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Season 1

  • Jimmy's first meeting with Richard Harrow. He instantly realises just how much the man has been hurt by his experience in Europe during World War 1. Not just physically, but mentally, like him. He immediately takes Richard under his wing. Between feeling bad about the fact he was reading a book called 'The Tin Soldier' (when Richard has half his face covered by a tin mask), lying so that Richard doesn't have to take a humiliating mental assessment, and then later going so far as to make sure the barman gives him a shot of whiskey with a straw so he can drink it more easily with his mask, it becomes apparent that Jimmy is truly determined to help this man. Even the way he introduces him to a girl at the brothel makes it clear:
    Jimmy: This is Richard Harrow, he's a friend of mine. He's a war hero.
  • Richard Harrow winning over Margaret's kids, who were scared of him due to his appearance, by saying he's the Tin Woodsman, and later Margaret apologizing for her initial reaction to him.
    Richard: The Tin Woodsman. That's me. (He taps the tin mask that covers his battle scars.) Maybe I need some oil.
    (The children giggle.)
    Emily: Mama, is it really him?
    Margaret: Why, yes dear, directly from Oz. And who better to have in our house than the mighty Tin Woodsman?
  • The look on Nucky's face when Margaret tells him that the children "miss their Uncle Nucky".
  • Al Capone, of all people, emotionally talking about trying to help his deaf son feel the vibrations of music but knowing he doesn't understand. Also may count as a Tear Jerker for some.
  • Al's moment of maturity in "The Emerald City", taking the rabbi's advice about accepting responsibility for one's actions to heart and apologizing to Torrio.
  • When Margaret is debating whether to become Nucky's kept woman in exchange for support for her children, she goes to the head of the Woman's Temperance League for advice. One might have expected a woman in such a position to be an uptight, Bible-thumping prude, but she is instead completely understanding, tells Margaret to do whatever she sees fit, and tells Margaret she isn't answerable to anyone else for her decision. The only advice she gives her is that she should take a pamphlet containing instructions on how to avoid unwanted pregnancies.

Season 2

  • Eddie "Izzie" Cantor coming to cheer Lucy up while she's pregnant, confined and completely miserable. While many of his attempts to make her laugh go over her head, he perseveres until he finds a form of joke simple enough to make her smile. This is particularly notable since Lucy has been completely abandoned by all her "friends" from her past life, and this act by the famous and high-society Izzie is, purely and simply, him doing something nice for somebody else without any financial, political, social or sexual motivation.
  • Van Alden getting a record player for Lucy.
  • Richard allowing Angela to paint him without his mask, and Angela's complete lack of horror when she sees his face.
  • Jimmy and Richard in "Gimcrack and Bunkum", just after Richard has attempted suicide:
    Richard: Would you fight for me?
    Jimmy: Down to the last bullet.
    Richard: Then let's go to work.
  • Lucy kissing her newborn daughter on the forehead in "The Age of Reason".
    Lucy: I did it all myself.
  • Teddy finally calling Nucky "Dad".
  • Margaret breaking the hospital quarantine to curl up in bed with her daughter in "Battle of the Century".
  • The Commodore coming to Gillian's defence when a drugged and enraged Jimmy tries to strangle her in Under God's Power She Flourishes (in addition to being a Moment of Awesome,) shows that, while he may have crossed the Moral Event Horizon when he raped her when she was 13, he truly does care for her. Especially powerful considering he was still recovering from a stroke, and there was an earlier episode where she had taken advantage of his weakened state to slap him repeatedly for what he did.
  • Jimmy and Richard drinking and telling war stories in "To the Lost". It's heartbreaking when you know what's about to happen, but seeing the two soldiers laughing and relaxing for once is sweet.
    • Jimmy taking his son for a pony ride, and Tommy's response to the question of whether he wants a soldier or cowboy hat:
      "Soldier."
  • Another scene in "To the Lost", when Margaret sees Nucky and Teddy encouraging Emily to walk with her leg braces on. It's the moment that makes Margaret decide to marry Nucky.

Season 3

  • Richard taking care of Tommy after his parents' death and trying desperately to keep their memory, especially Angela alive in him despite Gillian's efforts.
  • Seeing Manny Horvitz's unexpectedly sweet and loving relationship with his wife.
  • Richard Harrow kills Manny Horvitz for one reasons: the death of Angela Darmody. He makes clear to Nucky that he considers Jimmy's death to be the loss of a soldier in war. But Angela was innocent and had to be accounted for. It's a reminder that someone cared for Angela, despite the misery she went through.
  • Eli's homecoming, with a huge group hug from his kids, followed by one with his wife.
  • After a misguided attempt to toughen up his son after learning he's being bullied, Capone tears up along with him and they just hug. And later on, he goes after the thug who beat up his friend the instant he hears about it.
    • And later that night, he returns home to his son and plays "My Buddy" for him on the mandolin, knuckles still torn up from killing the thug in the bar.
    • Let's just be clear here. Al Capone savagely beat a man to death. And it was a Crowning Moment of Heartwarming.
    • Ultimately, the best thing about that scene is that the real Capone, ruthless or not, really did love his son that much, and would do anything to help him, even trying to stop the gang wars rocking Chicago for a while so his son couldn't see the day that his dad returned home riddled with machine gun bullets.
  • In "Blue Bell Boy", Charlie's been summoned by Joe Masseria. Meyer, even knowing Masseria hates Jews, wants to go with him, and warns him not to sit by the window (essentially telling him not to make himself a target).
  • Disturbing undertones aside, Teddy promising to protect Emily from a scary gypsy, who incidentally can turn into a rabbit and is also on fire, is really very sweet.
  • It's somewhat heartwarming that while Meyer Lansky is very much a Combat Pragmatist, and more than once talks his way out of a shootout or his own execution, but when Masseria's thugs accost Benny, Meyer immediately runs outside, gun out.
  • A few instances aside (mostly involving Rosetti and his mood-shattering temper), "Sunday Best" manages to be a Crowning Episode of Heartwarming.
  • Nucky and Willie helping Emily in the Easter egg hunt.
  • Nucky and Eli reflecting on old times and expressing concern for each other's families while fixing a car. One season after the two of them had gone to war with each other, it's nice to see that they trust each other again.
  • Richard's entire love interest subplot with Julia, from the beginning when they first meet and she looks unblinkingly at his face as they shook hands (much like Jimmy did when they first met) to the Easter dinner where she prepares a separate dish for him so he could eat in private to the "family" picture with Tommy at the fair to the their dance and kiss at the American Legion to their night together on the beach and under the boardwalk.
  • Tommy's interaction with the friendly prostitute is surprisingly sweet - until the inevitable happens.
  • Nucky might treat Eddie like crap, but when Eddie is shot in the penultimate episode of Season 3 because he refuses to leave Nucky's side, Nucky risks his life to get Eddie to safety and given treatment.
    • And Eddie returns the favor: Throughout the episode he deliriously keeps talking in German to Nucky, and when he's finally lucid enough to translate it, it turns out he was saying a Rudyard Kipling quote about how you can succeed if you don't allow yourself to panic. Even in intense pain and delusion, he's trying to help Nucky.
    • Nucky being clearly ashamed of not knowing if Eddie has family.
    • Chalky sticking with Nucky and refusing to sell him out, despite Nucky's rather dismissive treatment of him throughout the season. Related to this and the above examples, due to his ordeal and Eddie and Chalky's loyalty, Nucky seems to finally "get" the problems with his usual behavior (treating people badly and taking them for granted in between throwing money at them), and shows visible gratitude to Eddie and Chalky and regret for his own actions.
  • In the final scene of "Two Imposters", when what appears to be Rosetti's crew (it's actually Eli with reinforcements from Chicago) pulls into the lumber yard where Eli's eldest son is sheltering Nucky and Eddie, Nucky's immediate reaction is to walk directly in front of Eli's son.
  • After spending the whole season looking like nothing but a Jerkass, Paul Sagorsky recognizes a fellow soldier who's just come from a war when Richard shows up with Tommy, and implicitly gives his blessing to Richard and his daughter by simply telling him to clean himself up before he comes home. He even puts Tommy up in his dead son's room.
  • When Rosetti's men take over the Artemis Club, Tommy Darmody is left as a hostage. Richard Harrow storms the place, a One-Man Army with no care whatsoever to the gang war, the politics, or anything else. Tommy is in danger and Harrow is going to save him, not just because he's Jimmy's son but because Richard has grown to love him.
  • After Richard comes out of a Put Down Your Gun and Step Away situation with Tommy, the two of them share a hug, showing just how much Tommy has viewed Richard as a father figure.

Season 4

  • In the season premiere, Richard Harrow cuts a swathe of violence across the country, and finally reaches his destination: his old house, where his sister still lives.
  • Nucky making a point of thanking Eddie, an indication that his realization of how much he took him for granted stuck.
  • Richard being unable to shoot his dying boyhood dog, Sampson.
  • Seeing the most human side to Meyer Lansky: he loves Arnold Rothstein like a father. When Rothstein is having gambling problems, Lansky gently tries to help his boss save as much face as he can to the point of requesting Nucky not let Rothstein gamble anymore at the hotel. After another gambler cleans Rothstein out and gives him antisemitic insults, Lansky is so enraged he beats the man savagely in an alley. Despite Rothstein manipulating him and his best friend in Season 3, Lansky idolizes him, calling Rothstein a great man and one he is devoted to.
  • Emma embracing Richard and telling him "you must call yourself to account".
  • Tommy goes on a long tirade about astronomy upon meeting Richard again (in contrast to his mute encounter with Gillian in the previous episode), and when he asks if Richard is coming home with them, Julia (who has been understandably bothered by Richard turning her life upside down and then disappearing for months) says that "He's coming."
  • Eddie and Ralph's interactions at the bar in "All In", complete with singing in German. Doubles as a tearjerker when you know what's going to happen to Eddie in the next episode.
  • Julia and Richard have the cutest and most awkward proposing scene ever.
  • After Al survives a shooting by anonymous hitmen, his first immediate thought is towards his older brother as he calls his name out in pained desperation.

Season 5

  • The Sheriff takes Nucky and his brother home to eat a proper meal after they get busted sneaking around the Commodore's hotel. Later, when Nucky reveals that his father is abusive, the Sheriff gives Nucky some advice and then says he will tell Nucky's father that Nucky now works for him, and any attempt to go against that would be a matter for the lawkeepers to get interested in.
  • Margaret and Nucky meeting for the first time for years. It's awkward at first, but after they both get a little drunk, they joke around and recall the old days. Margaret gives Nucky a kiss, and in the end, he tells her sincerely: "I'm happy to see you."
  • Eli's reunion with William, saying that seeing he escaped the family's criminal past and is making a good legit living makes everything worth it.
  • The death of Chalky White. finding Daughter Maitland at last, he sees she has a daughter who he knows is his. Knowing that even if he kills Valentin Narcisse, they'll never be free, Chalky makes a deal with Narcisse to "work for him," in exchange for Narcisse lifting his blacklist of Daughter so she can sing again. Knowing Narcisse is too egotistical not to keep his word, Chalky knows it means his death. He goes to it fearlessly, with one last jibe to Narcisse, secure that he's given Daughter and his own child the future he'll never see, more secure and fulfilled than if he got his revenge. At the end, he closes his eyes and peacefully imagines Daughter singing just before he's gunned down.
  • Ax-Crazy, Hot-Blooded, philandering Mafia hitman that he is, when Bugsy Siegel is kidnapped as part of a power-play between Luciano and Nucky what is one of his first thoughts? That he needs the phone to call his wife and tell her he's not going to be able to be there for their planned evening. He gets especially angry when Mickey implicitly insults her.
  • Nucky is willing to give up everything he has to Luciano and Lansky, just to save Willie's life.
  • Nucky's final ever meeting with Eli is to finally bury the hatchet between them. The brothers sincerely reconcile and Nucky encourages Eli to try to make amends with June before leaving him enough money to live on for the rest of his life. Their final interaction is a tight hug and Nucky calling Eli "little brother."
  • Capone's final scene with his son where we see that even though he puts on a tough front for everybody else he knows that he's going to jail but he feels that if his son can have a good life it was all worth it. In the end, the boy raises his fists, and they hug, recalling the scene between them in season 3. If that didn't get you, I don't know what will.

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