Heartwarming: Mad Men

Season 1

  • Paul and Joan reminiscing about their failed relationship and then dancing together at the very end of the Election Night party in 1960. One, two, cha-cha-cha.
  • Don's pitch for The Carousel. Which also demonstrates how good he is as an ad man.

Season 2

  • Don showing up at Peggy's bedside after she has the baby. The advice he gives her might not be great, but he thinks it is (and it does work out for her to a certain extent), and it's touching that he was concerned for her and that he recognizes that she's in a similar position to his even without knowing the details of what happened.
    Your mother told me you were quarantined. TB. I expect that was supposed to lessen my concern.
  • The scene between Don and Bobby in "Three Sundays."
    Bobby: We gotta get you a new daddy.
  • When Don and Betty drive home after their dinner with Bobbie and Jimmy Barrett as "Lollipops and Roses" plays in the background.
    Betty: I'm just so happy. When I said I wanted to be a part of your life? This is what I meant. We make a great team.
    • YMMV on this - considering Don actually accomplished their goal for the night by sexing up Bobbie in the coat room (without Betty's knowledge), this troper actually found himself feeling pretty bad for Betty for a change.

Season 3

  • It's almost too little, too late, but Don and Joan talking at the hospital, after the lawnmower incident. You realize that Don may be one of the only people in the world who gives her every bit of respect she deserves and acknowledges that she really runs/ran, at that point Sterling Cooper.
    • Also, earlier at the party, Peggy taking her aside to say that she hopes Joan realizes she didn't just ignore all her advice — "It's just that we can't all be you" — and Joan replying that she does consider herself to have had a hand in Peggy's success.
    • Speaking of Joan, her appearance at the office in the Season 3 finale. She's the only damn person in the entire building to actually know how the whole company works and everyone, including Roger, Don and Bert Cooper acknowledges that.
    • The part that I liked was as Joan is about to leave, she kisses Don on the cheek. I smiled at this(rare for me).
  • Don visiting Peggy in the season finale.
    Don: I will spend the rest of my life trying to hire you.
  • Don's letter to Betty:
    I understand why you feel it's better to go on without me, and I know that you won't be alone for very long, but without you I'll be alone forever.
  • A very bittersweet one: "I hope you get what you've always wanted." Showing that Don finally gets it, because his go-to excuse for cheating on Betty and generally disrespecting her had been that he had given her everything she could possibly want.
  • Very small one in the season finale - as Don and Peggy walk into the office, it cuts to a reaction shot from Harry and Pete - Pete is a little disconcerted, but Harry looks adorably delighted that Peggy is coming aboard.

Season 4

  • Don carrying a sleeping Anna to bed right after he finds out she has cancer and painting her living room without being asked in 4.03.
    • Dick + Anna '64
  • The Pet the Dog scene where Greg stitches up Joan's finger and makes her laugh with a joke. It is a genuinely sweet moment that may even almost make you forget about the whole RAPE THING.
  • Don and Peggy in "The Suitcase", once Don stops acting like such an asshole. They steal each other's dinner at a diner, get drunk, and end up curled up on his office couch. In the morning, Peggy is there when Don calls California, discovering that Anna died. He breaks down, and Peggy puts an arm around him:
    Don: She was the only person who really knew me.
    Peggy: That's not true.
    • The end scene the day after when Don calls her in. Peggy and Don are looking over something that Don had finally come up with and they discuss it for a few. During a pause, Don reaches over for Peggy's hand, squeezes it, and lingers there as they look at each other smiling. Anna may be gone, but he recognizes a kindred spirit in Peggy.
      • And, of course, it's an echo of the end of the first episode. How far we've come.
  • Bert Cooper's eulogy for Ms. Ida Blankenship: "She was born in 1898 in a barn. She died on the 37th floor of a skyscraper. She's an astronaut."
  • Much of The Beautiful Girls with Sally and Don's interactions, Sally trying to show how much she wants to live with Don and Don trying to be a good father. The Rum French toast was awesome. A very subtle one is Don telling Sally they can only go to one place, and have to be at the office at noon. In the next scene, they arrive at the office just before 5 o'clock.
  • Sally's delight at finding out when Don gets her tickets to see the Beatles at their Shea Stadium concert, and Betty being genuinely happy for Sally.
  • After Don has a panic attack because he thinks the feds are going to discover his secret during an otherwise-routine background check, Faye stays with him despite him asking her to leave, and when he, tired of running, tells her about his identity theft, she stays with him. This is in stark contrast to Betty's (pretty much justified) reaction the previous season. Close to the end of the episode, she tells him that they'll do whatever it takes to keep him safe. This is particularly heartwarming, considering he thought that, with Anna gone, there was no one else in the world who could know him and love him anyway.
  • Don anonymously making Pete's contractual payment to the company coffer, repaying Pete for taking the fall for losing the government contract that would have exposed Don's identity.
    • Also, the fact that Pete immediately starts trying to help Don cover himself after he realizes that the security clearance is threatening him. How far they've come since the Season 1 blackmail attempt.

Season 5

  • Lane and Joan's chat in his office, where he goes as far as to recreate Megan's cabaret routine to cheer her up.
  • Don being a proud and concerned dad to Sally in "At the Codfish Ball": "You know what makes me happy? A beautiful young lady who will someday be wearing makeup, but not today".
  • Harry giving Paul $500note  so he can start a life outside the Krishnas. As Paul says, while the Krishnas keep saying that they want to help him, Harry is the first person who actually has.
  • Betty hugging Sally, who is distraught over having had her first period.
  • The bittersweet ending scene of "Commissions and Fees" where Don lets Glenn drive his car after asking him "What's the one thing you want to do most in life?" Glenn had asked Don why everything turned to crap and in an effort to cheer him up, he let him do that. It was just a really bittersweet end to the episode.
  • After a rather awkward parting in "The Other Woman", Don and Peggy meet again in "The Phantom" where they finally treat one another as equals. It shows how far both of them have come.

Season 6

  • Finding out in the season premiere that even though she's been at a rival ad agency for months Peggy and Stan call each other late at night to laugh about work. Their relationship has come along way and they've developed a great friendship.
  • YMMV, but seeing Peggy so happy while interacting with Ted was pretty adorable....at first.
  • Don taking his son Bobby to see Planet of the Apes even though Betty is punishing him by forbidding him to watch TV.
    • Bobby trying to comfort the black usher after Martin Luther King's assassination by telling him that people like to see movies when they're sad.
  • Don and Betty visiting their son Bobby at summer camp on "Parents Day" and singing "Father Abraham" with him in the cafeteria.
  • Betty offering Sally a cigarette. That's right, the characters in this show are so dysfunctional that a mother offering her teenaged daughter tobacco is heartwarming.
  • Glen demonstrating his loyalty to Sally and kicking his friend Rolo's ass after the latter tried to coerce her into making out with him and called her a tease.
  • Ginsburg has an anxiety attack before the Manischewitz meeting and Bob tries to calm him down. Stan gets offended. "Oh him you can talk to him? Ginsberg: "I love you, you know that, you're a mother hen." and Stan accepts it. This after telling Peggy he hated Stan a few episodes earlier!
  • Joan inviting Roger over Thanksgiving (even if Bob Benson was also there) and his feeding their baby Kevin.
  • The look between Sally and Don as Don takes the kids to the dilapidated whorehouse that he grew up in that seems to show an understanding between them.
    • Followed by Judy Collins' cover of the Joni Mitchell song "Both Sides Now" playing over the end credits.

Season 7

  • After finding out about Don's leave of absence from work and spending the day talking with him, Sally regains a measure of her love for him:
    "Happy Valentine's Day. I love you."
    • What really sells it is Don's expression after she's gone. It's like a mix of relief that his daughter still loves him and fear that he could still lose that love.
      • Also a bit of surprise, as it's one of the few times that Don has been on the receiving end of such an unbridled declaration of acceptance. Aside from Anna Draper, so many of Don's loved ones had always "loved" him as how he wanted them to see him out of fear that they wouldn't be able to accept him otherwise. Whereas now Sally knew just about everything there is to know about Don and recognizes him anyway (in contrast, she displays little care for Betty when talking about her with her friends).
    • The Zombies' "This Will Be Our Year" playing over the end credits.
  • While Don's return to SC&P in "Field Trip" is mostly awkward and depressing, the creative team (sans Lou and Peggy) and Dawn are genuinely pleased to see him again.
    • Ken being happy to see Don again and showing him pictures of his newborn son Eddie. He also tells Don of taking son to the carousel at the park reminded him of Don.
    • Even though it turned sour for Betty and Bobby, it was really great to see how enthusiastic Bobby was to have Betty come to the field trip with him.
    • And though Don and Roger's initial reunion in the episode was frosty (with Roger omitting to tell the partners about Don's return further straining things between them), Roger is extremely passionate in arguing for Don's case against the rest of the firm's partners.
  • After moving into Lane's former office, Don discovered Lane's Mets pennant forgotten for two years in a neglected cranny of the room. Just when viewers are left to assume that he has confined the relic to the trash, it ends up clinging in the same corner of the room as it was in Lane's time, as a reminder of a late partner whose contribution to the firm has been largely forgotten at this point.
  • Freddie Rumsen helping a very drunk Don get out of the office without the partners becoming aware of said drunkenness. After Don wakes up after blacking out, Freddie manages to convince him to get his act together.
  • Roger's secretary Caroline playing with his young grandson around the office and the boy being happy to see his grandfather.
  • Roger and his estranged daughter Margaret getting along at the commune she ran off to and he starts to see why she wants to live this more free lifestyle. Later that night they lie on hay in a barn looking up at the stars, talking and finally sharing a tender father/daugher moment. Unfortunately it doesn't last as later she goes off to have sex with one of her fellow hippies. The next morning Roger unsuccessfully tries to drag her back home to her husband and child but she refuses and she bitterly gives him a "Reason You Suck" Speech about the way he neglected her while she was growing up.
  • In "The Runaways" Sally and Bobby talk about his fears concerning Betty getting another divorce and about how lost and scared he feels (including a chronically aching stomach), Sally lets him in her bed and they sleep together.
  • Don immediately wanting to help Anna Draper's niece Stephanie when she calls him from L.A. when out of money and pregnant out of wedlock. He tells her to go to Megan's house there and wait for him. Unfortunately Megan gets jealous and sends her off with a check before Don arrives in LA to see her. She phones him later from Oakland and Don tells her he's worried about her and to call him as soon as the baby's born.
  • We learn that Peggy regularly has Julio, the young boy who lives upstairs over to watch television with her. Notice that she puts pretzels out. Awww.
  • Stan riding down in the elevator with Ginsberg as he's being taken out of the office, strapped to a gurney to presumably a mental hospital, after going insane and gave Peggy a box with his cut off nipple inside.
  • Peggy and Stan both happy to see Megan again when she visits Don at the office and Megan sad to hear about Ginsberg going crazy and being placed in a mental hospital.
    • Finding out that Stan has since visited Ginsberg.
  • Joan telling Bob that he deserves to be able to marry someone he loves. She's come a long way from season 1.
  • Don cheering Peggy up by dancing with her to "My Way" by Frank Sinatra and hugging her after she's spent a whole episode second-guessing the Burger Chef pitch.
    • And then there's the dinner they have with Pete at the end at Burger Chef. Peggy has made peace with both her father figure and baby daddy.
  • After finding out that Cutler's planning to push him out ("Waterloo"), Don lets Peggy take over the presentation of the Burger Chef pitch so that she'll get all the credit for the work that she's done.
    • And he has to talk her into it, both for the firm's sake to get the business as well as hers to finally make her big break. It is perhaps the biggest selfless act Don had pulled all series long.
    • And during the presentation, Peggy is scanning the room - we see it in slow-motion - at a roomful of male execs laughing at a bad joke Pete told, clearly nervous and overwhelmed. And then she looks at Don sitting next to her, who gives her the best smile he can give her to settle her nerves. And then Don gets the room settled down to business to listen to her pitch.
    • This makes the heartfelt hug between the two after winning the pitch even more satisfying.
  • The scenes of everybody watching the moon landing.
  • Peggy's relationship with Julio along with her assuring herself and the heartbroken boy that his Mother is moving them to Newark for his benefit.
  • Roger's reaction to Bert's death. While it's mostly a Tear Jerker, it also goes to show that, beyond the snark, the two men really did care for each other on a personal level. Additionally, after he realizes that Cutler will use this as an opportunity to oust Don from the firm, Roger calls the latter to express his sorrow.
    Roger: I'm going to lose you, too.
  • The joyful wave goodbye that Bert Cooper's ghost gives Don Draper as he sings "The Best Things In Life Are Free."