julie Andrews:You said you didn't have any professional experience and you're like Maria von Trapp.
- Also, Don's reading The Spy Who Came in from the Cold by John le Carré.
- Take That!: After Don confesses to Faye that he's engaged with Megan and is breaking up with her, she angrily responds:Faye: I hope she knows you only like the beginnings of things.
- Title Drop: Tomorrowland is the name of one of the themed areas in Disneyland; Bobby refers to it when Don and the kids are planning their visit.
- What the Hell, Hero?: Both Don and Henry express their anger towards Betty for firing Carla. The former because he's taking the kids to California, has to deal with business and doesn't have enough time to look for a new babysitter, while the latter is furious for her stubborn refusal to write a letter of recommendation for Carla. Henry also points out how hypocritical it is for her to want stability for the kids while simultaneously eliminating the most stable presence in their lives.
